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 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 $135 by taking a Bus from FlixBus, 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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Spirit Airlines13h 29m012:01 PMNewark AirportNewark Airport12:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 12:01:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:30:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 13h 29m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 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 12/19/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
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United Airlines2h 46m07:29 PMNewark AirportNewark Airport9:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 7:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 9:15:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 46m
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Spirit Airlines25h 7m010:05 PMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 10:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 10:12:00 PM. 50 Economy ticket for $420 per person are available. Travel duration is 25h 7m
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Frontier Airlines10h 58m012:00 PMLaGuardia AirportLaGuardia Airport9:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 12:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/19/2025 9:58:00 PM. 50 Economy ticket for $427 per person are available. Travel duration is 10h 58m
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Frontier Airlines26h 17m010:55 PMLaGuardia AirportLaGuardia Airport12:12 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 10:55:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/21/2025 12:12:00 AM. 50 Economy ticket for $477 per person are available. Travel duration is 26h 17m
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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 12/19/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 8:05:00 PM. 50 Economy ticket for $204 per person are available. Travel duration is 23h 5m
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FlixBus35h 45m09:15 PMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 9:15:00 PM to Union Station, Chicago (USA) arriving at 12/21/2025 8:00:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 35h 45m
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FlixBus26h 45m09:15 PMNew YorkChinatown11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 9:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 11:00:00 PM. 50 Economy ticket for $212 per person are available. Travel duration is 26h 45m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/19/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 1:25:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 22h 45m
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Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 1:25:00 PM. 50 Economy ticket for $239 per person are available. Travel duration is 24h 50m
Cheapest Flights Friday
Cheapest Buses Friday
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 8:31:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 36m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 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 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 2h 57m
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Frontier Airlines8h 1m06:20 AMLaGuardia AirportLaGuardia Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 1:21:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 8h 1m
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United Airlines2h 55m07:59 AMNewark AirportNewark Airport9:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 7:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 9:54:00 AM. 50 Economy ticket for $242 per person are available. Travel duration is 2h 55m
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Frontier Airlines16h 52m06:20 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 10:12:00 PM. 50 Economy ticket for $254 per person are available. Travel duration is 16h 52m
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Spirit Airlines25h 7m010:05 PMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 10:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/21/2025 10:12:00 PM. 50 Economy ticket for $257 per person are available. Travel duration is 25h 7m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $199 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 12/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $199 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 5:40:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 20h 40m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/20/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $280 per person are available. Travel duration is 22h 45m
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Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/20/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $281 per person are available. Travel duration is 24h 50m
Cheapest Flights Saturday
Cheapest Buses Saturday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/21/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 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 12/21/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 20h 25m
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Greyhound US21h 25m01:35 PMNew YorkG. Washington Bridge Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/21/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 10:00:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 21h 25m
Cheapest Buses Sunday
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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 12/22/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 8:05:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 23h 5m
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FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/22/2025 7:30:00 AM to Union Station, Chicago (USA) arriving at 12/23/2025 8:00:00 AM. 50 Economy ticket for $191 per person are available. Travel duration is 25h 30m
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Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/22/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 6:10:00 AM. 50 Economy ticket for $195 per person are available. Travel duration is 21h 15m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 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 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:57:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 2h 57m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:57:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 2h 57m
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Spirit Airlines11h 49m07:50 AMLaGuardia AirportLaGuardia Airport6:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/22/2025 7:50:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 6:39:00 PM. 50 Economy ticket for $253 per person are available. Travel duration is 11h 49m
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United Airlines2h 55m07:15 AMNewark AirportNewark Airport9:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 9:10:00 AM. 50 Economy ticket for $268 per person are available. Travel duration is 2h 55m
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Frontier Airlines9h 5m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport2:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/22/2025 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/22/2025 2:05:00 PM. 50 Economy ticket for $394 per person are available. Travel duration is 9h 5m
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JetBlue Airways10h 6m09:40 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:46 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 12/22/2025 9:40:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 6:46:00 PM. 50 Economy ticket for $395 per person are available. Travel duration is 10h 6m
Cheapest Buses Monday
Cheapest Flights Monday
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 1:01:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 2h 31m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 7:53:00 AM. 50 Economy ticket for $245 per person are available. Travel duration is 2h 53m
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Spirit Airlines13h 48m05:51 AMNewark AirportNewark Airport6:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 5:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 6:39:00 PM. 50 Economy ticket for $246 per person are available. Travel duration is 13h 48m
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Frontier Airlines19h 7m08:30 PMLaGuardia AirportLaGuardia Airport2:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/23/2025 8:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/24/2025 2:37:00 PM. 50 Economy ticket for $259 per person are available. Travel duration is 19h 7m
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Skyscanner2h 59m07:35 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:34 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 12/23/2025 7:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 9:34:00 PM. 50 Economy ticket for $346 per person are available. Travel duration is 2h 59m
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American Airlines2h 54m07:02 AMNewark AirportNewark Airport8:56 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 7:02:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 8:56:00 AM. 50 Economy ticket for $365 per person are available. Travel duration is 2h 54m
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FlixBus37h 15m07:45 PMNew YorkWest 34th Street8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 12/23/2025 7:45:00 PM to Union Station, Chicago (USA) arriving at 12/25/2025 8:00:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 37h 15m
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FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/23/2025 7:30:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 25h 30m
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FlixBus37h 15m07:45 PMNew York11 Av/W 34 St Bus Stop8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/23/2025 7:45:00 PM to Canal & Van Buren, Chicago (USA) arriving at 12/25/2025 8:00:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 37h 15m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $200 per person are available. Travel duration is 27h 10m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $211 per person are available. Travel duration is 27h 10m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 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 12/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 5:40:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 20h 40m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/24/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 11:00:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 28h 0m
Cheapest Buses Wednesday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 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 12/25/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
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Greyhound US25h 5m08:00 PMNew YorkG. Washington Bridge Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/25/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 8:05:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 25h 5m
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Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/25/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $149 per person are available. Travel duration is 21h 15m
Cheapest Buses Thursday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 31m with a Flight from Frontier 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 46m07:29 PMNewark AirportNewark Airport9:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 7:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 9:15:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 46m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 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 12/19/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
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Sun Country Airlines8h 5m011:33 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:38 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 12/19/2025 11:33:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 6:38:00 PM. 50 Economy ticket for $533 per person are available. Travel duration is 8h 5m
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JetBlue Airways10h 42m012:30 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/19/2025 12:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/19/2025 10:12:00 PM. 50 Economy ticket for $542 per person are available. Travel duration is 10h 42m
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Frontier Airlines10h 58m012:00 PMLaGuardia AirportLaGuardia Airport9:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 12:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/19/2025 9:58:00 PM. 50 Economy ticket for $427 per person are available. Travel duration is 10h 58m
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Spirit Airlines13h 29m012:01 PMNewark AirportNewark Airport12:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 12:01:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:30:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 13h 29m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/19/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 1:25:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 22h 45m
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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 12/19/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 8:05:00 PM. 50 Economy ticket for $204 per person are available. Travel duration is 23h 5m
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Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 1:25:00 PM. 50 Economy ticket for $239 per person are available. Travel duration is 24h 50m
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FlixBus26h 45m09:15 PMNew YorkChinatown11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 9:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 11:00:00 PM. 50 Economy ticket for $212 per person are available. Travel duration is 26h 45m
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FlixBus35h 45m09:15 PMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 9:15:00 PM to Union Station, Chicago (USA) arriving at 12/21/2025 8:00:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 35h 45m
Fastest Flights Friday
Fastest Buses Friday
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 8:31:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 36m
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United Airlines2h 55m07:59 AMNewark AirportNewark Airport9:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 7:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 9:54:00 AM. 50 Economy ticket for $242 per person are available. Travel duration is 2h 55m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 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 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 2h 57m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $270 per person are available. Travel duration is 2h 57m
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JetBlue Airways7h 20m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:20 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 12/20/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 7:20:00 PM. 50 Economy ticket for $266 per person are available. Travel duration is 7h 20m
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Frontier Airlines8h 1m06:20 AMLaGuardia AirportLaGuardia Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 1:21:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 8h 1m
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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 12/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $199 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 5:40:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 20h 40m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $199 per person are available. Travel duration is 21h 10m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/20/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $280 per person are available. Travel duration is 22h 45m
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Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/20/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $281 per person are available. Travel duration is 24h 50m
Fastest Flights Saturday
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 12/21/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 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 12/21/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 21h 10m
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Greyhound US21h 25m01:35 PMNew YorkG. Washington Bridge Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/21/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 10:00:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 21h 25m
Fastest Buses Sunday
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United Airlines2h 55m07:15 AMNewark AirportNewark Airport9:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 9:10:00 AM. 50 Economy ticket for $268 per person are available. Travel duration is 2h 55m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 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 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:57:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 2h 57m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:57:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 2h 57m
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Frontier Airlines9h 5m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport2:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/22/2025 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/22/2025 2:05:00 PM. 50 Economy ticket for $394 per person are available. Travel duration is 9h 5m
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JetBlue Airways10h 6m09:40 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:46 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 12/22/2025 9:40:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 6:46:00 PM. 50 Economy ticket for $395 per person are available. Travel duration is 10h 6m
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Spirit Airlines11h 49m07:50 AMLaGuardia AirportLaGuardia Airport6:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/22/2025 7:50:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 6:39:00 PM. 50 Economy ticket for $253 per person are available. Travel duration is 11h 49m
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Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/22/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 6:10:00 AM. 50 Economy ticket for $195 per person are available. Travel duration is 21h 15m
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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 12/22/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 8:05:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 23h 5m
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FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/22/2025 7:30:00 AM to Union Station, Chicago (USA) arriving at 12/23/2025 8:00:00 AM. 50 Economy ticket for $191 per person are available. Travel duration is 25h 30m
Fastest Flights Monday
Fastest Buses Monday
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 1:01:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 2h 31m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 7:53:00 AM. 50 Economy ticket for $245 per person are available. Travel duration is 2h 53m
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American Airlines2h 54m07:02 AMNewark AirportNewark Airport8:56 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 7:02:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 8:56:00 AM. 50 Economy ticket for $365 per person are available. Travel duration is 2h 54m
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Skyscanner2h 59m07:35 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:34 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 12/23/2025 7:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 9:34:00 PM. 50 Economy ticket for $346 per person are available. Travel duration is 2h 59m
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CargoLogicAir4h 40m011:40 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 12/23/2025 11:40:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 3:20:00 PM. 50 Economy ticket for $609 per person are available. Travel duration is 4h 40m
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JetBlue Airways6h 17m01:29 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:46 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 12/23/2025 1:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 6:46:00 PM. 50 Economy ticket for $403 per person are available. Travel duration is 6h 17m
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FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/23/2025 7:30:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 25h 30m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $200 per person are available. Travel duration is 27h 10m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $211 per person are available. Travel duration is 27h 10m
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FlixBus37h 15m07:45 PMNew YorkWest 34th Street8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 12/23/2025 7:45:00 PM to Union Station, Chicago (USA) arriving at 12/25/2025 8:00:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 37h 15m
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FlixBus37h 15m07:45 PMNew York11 Av/W 34 St Bus Stop8:00 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/23/2025 7:45:00 PM to Canal & Van Buren, Chicago (USA) arriving at 12/25/2025 8:00:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 37h 15m
Fastest Flights Tuesday
Fastest Buses Tuesday
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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 12/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 5:40:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 20h 40m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 21h 10m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/24/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 11:00:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 28h 0m
Fastest Buses Wednesday
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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 12/25/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 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 12/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
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Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/25/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $149 per person are available. Travel duration is 21h 15m
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Greyhound US25h 5m08:00 PMNew YorkG. Washington Bridge Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/25/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 8:05:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 25h 5m
Fastest Buses Thursday
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 10 connections between 2 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 $135 with a Bus from FlixBus.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 Frontier Airlines: you will get to Chicago in just 2h 31m.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 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 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 Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Spirit Airlines, Frontier Airlines, JetBlue Airways and 7 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 $135 by taking a Bus from FlixBus.
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 31m with a Flight from Frontier 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
- Greensboro, NC to New York
- Jacksonville, FL to New York
- Manassas, VA to New York
- Mississauga, ON to New York
- Montreal to New York
- Norfolk, VA to New York
- North Charleston, SC to New York
- Orlando, FL to New York
- Ottawa, ON to New York
- Pittsburgh to New York
- Raleigh, NC to New York
- San Antonio, TX 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
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
