There are 9 ways to get from Washington Heights to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, train, 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 Laguardia Airport to Chicago Midway International Airport
best- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 55m$208–666Train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Fordham to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 35m$112–620Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 1m$243–653Bus
- Take the bus from New York to Newark Penn Stationbus Greyhound US0235 / ...
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640 / ...
21h 20m$149–223Drive 790.6 mi
- Drive from Washington Heights to Chicagocar 790.6 mi
13h 6m$145–209Fly Laguardia Airport to Chicago O'Hare International Airport
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 12m$138–566Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Port Authority Bus Terminal to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 38m$150–928Fly 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
5h 40m$329–877Bus 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 41m$158–253
Washington Heights to Chicago by subway and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Washington Heights to Chicago is to drive which costs $140 - $210 and takes 13h 6m.
The fastest way to get from Washington Heights to Chicago is to fly which takes 4h 55m and costs $200 - $700.
No, there is no direct bus from Washington Heights to Chicago station. However, there are services departing from New York and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 21h 20m.
No, there is no direct train from Washington Heights to Chicago station. However, there are services departing from 181 St and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 1m.
The distance between Washington Heights and Chicago is 749 miles. The road distance is 795.2 miles.
The best way to get from Washington Heights to Chicago without a car is to train which takes 21h 1m and costs $240 - $700.
It takes approximately 4h 55m to get from Washington Heights to Chicago, including transfers.
Washington Heights to Chicago bus services, operated by Greyhound USA, depart from New York station.
Washington Heights to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Washington Heights to Chicago is to fly which takes 4h 55m and costs $200 - $700. Alternatively, you can train, which costs $240 - $700 and takes 21h 1m, you could also bus, which costs $140 - $230 and takes 21h 20m.
What companies run services between Washington Heights, New York County, NY, USA and Chicago, IL, USA?
Southwest Airlines flies from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $240–650 and the journey takes 19h 32m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $75–410
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $60–340
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $50–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $50–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $55–300
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $100–600
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $140–700
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $110–600
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
- $240–650
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from New York to Newark Penn Station
- Ave. Duration
- 40 min
- Frequency
- 4 times a day
- Estimated price
- $8–14
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- Every 3 hours
- Estimated price
- $35–60
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $120–190
- Website
- Greyhound
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Booking & Getting There
Washington Heights to Chicago bus services, operated by Greyhound USA, arrive at Newark Penn Station.
Chicago is 1h behind Washington Heights. It is currently 7:40 AM in Washington Heights and 6:40 AM in Chicago.
Washington Heights to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Washington Heights to Chicago is 795 miles. It takes approximately 13h 6m to drive from Washington Heights to Chicago.
Book your Washington Heights to Chicago train tickets online with Omio.
Book your Washington Heights to Chicago bus tickets online with Omio and FlixBus.
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