What is the best way to travel from New York to Chicago?
Looking for a trip? Compare all the available Buses and Flights 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 3 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 $65 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 Airlines24h 37m05:20 PMLaGuardia AirportLaGuardia Airport4:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/20/2025 5:20:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 4:57:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 24h 37m
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Spirit Airlines11h 56m05:30 AMNewark AirportNewark Airport4:26 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 8/20/2025 5:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/20/2025 4:26:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 11h 56m
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Frontier Airlines8h 31m06:30 AMLaGuardia AirportLaGuardia Airport2:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/20/2025 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 8h 31m
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Frontier Airlines6h 1m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 72:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/20/2025 9:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 6h 1m
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JetBlue Airways2h 58m08:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:28 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 8/20/2025 8:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/20/2025 10:28:00 PM. 50 Economy ticket for $233 per person are available. Travel duration is 2h 58m
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Frontier Airlines9h 6m05:55 AMNewark AirportNewark Airport2:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 8/20/2025 5:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $246 per person are available. Travel duration is 9h 6m
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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 8/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 6:10:00 AM. 50 Economy ticket for $178 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 8/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 6:10:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 21h 10m
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Greyhound US34h 5m010:50 PMNew YorkPort Authority Bus Terminal7:55 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/20/2025 10:50:00 PM to Canal & Van Buren, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 34h 5m
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Greyhound US34h 5m010:50 PMNew YorkPort Authority Bus Terminal7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/20/2025 10:50:00 PM to Union Station, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 34h 5m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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Frontier Airlines26h 34m010:50 PMLaGuardia AirportLaGuardia Airport12:24 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/21/2025 10:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/23/2025 12:24:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 26h 34m
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Frontier Airlines26h 42m010:50 PMLaGuardia AirportLaGuardia Airport12:32 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/21/2025 10:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/23/2025 12:32:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 26h 42m
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Frontier Airlines11h 8m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:08 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/21/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/21/2025 11:08:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 11h 8m
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Allegiant Air23h 47m09:55 AMNewark AirportNewark Airport8:42 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Newark Airport, Newark Airport (USA) at 8/21/2025 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 8:42:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 23h 47m
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JetBlue Airways2h 49m09:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:19 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 8/21/2025 9:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 11:19:00 AM. 50 Economy ticket for $233 per person are available. Travel duration is 2h 49m
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Spirit Airlines7h 11m09:59 AMLaGuardia AirportLaGuardia Airport4:10 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/21/2025 9:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 4:10:00 PM. 50 Economy ticket for $251 per person are available. Travel duration is 7h 11m
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FlixBus27h 25m05:30 AMNew York31st & 8th Ave7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/21/2025 5:30:00 AM to Union Station, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $152 per person are available. Travel duration is 27h 25m
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Greyhound US21h 55m02:45 AMNew YorkPort Authority Bus Terminal11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 2:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 11:40:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 21h 55m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/22/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 25h 10m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/22/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 22h 15m
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FlixBus25h 25m010:00 PMNew York31st & 8th Ave10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/21/2025 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/22/2025 10:25:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 25m
Cheapest Flights Thursday
Cheapest Buses Thursday
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Frontier Airlines25h 49m010:50 PMLaGuardia AirportLaGuardia Airport11:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/22/2025 10:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/23/2025 11:39:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 25h 49m
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Frontier Airlines8h 5m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/22/2025 11:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 6:05:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 8h 5m
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JetBlue Airways2h 49m09:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:19 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 8/22/2025 9:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/22/2025 11:19:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 49m
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Spirit Airlines12h 42m010:40 AMNewark AirportNewark Airport10:22 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 8/22/2025 10:40:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/22/2025 10:22:00 PM. 50 Economy ticket for $204 per person are available. Travel duration is 12h 42m
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Allegiant Air6h 7m09:55 AMNewark AirportNewark Airport3:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Newark Airport, Newark Airport (USA) at 8/22/2025 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 3:02:00 PM. 50 Economy ticket for $208 per person are available. Travel duration is 6h 7m
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Frontier Airlines21h 55m012:59 PMLaGuardia AirportLaGuardia Airport9:54 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/22/2025 12:59:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/23/2025 9:54:00 AM. 50 Economy ticket for $214 per person are available. Travel duration is 21h 55m
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FlixBus25h 30m01:30 PMNew York31st & 8th Ave2:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/22/2025 1:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/23/2025 2:00:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 25h 30m
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FlixBus37h 55m07:00 PMNew YorkWest 34th Street7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 8/22/2025 7:00:00 PM to Union Station, Chicago (USA) arriving at 8/24/2025 7:55:00 AM. 50 Economy ticket for $168 per person are available. Travel duration is 37h 55m
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Greyhound US23h 40m03:20 PMNew YorkPort Authority Bus Terminal2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/22/2025 3:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/23/2025 2:00:00 PM. 50 Economy ticket for $170 per person are available. Travel duration is 23h 40m
Cheapest Flights Friday
Cheapest Buses Friday
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Greyhound US24h 50m010:35 PMNew YorkG. Washington Bridge Bus Station10:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 8/23/2025 10:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 24h 50m
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FlixBus36h 25m011:00 AMNew YorkChrystie St10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chrystie St, New York (USA) at 8/23/2025 11:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 36h 25m
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FlixBus30h 25m05:00 PMNew YorkWest 34th Street10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 8/23/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $142 per person are available. Travel duration is 30h 25m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/23/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 11:00:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 25h 10m
Cheapest Buses Saturday
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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 8/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/25/2025 6:10:00 AM. 50 Economy ticket for $123 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 8/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/25/2025 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 21h 10m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/24/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 11:00:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 25h 10m
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Greyhound US23h 40m03:20 PMNew YorkPort Authority Bus Terminal2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/24/2025 3:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 2:00:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 23h 40m
Cheapest Buses Sunday
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Spirit Airlines2h 42m05:35 PMLaGuardia AirportLaGuardia Airport7:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 5:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 7:17:00 PM. 50 Economy ticket for $65 per person are available. Travel duration is 2h 42m
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JetBlue Airways2h 58m08:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:28 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 8/25/2025 8:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 10:28:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 2h 58m
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Frontier Airlines8h 3m011:00 AMNewark AirportNewark Airport6:03 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 8/25/2025 11:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/25/2025 6:03:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 8h 3m
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Frontier Airlines7h 33m011:30 AMLaGuardia AirportLaGuardia Airport6:03 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/25/2025 6:03:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 7h 33m
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Frontier Airlines23h 42m011:00 PMLaGuardia AirportLaGuardia Airport9:42 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 11:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/26/2025 9:42:00 PM. 50 Economy ticket for $104 per person are available. Travel duration is 23h 42m
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United Airlines2h 37m06:25 AMLaGuardia AirportLaGuardia Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 6:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 8:02:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 37m
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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 8/25/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 6:10:00 AM. 50 Economy ticket for $122 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 8/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 6:10:00 AM. 50 Economy ticket for $122 per person are available. Travel duration is 21h 10m
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Greyhound US22h 25m01:35 AMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/25/2025 1:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 11:00:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 22h 25m
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Greyhound US25h 20m01:40 PMNew YorkG. Washington Bridge Bus Station2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 8/25/2025 1:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/26/2025 2:00:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 25h 20m
Cheapest Flights Monday
Cheapest Buses Monday
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Greyhound US21h 55m02:45 AMNew YorkPort Authority Bus Terminal11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/26/2025 2:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 11:40:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 21h 55m
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FlixBus23h 5m010:00 PMNew York31st & 8th Ave8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/26/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 8:05:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 23h 5m
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FlixBus23h 50m09:15 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 8/26/2025 9:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 8:05:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 23h 50m
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Greyhound US23h 55m03:20 PMNew YorkPort Authority Bus Terminal2:15 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/26/2025 3:20:00 PM to Canal & Van Buren, Chicago (USA) arriving at 8/27/2025 2:15:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 23h 55m
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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 8/26/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 6:10:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 20h 25m
Cheapest Buses Tuesday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 37m with a Flight from United 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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United Airlines2h 37m06:25 AMLaGuardia AirportLaGuardia Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/20/2025 6:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/20/2025 8:02:00 AM. 50 Economy ticket for $253 per person are available. Travel duration is 2h 37m
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JetBlue Airways2h 58m08:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:28 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 8/20/2025 8:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/20/2025 10:28:00 PM. 50 Economy ticket for $233 per person are available. Travel duration is 2h 58m
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Frontier Airlines6h 1m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 72:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/20/2025 9:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 6h 1m
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Frontier Airlines8h 31m06:30 AMLaGuardia AirportLaGuardia Airport2:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/20/2025 6:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 8h 31m
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Frontier Airlines9h 6m05:55 AMNewark AirportNewark Airport2:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 8/20/2025 5:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/20/2025 2:01:00 PM. 50 Economy ticket for $246 per person are available. Travel duration is 9h 6m
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Spirit Airlines11h 56m05:30 AMNewark AirportNewark Airport4:26 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 8/20/2025 5:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/20/2025 4:26:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 11h 56m
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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 8/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 6:10:00 AM. 50 Economy ticket for $178 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 8/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 6:10:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 21h 10m
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Greyhound US34h 5m010:50 PMNew YorkPort Authority Bus Terminal7:55 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/20/2025 10:50:00 PM to Canal & Van Buren, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 34h 5m
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Greyhound US34h 5m010:50 PMNew YorkPort Authority Bus Terminal7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/20/2025 10:50:00 PM to Union Station, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 34h 5m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines2h 37m06:25 AMLaGuardia AirportLaGuardia Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/21/2025 6:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 8:02:00 AM. 50 Economy ticket for $253 per person are available. Travel duration is 2h 37m
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JetBlue Airways2h 49m09:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:19 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 8/21/2025 9:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 11:19:00 AM. 50 Economy ticket for $233 per person are available. Travel duration is 2h 49m
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Skyscanner2h 55m02:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 74:25 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/21/2025 2:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 4:25:00 PM. 50 Economy ticket for $397 per person are available. Travel duration is 2h 55m
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Spirit Airlines5h 38m05:30 AMNewark AirportNewark Airport10:08 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 8/21/2025 5:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/21/2025 10:08:00 AM. 50 Economy ticket for $360 per person are available. Travel duration is 5h 38m
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Spirit Airlines7h 11m09:59 AMLaGuardia AirportLaGuardia Airport4:10 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/21/2025 9:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/21/2025 4:10:00 PM. 50 Economy ticket for $251 per person are available. Travel duration is 7h 11m
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Frontier Airlines11h 8m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:08 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/21/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/21/2025 11:08:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 11h 8m
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Greyhound US21h 55m02:45 AMNew YorkPort Authority Bus Terminal11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 2:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/21/2025 11:40:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 21h 55m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/22/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 22h 15m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/21/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/22/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 25h 10m
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FlixBus25h 25m010:00 PMNew York31st & 8th Ave10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/21/2025 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/22/2025 10:25:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 25m
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FlixBus27h 25m05:30 AMNew York31st & 8th Ave7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/21/2025 5:30:00 AM to Union Station, Chicago (USA) arriving at 8/22/2025 7:55:00 AM. 50 Economy ticket for $152 per person are available. Travel duration is 27h 25m
Fastest Flights Thursday
Fastest Buses Thursday
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Skyscanner2h 39m07:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:09 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/22/2025 7:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/22/2025 9:09:00 AM. 50 Economy ticket for $311 per person are available. Travel duration is 2h 39m
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JetBlue Airways2h 49m09:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:19 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 8/22/2025 9:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/22/2025 11:19:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 49m
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American Airlines2h 52m04:00 PMLaGuardia AirportLaGuardia Airport5:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/22/2025 4:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/22/2025 5:52:00 PM. 50 Economy ticket for $307 per person are available. Travel duration is 2h 52m
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Allegiant Air6h 7m09:55 AMNewark AirportNewark Airport3:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Newark Airport, Newark Airport (USA) at 8/22/2025 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 3:02:00 PM. 50 Economy ticket for $208 per person are available. Travel duration is 6h 7m
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Frontier Airlines8h 5m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/22/2025 11:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 6:05:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 8h 5m
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JetBlue Airways10h 37m01:50 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:27 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 8/22/2025 1:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/22/2025 11:27:00 PM. 50 Economy ticket for $325 per person are available. Travel duration is 10h 37m
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Greyhound US23h 40m03:20 PMNew YorkPort Authority Bus Terminal2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/22/2025 3:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/23/2025 2:00:00 PM. 50 Economy ticket for $170 per person are available. Travel duration is 23h 40m
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FlixBus25h 30m01:30 PMNew York31st & 8th Ave2:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/22/2025 1:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/23/2025 2:00:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 25h 30m
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FlixBus37h 55m07:00 PMNew YorkWest 34th Street7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 8/22/2025 7:00:00 PM to Union Station, Chicago (USA) arriving at 8/24/2025 7:55:00 AM. 50 Economy ticket for $168 per person are available. Travel duration is 37h 55m
Fastest Flights Friday
Fastest Buses Friday
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Greyhound US24h 50m010:35 PMNew YorkG. Washington Bridge Bus Station10:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 8/23/2025 10:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 24h 50m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/23/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 11:00:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 25h 10m
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FlixBus30h 25m05:00 PMNew YorkWest 34th Street10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 8/23/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $142 per person are available. Travel duration is 30h 25m
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FlixBus36h 25m011:00 AMNew YorkChrystie St10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chrystie St, New York (USA) at 8/23/2025 11:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/24/2025 10:25:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 36h 25m
Fastest Buses Saturday
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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 8/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/25/2025 6:10:00 AM. 50 Economy ticket for $123 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 8/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/25/2025 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 21h 10m
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Greyhound US23h 40m03:20 PMNew YorkPort Authority Bus Terminal2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/24/2025 3:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 2:00:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 23h 40m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/24/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 11:00:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 25h 10m
Fastest Buses Sunday
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United Airlines2h 37m06:25 AMLaGuardia AirportLaGuardia Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 6:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 8:02:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 37m
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Spirit Airlines2h 42m05:35 PMLaGuardia AirportLaGuardia Airport7:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 5:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 7:17:00 PM. 50 Economy ticket for $65 per person are available. Travel duration is 2h 42m
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JetBlue Airways2h 58m08:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:28 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 8/25/2025 8:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 8/25/2025 10:28:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 2h 58m
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Allegiant Air6h 7m09:55 AMNewark AirportNewark Airport3:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Newark Airport, Newark Airport (USA) at 8/25/2025 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/25/2025 3:02:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 6h 7m
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Frontier Airlines7h 33m011:30 AMLaGuardia AirportLaGuardia Airport6:03 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 8/25/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/25/2025 6:03:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 7h 33m
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Frontier Airlines8h 3m011:00 AMNewark AirportNewark Airport6:03 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 8/25/2025 11:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 8/25/2025 6:03:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 8h 3m
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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 8/25/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 6:10:00 AM. 50 Economy ticket for $122 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 8/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 6:10:00 AM. 50 Economy ticket for $122 per person are available. Travel duration is 21h 10m
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Greyhound US22h 25m01:35 AMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/25/2025 1:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/25/2025 11:00:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 22h 25m
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Greyhound US25h 20m01:40 PMNew YorkG. Washington Bridge Bus Station2:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 8/25/2025 1:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/26/2025 2:00:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 25h 20m
Fastest Flights Monday
Fastest Buses Monday
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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 8/26/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 6:10:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 20h 25m
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Greyhound US21h 55m02:45 AMNew YorkPort Authority Bus Terminal11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/26/2025 2:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 8/26/2025 11:40:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 21h 55m
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FlixBus23h 5m010:00 PMNew York31st & 8th Ave8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 8/26/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 8:05:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 23h 5m
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FlixBus23h 50m09:15 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 8/26/2025 9:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/27/2025 8:05:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 23h 50m
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Greyhound US23h 55m03:20 PMNew YorkPort Authority Bus Terminal2:15 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 8/26/2025 3:20:00 PM to Canal & Van Buren, Chicago (USA) arriving at 8/27/2025 2:15:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 23h 55m
Fastest Buses Tuesday
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 Grand Central Terminal, West 34th Street or Port Authority Bus Terminal, while in Chicago you will be arriving at Union Station, 95th Red Line Station or California & 35th Street Bus Stop, 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 10 connections between 3 Bus and Flight 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 $65 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 United Airlines: you will get to Chicago in just 2h 37m.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 FlixBus, Greyhound US and Frontier 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 John F. Kennedy 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 FlixBus, Greyhound US and Frontier 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, JetBlue Airways and 5 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 10 connections between Bus and Flight, 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 $65 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 37m with a Flight from United 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
- Cincinnati to New York
- Columbus, OH to New York
- Dallas to New York
- Detroit to New York
- Fairfax, VA to New York
- Greensboro, NC to New York
- Hamilton, ON to New York
- John F. Kennedy Airport to New York
- Johnson City, TN to New York
- Los Angeles to New York
- Manchester, NH to New York
- Montreal to New York
- New Orleans, LA to New York
- Newark Airport to New York
- Norfolk, VA to New York
- Orlando, FL to New York
- Pittsburgh to New York
- Raleigh, NC to New York
- Toronto, ON to New York
- Trips to Chicago
- Atlanta, GA to Chicago
- Bloomington, IN to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- London, ON to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- McAllen, TX to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- San Antonio, TX to Chicago
- San Diego to Chicago
- Santiago de Queretaro to Chicago
- Springfield, MO to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Washington, DC to Chicago