There are 9 ways to get from New Rochelle to Chicago by plane, train (Amtrak), bus (Greyhound), car, train, bus, or bus (Flixbus)
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
5h 3m$102–504Train, line 13 bus to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from New Rochelle to Port Chestertrain
- Take the bus from Westchester Ave @ E Broadway to N Broadway @ Main Stbus
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 58m$90–422Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 4m$306–662Bus via Baltimore
- 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 21m$166–360Drive 801 mi
- Drive from New Rochelle to Chicagocar 801 mi
13h 22m$147–212Fly Laguardia Airport to Chicago O'Hare International Airport
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 19m$107–264Fly 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 42m$118–375Fly 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 50m$675–886Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2642 / ...
25h 20m$145–260
New Rochelle to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from New Rochelle to Chicago is to drive which costs $140 - $220 and takes 13h 22m.
The fastest way to get from New Rochelle to Chicago is to fly which takes 5h 3m and costs $100 - $550.
No, there is no direct bus from New Rochelle to Chicago station. However, there are services departing from Franklin Ave @ Main St and arriving at Chicago Bus Station via Westchester Av/Burr Av and New York Midtown. The journey, including transfers, takes approximately 25h 20m.
No, there is no direct train from New Rochelle station to Chicago station. However, there are services departing from New Rochelle Amtrak Station and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 4m.
The distance between New Rochelle and Chicago is 758 miles. The road distance is 805.7 miles.
The best way to get from New Rochelle to Chicago without a car is to train which takes 21h 4m and costs $300 - $700.
It takes approximately 5h 3m to get from New Rochelle to Chicago, including transfers.
New Rochelle to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
New Rochelle to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from New Rochelle to Chicago is to fly which takes 5h 3m and costs $100 - $550. Alternatively, you can train, which costs $300 - $700 and takes 21h 4m, you could also bus via Baltimore, which costs $160 - $360 and takes 24h 21m.
What companies run services between New Rochelle, NY, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $300–650 and the journey takes 19h 32m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $65–360
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $50–280
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $75–400
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $85–430
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $100–500
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $65–360
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Grand Rapids
- Ave. Duration
- 4h 17m
- When
- Wednesday and Thursday
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 27m
- When
- Saturday
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $55–290
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $90–480
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $65–360
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $55–280
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $75–400
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $90–480
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $50–280
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $300–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from New Rochelle to Port Chester
- Ave. Duration
- 17 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–12
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $7–8
- Peak
- $10–12
Rome2Rio's guide to Greyhound USA
Contact DetailsContact 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 15m
- Frequency
- Every 3 hours
- Estimated price
- $35–65
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $110–210
- 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 45m
- Frequency
- Every 2 hours
- Estimated price
- $45–130
- Website
- https://peterpanbus.com
Bus from Westchester Ave @ E Broadway to N Broadway @ Main St
- Ave. Duration
- 23 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- https://transportation.westchestergov.com/bee-line/bee-line-home
- Schedules at
- https://transportation.westchestergov.com/bee-line/timetables-and-maps
- All other routes - Adults and children 5+
- $3
- BxM4C/Rte28 Westchester-Manhattan Express - Adult and children 5+
- $8
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 22h 25m
- Frequency
- 3 times a day
- Estimated price
- $140–250
- Schedules at
- flixbus.com
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
Need to know: Greyhound
Read the travel guide
More Questions & Answers
New Rochelle to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind New Rochelle. It is currently 11:22 PM in New Rochelle and 10:22 PM in Chicago.
New Rochelle to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between New Rochelle to Chicago is 806 miles. It takes approximately 13h 22m to drive from New Rochelle to Chicago.
Book your New Rochelle to Chicago train tickets online with Omio.
There are 1287+ hotels available in Chicago.













