There are 10 ways to get from Hoboken to Chicago by plane, train (Amtrak), bus (Flixbus), car, 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 Newark Liberty International Airport to Chicago O'Hare International Airport
best- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
4h 46m$142–881Train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Grand Central Terminal to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 51m$109–572Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
19h 32m$230–550Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
20h 25m$140–230Drive 787.1 mi
- Drive from Hoboken to Chicagocar 787.1 mi
13h 7m$144–208Fly Laguardia Airport to Chicago O'Hare International Airport
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 2m$140–571Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 52m$210–671Fly 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$326–873Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
5h 43m$165–975Bus 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
23h 20m$147–248
Hoboken to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Hoboken to Chicago is to bus which costs $140 - $230 and takes 20h 25m.
The fastest way to get from Hoboken to Chicago is to fly which takes 4h 46m and costs $140 - $900.
Yes, there is a direct bus departing from New York Midtown and arriving at Chicago Bus Station station. Services depart twice daily, and operate every day. The journey takes approximately 20h 25m.
Yes, there is a direct train departing from Ny Moynihan Train Hall At Penn Station station and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 19h 32m.
The distance between Hoboken and Chicago is 748 miles. The road distance is 791.7 miles.
The best way to get from Hoboken to Chicago without a car is to train which takes 19h 32m and costs $230 - $550.
It takes approximately 4h 46m to get from Hoboken to Chicago, including transfers.
Hoboken to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Hoboken to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Hoboken to Chicago is to fly which takes 4h 46m and costs $140 - $900. Alternatively, you can train, which costs $230 - $550 and takes 19h 32m, you could also bus, which costs $140 - $230 and takes 20h 25m.
What companies run services between Hoboken, NJ, USA and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $230–550 and the journey takes 19h 32m.
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $60–330
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $75–410
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $55–310
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $95–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $100–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $130–650
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
- $230–550
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $22–55
- 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
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Booking & Getting There
Hoboken to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Hoboken. It is currently 12:54 AM in Hoboken and 11:54 PM in Chicago.
Hoboken to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Hoboken to Chicago is 792 miles. It takes approximately 13h 7m to drive from Hoboken to Chicago.
Book your Hoboken to Chicago train tickets online with Omio.
Book your Hoboken to Chicago bus tickets online with Omio and FlixBus.
There are 1280+ hotels available in Chicago.