There are 10 ways to get from New York (State) to Chicago by plane, train (Amtrak), bus (Flixbus), car, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Buffalo Niagara International Airport to Chicago Midway International Airport
best- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
3h 52m$164–317Fly Laguardia Airport to Chicago O'Hare International Airport
cheapest- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
4h 59m$138–566Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
20h 39m$233–603Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
21h 41m$143–237Drive 788.4 mi
- Drive from New York to Chicagocar 788.4 mi
13h 9m$144–208Fly Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
4h 17m$174–307Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 42m$208–666Fly John F. Kennedy International Airport to Chicago O'Hare International Airport
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
4h 51m$324–867Fly Newark Liberty International Airport to Chicago O'Hare International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 15m$146–886Bus via Baltimore (Greyhound)
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus Greyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
24h 27m$158–253
New York (State) to Chicago by subway and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from New York (State) to Chicago is to drive which costs $140 - $210 and takes 13h 9m.
The fastest way to get from New York (State) to Chicago is to fly which takes 3h 52m and costs $160 - $320.
No, there is no direct bus from New York (State) to Chicago station. However, there are services departing from Hudson St/Barrow St and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 21h 41m.
No, there is no direct train from New York (State) to Chicago station. However, there are services departing from Christopher St-Stonewall and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 20h 39m.
The distance between New York (State) and Chicago is 493 miles. The road distance is 793.1 miles.
The best way to get from New York (State) to Chicago without a car is to train which takes 20h 39m and costs $230 - $650.
It takes approximately 3h 52m to get from New York (State) to Chicago, including transfers.
New York (State) to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
New York (State) to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from New York (State) to Chicago is to fly which takes 3h 52m and costs $160 - $320. Alternatively, you can train, which costs $230 - $650 and takes 20h 39m, you could also bus, which costs $140 - $240 and takes 21h 41m.
What companies run services between New York (State), USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $230–600 and the journey takes 19h 32m.
- Website
- united.com
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $45–290
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $65–350
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $75–410
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Grand Rapids
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 25m
- When
- Saturday
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $60–340
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $230–600
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $140–230
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
New York (State) to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind New York (State). It is currently 7:15 PM in New York (State) and 6:15 PM in Chicago.
New York (State) to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between New York (State) to Chicago is 793 miles. It takes approximately 13h 9m to drive from New York (State) to Chicago.
There are 1304+ hotels available in Chicago.