There are 10 ways to get from New York to Chicago by plane, train, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.
Recommended option
Fly New York La Guardia to Chicago Midway4h 36m
- Fly from New York La Guardia (LGA) to Chicago Midway (MDW)LGA - MDW
$100–665
Cheapest option
Train19h 32m
- Take the train from New York Penn Station to Chicago Union StationLake Shore Limited / ...
$40–290
8 alternative options
Fly Newark to Chicago O'Hare4h 49m
- Fly from Newark (EWR) to Chicago O'Hare (ORD)EWR - ORD
$95–520
Fly New York La Guardia to Chicago O'Hare5h 4m
- Fly from New York La Guardia (LGA) to Chicago O'Hare (ORD)LGA - ORD
$80–565
Fly New York JFK to Chicago O'Hare5h 6m
- Fly from New York JFK (JFK) to Chicago O'Hare (ORD)JFK - ORD
$105–436
Train to Philadelphia, fly to Chicago Midway5h 38m
- Take the train from New York Penn Station to 30th Street Station
- Fly from Philadelphia (PHL) to Chicago Midway (MDW)PHL - MDW
$46–822
Train to White Plains, fly to Chicago O'Hare6h 49m
- Take the train from Grand Central Terminal to White Plains
- Fly from White Plains (HPN) to Chicago O'Hare (ORD)HPN - ORD
$132–408
Bus via Columbus15h 10m
- Take the bus from New York, NY to Columbus, OH
- Take the bus from Columbus, OH to ChicagoColumbus / ...
$119–170
Bus20h 40m
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationGreyhound US0310 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationGreyhound US0164
$86–231
Drive13h 6m
- Drive from New York to Chicago789.4 mi
$145–209
New York to Chicago by train
Questions & Answers
The cheapest way to get from New York to Chicago is to train which costs $40 - $290 and takes 19h 32m.
The fastest way to get from New York to Chicago is to fly which takes 4h 36m and costs $100 - $700.
No, there is no direct bus from New York to Chicago. However, there are services departing from New York, NY and arriving at Chicago via Columbus, OH. The journey, including transfers, takes approximately 15h 10m.
Yes, there is a direct train departing from New York 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 is 749 miles. The road distance is 794 miles.
The best way to get from New York to Chicago without a car is to bus via Columbus which takes 15h 10m and costs $110 - $170.
It takes approximately 4h 36m to get from New York to Chicago, including transfers.
New York to Chicago bus services, operated by Greyhound USA, depart from Port Authority Bus Terminal station.
New York to Chicago train services, operated by Amtrak, depart from New York Penn Station.
The best way to get from New York to Chicago is to fly which takes 4h 36m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $110 - $170 and takes 15h 10m, you could also train, which costs $40 - $290 and takes 19h 32m.
- Distance: 744.8 mi
- Duration: 4h 36m
What companies run services between New York, NY, USA and Chicago, IL, USA?
Southwest Airlines flies from New York La Guardia (LGA) to Chicago Midway (MDW) every 4 hours. Alternatively, you can take a bus from New York, NY to Chicago via Columbus, OH and Columbus, OH in around 15h 10m.
- Website
- united.com
Flights from Newark to Chicago O'Hare
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $110–600
Flights from Newark to Chicago O'Hare via Pittsburgh
- Ave. Duration
- 4h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–600
Flights from Newark to Chicago O'Hare via Grand Rapids
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $110–600
Flights from New York La Guardia to Chicago O'Hare
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $110–650
- Website
- aa.com
Flights from Newark to Chicago O'Hare
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $100–550
Flights from New York La Guardia to Chicago O'Hare
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $95–490
Flights from New York JFK to Chicago O'Hare
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $100–430
Flights from New York JFK to Chicago O'Hare via Pittsburgh
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $100–430
Flights from New York JFK to Chicago O'Hare via Columbus
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $100–430
Flights from New York JFK to Chicago O'Hare via Cleveland
- Ave. Duration
- 5h 31m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–430
Flights from White Plains to Chicago O'Hare
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $150–480
Flights from White Plains to Chicago O'Hare via Reagan Washington
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $150–480
- Website
- delta.com
Flights from Newark to Chicago O'Hare via Detroit
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $100–350
Flights from New York La Guardia to Chicago O'Hare
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $110–370
Flights from New York JFK to Chicago O'Hare
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $100–340
Flights from New York JFK to Chicago O'Hare via Detroit
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $100–340
Flights from Philadelphia to Chicago Midway via Detroit
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $150–500
Flights from White Plains to Chicago O'Hare via Detroit
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $110–370
- Website
- southwest.com
Flights from New York La Guardia to Chicago Midway
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $110–430
Flights from Philadelphia to Chicago Midway
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $120–400
- Website
- spirit.com
Flights from Newark to Chicago O'Hare
- Ave. Duration
- 2h 40m
- When
- Wednesday
- Estimated price
- $90–700
Flights from New York La Guardia to Chicago O'Hare
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $85–600
- Website
- jetblue.com
Flights from New York JFK to Chicago O'Hare
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $110–650
- Website
- flyfrontier.com
Flights from Philadelphia to Chicago Midway
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $35–410
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from New York Penn Station to 30th Street Station
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $29–380
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Seat - Child 2-12
- $14–130
- Business Seat - Seniors and Active Military
- $26–230
- Business Seat - Adult
- $29–250
- First Class - Child 2-12
- $45–180
- First Class - Senior Citizens
- $95–350
- First Class - Adult
- $95–380
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from New York Penn Station to 30th Street Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $3–80
- Website
- https://www.amtrak.com/home.html
- Child Coach - Advance Purchase
- $3–23
- Child Coach - short notice
- $13–24
- Child Business Class - advance purchase
- $13–45
- Child Business Class - short notice
- $15–50
- Coach Seat - Advance Purchase
- $19–30
- Business Seat - advance purchase
- $29–90
- Business Seat - short notice
- $35–75
- Coach Seat - short notice
- $12–80
Train from New York Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $40–290
- Website
- https://www.amtrak.com/home.html
- Child Coach - Advance Purchase
- $40–120
- Child Coach - short notice
- $60–110
- Child Business Class - advance purchase
- $55–190
- Child Business Class - short notice
- $60–190
- Coach Seat - Advance Purchase
- $85–240
- Business Seat - advance purchase
- $110–370
- Business Seat - short notice
- $120–390
- Coach Seat - short notice
- $100–290
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from New York Penn Station to 30th Street Station
- Ave. Duration
- 1h 23m
- Frequency
- Hourly
- Estimated price
- $20–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Child 2-12 with paid adult
- $4–110
- Reserved Coach Seat
- $20–210
- Business Class Seat
- $70–180
- Phone
- 877.690.5114
- Website
- new.mta.info
Train from Grand Central Terminal to White Plains
- Ave. Duration
- 52 min
- Frequency
- Every 20 minutes
- Estimated price
- $9–21
- Website
- https://new.mta.info/agency/metro-north-railroad
- Schedules at
- https://new.mta.info/schedules
- At Station Off-Peak
- $9–12
- Onboard Off-Peak
- $16
- At Station Peak
- $12–15
- Onboard-Peak
- $19–21
- Phone
- +1 917.288.6888
- Website
- skyhorsebus.com
Bus from New York, NY to Columbus, OH
- Ave. Duration
- 6h 43m
- Frequency
- Once daily
- Estimated price
- $88–90
- Schedules at
- http://www.gotobus.com/cgi-bin/ivyu.cgi?gid=657605&d=jaguar-bus-inc-/
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Columbus, OH to Chicago
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com/
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 20m
- Frequency
- Every 3 hours
- Estimated price
- $21–60
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 20m
- Frequency
- Twice daily
- Estimated price
- $80–170
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 20m
- Frequency
- Every 4 hours
- Estimated price
- $5–65
- Website
- https://peterpanbus.com
- Adult
- $5–65
Want to know more about travelling around United States
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New York to Chicago bus services, operated by Greyhound USA, arrive at Baltimore Downtown Bus Station.
Chicago is 1h behind New York. It is currently 7:08 AM in New York and 6:08 AM in Chicago.
New York to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between New York to Chicago is 794 miles. It takes approximately 13h 6m to drive from New York to Chicago.
Book your New York to Chicago train tickets online with Omio.
Book your New York to Chicago bus tickets online with FlixBus.
There are 1264+ hotels available in Chicago. Prices start at $58 USD per night.