What is the best way to travel from New York to Chicago?
Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from New York. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from New York?
You can get to Chicago with just $36 by taking a Flight from Spirit Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Frontier Airlines2h 32m01:30 PMNewark AirportNewark Airport3:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 3/31/2026 1:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 3:02:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 2h 32m
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Allegiant Air2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 8:01:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 8:01:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 2h 31m
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Allegiant Air2h 30m09:30 PMLaGuardia AirportLaGuardia Airport11:00 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 9:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 11:00:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 2h 30m
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Frontier Airlines13h 33m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport6:33 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 3/31/2026 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 6:33:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 13h 33m
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United Airlines2h 39m06:10 AMLaGuardia AirportLaGuardia Airport7:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 7:49:00 AM. 50 Economy ticket for $211 per person are available. Travel duration is 2h 39m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 3/31/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/1/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 3/31/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/1/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
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Greyhound US28h 35m08:00 PMNew YorkG. Washington Bridge Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 3/31/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/1/2026 11:35:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 28h 35m
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Greyhound US25h 45m010:50 PMNew YorkPort Authority Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 3/31/2026 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/1/2026 11:35:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 25h 45m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 8:01:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 2h 31m
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American Airlines2h 57m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:57 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 9:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 10:57:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 57m
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American Airlines2h 57m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 10:57:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 57m
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Allegiant Air2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 8:01:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 2h 31m
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American Airlines11h 49m011:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 10:19:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 11h 49m
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Frontier Airlines12h 9m011:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 11:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 10:39:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 12h 9m
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FlixBus28h 50m07:45 PMNew YorkChinatown11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/1/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 28h 50m
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FlixBus29h 35m07:00 PMNew York11 Av/W 34 St Bus Stop11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/1/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 29h 35m
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FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/1/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/2/2026 8:05:00 PM. 50 Economy ticket for $159 per person are available. Travel duration is 25h 20m
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Greyhound US25h 45m010:50 PMNew YorkPort Authority Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/1/2026 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 25h 45m
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Greyhound US28h 35m08:00 PMNew YorkG. Washington Bridge Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/1/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $191 per person are available. Travel duration is 28h 35m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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FlixBus47h 0m010:00 AMNew YorkArcher Av/Sutphin Blvd8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Archer Av/Sutphin Blvd, New York (USA) at 4/2/2026 10:00:00 AM to Canal & Van Buren, Chicago (USA) arriving at 4/4/2026 8:00:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 47h 0m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/2/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 16h 55m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/2/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 18h 25m
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Greyhound US18h 20m08:05 PMNew YorkPort Authority Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/2/2026 8:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 18h 20m
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United Airlines2h 50m07:10 AMNewark AirportNewark Airport9:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/2/2026 9:00:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 2h 50m
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 12:22:00 AM. 50 Economy ticket for $117 per person are available. Travel duration is 2h 28m
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Frontier Airlines15h 8m05:59 AMNewark AirportNewark Airport8:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 5:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 8:07:00 PM. 50 Economy ticket for $204 per person are available. Travel duration is 15h 8m
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Spirit Airlines8h 1m04:12 PMNewark AirportNewark Airport11:13 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 4:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 11:13:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 8h 1m
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Frontier Airlines15h 7m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 78:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/2/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 8:07:00 PM. 50 Economy ticket for $235 per person are available. Travel duration is 15h 7m
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Spirit Airlines5h 42m05:39 PMNewark AirportNewark Airport10:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 10:21:00 PM. 50 Economy ticket for $242 per person are available. Travel duration is 5h 42m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 12:22:00 AM. 50 Economy ticket for $88 per person are available. Travel duration is 2h 28m
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American Airlines6h 15m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport3:15 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/3/2026 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/3/2026 3:15:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 6h 15m
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American Airlines6h 15m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport3:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/3/2026 10:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 3:15:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 6h 15m
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United Airlines2h 47m09:50 PMNewark AirportNewark Airport11:37 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 9:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 11:37:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 2h 47m
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Frontier Airlines22h 38m010:29 PMNewark AirportNewark Airport8:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 10:29:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 8:07:00 PM. 50 Economy ticket for $183 per person are available. Travel duration is 22h 38m
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JetBlue Airways11h 50m09:15 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 78:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/3/2026 9:15:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 8:05:00 AM. 50 Economy ticket for $188 per person are available. Travel duration is 11h 50m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/3/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 16h 55m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/3/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 18h 25m
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Greyhound US18h 20m08:05 PMNew YorkPort Authority Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/3/2026 8:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 18h 20m
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FlixBus19h 55m06:30 PMNew York11 Av/W 34 St Bus Stop1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/3/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 19h 55m
Cheapest Flights Friday
Cheapest Buses Friday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 12:22:00 AM. 50 Economy ticket for $88 per person are available. Travel duration is 2h 28m
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United Airlines2h 39m07:10 AMLaGuardia AirportLaGuardia Airport8:49 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 8:49:00 AM. 50 Economy ticket for $150 per person are available. Travel duration is 2h 39m
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United Airlines2h 40m07:20 AMLaGuardia AirportLaGuardia Airport9:00 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 7:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 9:00:00 AM. 50 Economy ticket for $170 per person are available. Travel duration is 2h 40m
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Frontier Airlines17h 30m05:59 AMNewark AirportNewark Airport10:29 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 5:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 10:29:00 PM. 50 Economy ticket for $175 per person are available. Travel duration is 17h 30m
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Frontier Airlines16h 14m05:59 AMNewark AirportNewark Airport9:13 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 5:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 9:13:00 PM. 50 Economy ticket for $175 per person are available. Travel duration is 16h 14m
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Spirit Airlines5h 50m05:39 PMNewark AirportNewark Airport10:29 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 10:29:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 5h 50m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/4/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 1:25:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 16h 55m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/4/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 6:10:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 21h 10m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/4/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 1:25:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 18h 25m
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Greyhound US19h 30m03:30 PMNew YorkPort Authority Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/4/2026 3:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 10:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 19h 30m
Cheapest Flights Saturday
Cheapest Buses Saturday
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/5/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 8:01:00 AM. 50 Economy ticket for $93 per person are available. Travel duration is 2h 31m
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United Airlines2h 50m07:10 AMNewark AirportNewark Airport9:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/5/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 9:00:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 2h 50m
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JetBlue Airways10h 9m010:59 PMJohn F. Kennedy AirportJohn F. Kennedy Airport8:08 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/5/2026 10:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/6/2026 8:08:00 AM. 50 Economy ticket for $132 per person are available. Travel duration is 10h 9m
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CargoLogicAir7h 35m08:45 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 4/5/2026 8:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/5/2026 3:20:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 7h 35m
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Sun Country Airlines8h 42m011:32 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:14 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/5/2026 11:32:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 7:14:00 PM. 50 Economy ticket for $247 per person are available. Travel duration is 8h 42m
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Frontier Airlines28h 49m06:30 PMLaGuardia AirportLaGuardia Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/5/2026 6:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/6/2026 10:19:00 PM. 50 Economy ticket for $305 per person are available. Travel duration is 28h 49m
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FlixBus47h 0m010:00 AMNew YorkArcher Av/Sutphin Blvd8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Archer Av/Sutphin Blvd, New York (USA) at 4/5/2026 10:00:00 AM to Canal & Van Buren, Chicago (USA) arriving at 4/7/2026 8:00:00 AM. 50 Economy ticket for $96 per person are available. Travel duration is 47h 0m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/5/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/6/2026 1:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 16h 55m
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Greyhound US23h 35m08:00 PMNew YorkG. Washington Bridge Bus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/5/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/6/2026 6:35:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 23h 35m
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Greyhound US23h 30m08:05 PMNew YorkPort Authority Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/5/2026 8:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/6/2026 6:35:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 23h 30m
Cheapest Flights Sunday
Cheapest Buses Sunday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 12:22:00 AM. 50 Economy ticket for $36 per person are available. Travel duration is 2h 28m
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Frontier Airlines24h 50m010:29 PMNewark AirportNewark Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:29:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/7/2026 10:19:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 24h 50m
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Frontier Airlines25h 10m010:29 PMNewark AirportNewark Airport10:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 10:39:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 25h 10m
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United Airlines2h 39m07:10 AMLaGuardia AirportLaGuardia Airport8:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/6/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/6/2026 8:49:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 2h 39m
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Frontier Airlines28h 40m06:39 PMLaGuardia AirportLaGuardia Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/6/2026 6:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/7/2026 10:19:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 28h 40m
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JetBlue Airways26h 38m06:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport8:08 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/6/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 8:08:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 26h 38m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/6/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/7/2026 1:25:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 16h 55m
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FlixBus29h 35m07:00 PMNew York11 Av/W 34 St Bus Stop11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/6/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 11:35:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 29h 35m
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Greyhound US23h 30m08:05 PMNew YorkPort Authority Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/6/2026 8:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 6:35:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 30m
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Greyhound US23h 35m08:00 PMNew YorkG. Washington Bridge Bus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/6/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 6:35:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 35m
Cheapest Flights Monday
Cheapest Buses Monday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 28m with a Flight from Spirit Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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Allegiant Air2h 30m09:30 PMLaGuardia AirportLaGuardia Airport11:00 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 9:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 11:00:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 2h 30m
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Allegiant Air2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 8:01:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 8:01:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 2h 31m
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Frontier Airlines2h 32m01:30 PMNewark AirportNewark Airport3:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 3/31/2026 1:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/31/2026 3:02:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 2h 32m
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United Airlines2h 39m06:10 AMLaGuardia AirportLaGuardia Airport7:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 3/31/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 7:49:00 AM. 50 Economy ticket for $211 per person are available. Travel duration is 2h 39m
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JetBlue Airways2h 58m07:40 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 3/31/2026 7:40:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/31/2026 9:38:00 PM. 50 Economy ticket for $242 per person are available. Travel duration is 2h 58m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 3/31/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/1/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 3/31/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/1/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
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Greyhound US25h 45m010:50 PMNew YorkPort Authority Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 3/31/2026 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/1/2026 11:35:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 25h 45m
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Greyhound US28h 35m08:00 PMNew YorkG. Washington Bridge Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 3/31/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/1/2026 11:35:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 28h 35m
Fastest Flights Tuesday
Fastest Buses Tuesday
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Allegiant Air2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 8:01:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 8:01:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 2h 31m
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Allegiant Air2h 35m08:55 AMLaGuardia AirportLaGuardia Airport10:30 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 8:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 10:30:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 2h 35m
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United Airlines2h 39m06:10 AMLaGuardia AirportLaGuardia Airport7:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/1/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 7:49:00 AM. 50 Economy ticket for $222 per person are available. Travel duration is 2h 39m
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American Airlines2h 57m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:57 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 9:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/1/2026 10:57:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 57m
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American Airlines2h 57m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/1/2026 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/1/2026 10:57:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 57m
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FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/1/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/2/2026 8:05:00 PM. 50 Economy ticket for $159 per person are available. Travel duration is 25h 20m
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Greyhound US25h 45m010:50 PMNew YorkPort Authority Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/1/2026 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 25h 45m
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Greyhound US28h 35m08:00 PMNew YorkG. Washington Bridge Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/1/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $191 per person are available. Travel duration is 28h 35m
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FlixBus28h 50m07:45 PMNew YorkChinatown11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/1/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 28h 50m
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FlixBus29h 35m07:00 PMNew York11 Av/W 34 St Bus Stop11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/1/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/2/2026 11:35:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 29h 35m
Fastest Flights Wednesday
Fastest Buses Wednesday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 12:22:00 AM. 50 Economy ticket for $117 per person are available. Travel duration is 2h 28m
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United Airlines2h 50m07:10 AMNewark AirportNewark Airport9:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/2/2026 9:00:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 2h 50m
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Spirit Airlines5h 42m05:39 PMNewark AirportNewark Airport10:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 10:21:00 PM. 50 Economy ticket for $242 per person are available. Travel duration is 5h 42m
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Spirit Airlines8h 1m04:12 PMNewark AirportNewark Airport11:13 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/2/2026 4:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/2/2026 11:13:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 8h 1m
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JetBlue Airways11h 50m09:15 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 78:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/2/2026 9:15:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 8:05:00 AM. 50 Economy ticket for $316 per person are available. Travel duration is 11h 50m
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Frontier Airlines12h 14m011:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:44 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/2/2026 11:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/2/2026 10:44:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 12h 14m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/2/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 16h 55m
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Greyhound US18h 20m08:05 PMNew YorkPort Authority Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/2/2026 8:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 18h 20m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/2/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/3/2026 1:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 18h 25m
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FlixBus47h 0m010:00 AMNew YorkArcher Av/Sutphin Blvd8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Archer Av/Sutphin Blvd, New York (USA) at 4/2/2026 10:00:00 AM to Canal & Van Buren, Chicago (USA) arriving at 4/4/2026 8:00:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 47h 0m
Fastest Flights Thursday
Fastest Buses Thursday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 12:22:00 AM. 50 Economy ticket for $88 per person are available. Travel duration is 2h 28m
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United Airlines2h 47m09:50 PMNewark AirportNewark Airport11:37 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 9:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 11:37:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 2h 47m
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Spirit Airlines5h 40m05:39 PMNewark AirportNewark Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/3/2026 10:19:00 PM. 50 Economy ticket for $245 per person are available. Travel duration is 5h 40m
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American Airlines6h 15m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport3:15 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/3/2026 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/3/2026 3:15:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 6h 15m
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American Airlines6h 15m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport3:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/3/2026 10:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/3/2026 3:15:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 6h 15m
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Spirit Airlines8h 1m04:12 PMNewark AirportNewark Airport11:13 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/3/2026 4:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/3/2026 11:13:00 PM. 50 Economy ticket for $334 per person are available. Travel duration is 8h 1m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/3/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 16h 55m
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Greyhound US18h 20m08:05 PMNew YorkPort Authority Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/3/2026 8:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 18h 20m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/3/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 18h 25m
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FlixBus19h 55m06:30 PMNew York11 Av/W 34 St Bus Stop1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/3/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/4/2026 1:25:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 19h 55m
Fastest Flights Friday
Fastest Buses Friday
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 12:22:00 AM. 50 Economy ticket for $88 per person are available. Travel duration is 2h 28m
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United Airlines2h 39m07:10 AMLaGuardia AirportLaGuardia Airport8:49 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 8:49:00 AM. 50 Economy ticket for $150 per person are available. Travel duration is 2h 39m
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United Airlines2h 39m06:10 AMLaGuardia AirportLaGuardia Airport7:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 7:49:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 2h 39m
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United Airlines2h 40m07:20 AMLaGuardia AirportLaGuardia Airport9:00 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 7:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 9:00:00 AM. 50 Economy ticket for $170 per person are available. Travel duration is 2h 40m
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Delta Air Lines2h 47m02:30 PMLaGuardia AirportLaGuardia Airport4:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/4/2026 2:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/4/2026 4:17:00 PM. 50 Economy ticket for $287 per person are available. Travel duration is 2h 47m
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Spirit Airlines5h 50m05:39 PMNewark AirportNewark Airport10:29 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/4/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/4/2026 10:29:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 5h 50m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/4/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 1:25:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 16h 55m
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Greyhound US18h 25m08:00 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/4/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 1:25:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 18h 25m
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Greyhound US19h 30m03:30 PMNew YorkPort Authority Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/4/2026 3:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 10:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 19h 30m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 4/4/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/5/2026 6:10:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 21h 10m
Fastest Flights Saturday
Fastest Buses Saturday
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Spirit Airlines2h 31m06:30 AMLaGuardia AirportLaGuardia Airport8:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/5/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 8:01:00 AM. 50 Economy ticket for $93 per person are available. Travel duration is 2h 31m
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United Airlines2h 50m07:10 AMNewark AirportNewark Airport9:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 4/5/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 9:00:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 2h 50m
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CargoLogicAir7h 35m08:45 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 4/5/2026 8:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/5/2026 3:20:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 7h 35m
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Spirit Airlines8h 1m04:12 PMNewark AirportNewark Airport11:13 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/5/2026 4:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/5/2026 11:13:00 PM. 50 Economy ticket for $323 per person are available. Travel duration is 8h 1m
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Sun Country Airlines8h 42m011:32 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:14 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 4/5/2026 11:32:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/5/2026 7:14:00 PM. 50 Economy ticket for $247 per person are available. Travel duration is 8h 42m
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JetBlue Airways10h 9m010:59 PMJohn F. Kennedy AirportJohn F. Kennedy Airport8:08 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/5/2026 10:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/6/2026 8:08:00 AM. 50 Economy ticket for $132 per person are available. Travel duration is 10h 9m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/5/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/6/2026 1:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 16h 55m
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Greyhound US23h 30m08:05 PMNew YorkPort Authority Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/5/2026 8:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/6/2026 6:35:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 23h 30m
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Greyhound US23h 35m08:00 PMNew YorkG. Washington Bridge Bus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/5/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/6/2026 6:35:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 23h 35m
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FlixBus47h 0m010:00 AMNew YorkArcher Av/Sutphin Blvd8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Archer Av/Sutphin Blvd, New York (USA) at 4/5/2026 10:00:00 AM to Canal & Van Buren, Chicago (USA) arriving at 4/7/2026 8:00:00 AM. 50 Economy ticket for $96 per person are available. Travel duration is 47h 0m
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Spirit Airlines2h 28m010:54 PMNewark AirportNewark Airport12:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 12:22:00 AM. 50 Economy ticket for $36 per person are available. Travel duration is 2h 28m
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United Airlines2h 39m07:10 AMLaGuardia AirportLaGuardia Airport8:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 4/6/2026 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/6/2026 8:49:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 2h 39m
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Frontier Airlines24h 50m010:29 PMNewark AirportNewark Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:29:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/7/2026 10:19:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 24h 50m
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Frontier Airlines25h 10m010:29 PMNewark AirportNewark Airport10:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 10:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 10:39:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 25h 10m
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JetBlue Airways26h 38m06:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport8:08 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 4/6/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/7/2026 8:08:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 26h 38m
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Spirit Airlines27h 28m05:39 PMNewark AirportNewark Airport8:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 4/6/2026 5:39:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/7/2026 8:07:00 PM. 50 Economy ticket for $142 per person are available. Travel duration is 27h 28m
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FlixBus16h 55m09:30 PMNew York31st & 8th Ave1:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 4/6/2026 9:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/7/2026 1:25:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 16h 55m
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Greyhound US23h 30m08:05 PMNew YorkPort Authority Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 4/6/2026 8:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 6:35:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 30m
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Greyhound US23h 35m08:00 PMNew YorkG. Washington Bridge Bus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 4/6/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 6:35:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 35m
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FlixBus29h 35m07:00 PMNew York11 Av/W 34 St Bus Stop11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 4/6/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/7/2026 11:35:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 29h 35m
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Here you will find all operators and timetables for a
Bus from New York to Chicago
What are the most popular stations in New York and Chicago?
In New York, you will usually depart from 31st & 8th Ave, Port Authority Bus Terminal or East Broadway, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Chicago from New York? With 15 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between New York and Chicago, you can pay as low as $36 with a Flight from Spirit Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from Spirit Airlines: you will get to Chicago in just 2h 28m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting New York and Chicago are Frontier Airlines, FlixBus and Spirit Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in New York and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Jersey City or to Cicero, IL, and look at flights from Morristown Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from New York to Chicago?
The most popular companies between New York and Chicago, are Frontier Airlines, FlixBus and Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Frontier Airlines, Spirit Airlines, United Airlines and 8 more.
All you need to know when you travel from New York to Chicago
Check all information on comfort and services on all modes of transports from New York to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from New York to Chicago
How can I reach Chicago from New York?
Every day, there are on average 15 connections between Flight and Bus, with which you can get to Chicago from New York.
How far is Chicago from New York?
The distance between New York and Chicago is 711.5 miles.
What is the most ecofriendly mode of transport between New York and Chicago?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 31 kgs of CO2, a train 40 kgs, a car 195 kgs, and a flight 282 kgs.
What is the cheapest mode of transport from New York to Chicago?
You can get to Chicago with just $36 by taking a Flight from Spirit Airlines.
What is the fastest way to get from New York to Chicago?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 2h 28m with a Flight from Spirit Airlines.
More routes to New York and to Chicago
Looking for more options? Here you can see the most popular routes to New York and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to New York
- Atlanta, GA to New York
- Boston, MA to New York
- Buffalo Airport to New York
- Buffalo, NY to New York
- Charlotte to New York
- Chicago to New York
- Columbus, OH to New York
- Fairfax, VA to New York
- Fayetteville, NC to New York
- Jacksonville, FL to New York
- Johnson City, TN to New York
- Knoxville, TN to New York
- Manassas, VA to New York
- Miami to New York
- Montreal to New York
- Newport News, VA to New York
- Norfolk, VA to New York
- North Charleston, SC to New York
- Orlando, FL to New York
- Raleigh, NC to New York
- Seattle, WA to New York
- Tampa to New York
- Toronto, ON to New York
- Washington, DC to New York
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Cincinnati to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Mississauga, ON to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- Pearson Toronto Airport to Chicago
- Phoenix, AZ to Chicago
- Pittsburgh to Chicago
- San Antonio, TX to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
