There are 9 ways to get from New Rochelle to Chicago by plane, train (Amtrak), bus (Flixbus), car, train, bus, 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
5h 1m$212–674Train, 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
7h 2m$124–621Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 4m$511–867Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
21h 57m$161–247Drive 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 18m$142–514Fly 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 37m$155–901Fly 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 52m$334–886Bus 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
25h 11m$181–286
New Rochelle to Chicago by train (Amtrak)
Comparing Your Travel Options
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 1m and costs $210 - $700.
No, there is no direct bus from New Rochelle to Chicago station. However, there are services departing from New York Midtown and arriving at Chicago Bus Station via . The journey, including transfers, takes approximately 21h 57m.
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 $500 - $900.
It takes approximately 5h 1m 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 1m and costs $210 - $700. Alternatively, you can train, which costs $500 - $900 and takes 21h 4m, you could also bus, which costs $160 - $250 and takes 21h 57m.
What companies run services between New Rochelle, 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 $500–850 and the journey takes 19h 32m.
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $60–340
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
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 56m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $50–290
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $110–600
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
- $120–650
- Website
- delta.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $80–430
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $50–290
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $110–600
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $100–550
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
- $500–850
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Rochelle to Port Chester
- Ave. Duration
- 17 min
- Frequency
- Every 30 minutes
- Estimated price
- $6–11
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $6–8
- Peak
- $9–11
- 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
- $150–230
- Schedules at
- Flixbus USA
Bus from Westchester Ave @ E Broadway to N Broadway @ Main St
- Ave. Duration
- 23 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Westchester County Bee-Line System
- Schedules at
- Bee-Line Bus Schedules and Maps
- All other routes - Adults and children 5+
- $3
- BxM4C/Rte28 Westchester-Manhattan Express - Adult and children 5+
- $8
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- Every 3 hours
- Estimated price
- $40–65
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–200
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
New Rochelle to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind New Rochelle. It is currently 11:19 PM in New Rochelle and 10:19 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.
Book your New Rochelle to Chicago bus tickets online with Omio.
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