There are 10 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 13m$97–484Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from New Rochelle Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 30m$56–684Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 4m$123–679Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640
23h 22m$95–230Drive 801 mi
- Drive from New Rochelle to Chicagocar 801 mi
13h 21m$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 29m$62–274Fly 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$824–1,036Train, line 0013 bus to Westchester County Airport, fly to Chicago O'Hare International Airport
- 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 8m$75–362Fly Laguardia Airport to General Mitchell International Airport, train
- Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane LGA - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 45m$224–689Bus 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 19m$116–285
New Rochelle to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from New Rochelle to Chicago is to fly which costs $60 - $280 and takes 5h 29m.
The fastest way to get from New Rochelle to Chicago is to fly which takes 5h 13m and costs $95 - $490.
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 23h 22m.
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 $120 - $700.
It takes approximately 5h 13m 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 13m and costs $95 - $490. Alternatively, you can train, which costs $120 - $700 and takes 21h 4m, you could also bus, which costs $95 - $230 and takes 23h 22m.
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 $120–490 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
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- 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 28m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 6h 2m
- When
- Tuesday
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $50–280
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $60–340
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 48m
- When
- Every day
- Estimated price
- $65–360
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $80–410
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $160–850
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $60–330
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $50–280
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 33m
- When
- Saturday
- Estimated price
- $50–280
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $160–850
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $85–470
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- 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 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $50–280
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–340
Flights from Laguardia Airport to General Mitchell International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $150–850
Flights from Laguardia Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–850
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $85–460
Flights from Laguardia Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–850
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $50–250
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $50–290
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $50–290
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $50–290
Rome2Rio's guide to Amtrak
Contact 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
- $120–490
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from New Rochelle Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 32 min
- Frequency
- Every 3 hours
- Estimated price
- $2–190
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $2–190
- Business Class
- $40–220
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from New Rochelle to Port Chester
- Ave. Duration
- 18 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
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $90–220
- Schedules at
- flixbus.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
- +1 214-849-8100
- 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
- $30–75
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $75–190
- 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
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
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
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 9:28 AM in New Rochelle and 8:28 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 21m to drive from New Rochelle to Chicago.
Book your New Rochelle to Chicago train tickets online with Omio.
There are 996+ hotels available in Chicago.
















