There are 9 ways to get from New Rochelle to Chicago by train, bus, plane, train (Amtrak), bus (Flixbus), car, 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.
Train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport
best- Take the train from New Rochelle to 125th Street - Harlemtrain
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 9m$142–574Train, 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 57m$109–571Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 4m$235–611Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
21h 57m$145–231Drive 801 mi
- Drive from New Rochelle to Chicagocar 801 mi
13h 22m$147–212Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h$212–674Fly 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$148–894Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from New Rochelle to Grand Central Terminaltrain
- Take the train from Grand Central Terminal to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h 46m$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 12m$156–271
New Rochelle to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from New Rochelle to Chicago is to bus which costs $140 - $240 and takes 21h 57m.
The fastest way to get from New Rochelle to Chicago is to fly which takes 5h 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 774 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 $230 - $650.
It takes approximately 5h 9m 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 train which takes 21h 4m and costs $230 - $650. Alternatively, you can bus, which costs $140 - $240 and takes 21h 57m, you could also fly, which costs $210 - $700 and takes 5h.
What companies run services between New Rochelle, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $230–600 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $140–220 and the journey takes 20h 25m.
- 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
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Rochelle to 125th Street - Harlem
- Ave. Duration
- 25 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–12
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $7–9
- Peak
- $10–12
Train from New Rochelle to Grand Central Terminal
- Ave. Duration
- 38 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–13
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $8–9
- Peak
- $11–13
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
- 877-690-5116
- Website
- MTA
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 22 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- MTA
- Schedules at
- MTA scheduled
- Website
- MTA: World Cup 2026
- Standard Fare
- $3–8
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 1:56 AM in New Rochelle and 12:56 AM 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.
There are 1301+ hotels available in Chicago.

