There are 10 ways to get from New York to Chicago Loop by plane, train (Amtrak), bus (Flixbus), car, train, or bus (Greyhound, Amtrak)
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 O'Hare International Airport
best- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
4h 55m$138–566Train 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 46m$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 N2640 / ...
20h 37m$152–225Drive 789.3 mi
- Drive from New York to Chicago Loopcar 789.3 mi
13h 10m$144–209Fly 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
4h 51m$143–882Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 53m$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 56m$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 46m$165–975Bus via Toledo
- Take the bus from Port Authority Bus Terminal to Toledo Bus Stopbus Greyhound US0420
- Take the bus from Toledo to Chicago Union Stationbus Amtrak Thruway Connecting Service
21h 32m$159–247
New York to Chicago Loop by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from New York to Chicago Loop is to drive which costs $140 - $210 and takes 13h 10m.
The fastest way to get from New York to Chicago Loop is to fly which takes 4h 51m and costs $140 - $900.
No, there is no direct bus from New York to Chicago Loop. However, there are services departing from New York Midtown and arriving at Washington & Lasalle via Jefferson & Harrison. The journey, including transfers, takes approximately 20h 37m.
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 New York and Chicago Loop is 766 miles. The road distance is 793.9 miles.
The best way to get from New York to Chicago Loop without a car is to train which takes 19h 32m and costs $230 - $550.
It takes approximately 4h 55m to get from New York to Chicago Loop, including transfers.
New York to Chicago Loop bus services, operated by Greyhound USA, depart from Port Authority Bus Terminal station.
New York to Chicago Loop train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from New York to Chicago Loop is to fly which takes 4h 55m and costs $130 - $600. Alternatively, you can train, which costs $230 - $550 and takes 19h 32m, you could also bus, which costs $150 - $230 and takes 20h 37m.
What companies run services between New York, NY, USA and Chicago Loop, IL, USA?
American Airlines, Delta, and United Airlines fly from Laguardia Airport (LGA) 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 Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $75–410
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 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
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
How to get from JFK to New York City
Read the travel guide
Booking & Getting There
New York to Chicago Loop bus services, operated by Greyhound USA, arrive at Toledo Bus Stop station.
Chicago Loop is 1h behind New York. It is currently 4:31 PM in New York and 3:31 PM in Chicago Loop.
New York to Chicago Loop train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between New York to Chicago Loop is 794 miles. It takes approximately 13h 10m to drive from New York to Chicago Loop.
Book your New York to Chicago Loop train tickets online with Omio.
Book your New York to Chicago Loop bus tickets online with Omio.
There are 1286+ hotels available in Chicago Loop.