There are 11 ways to get from Mamaroneck 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 Mamaroneck to 125th Street - Harlem
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)LGA - ORD
5h 28m$68–285Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationLake Shore Limited / ...
21h 44m$151–571Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus StationFlixBus N2640
23h 54m$108–218Drive 804.8 mi
- Drive from Mamaroneck to Chicago804.8 mi
13h 19m$147–213Train, bus to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Mamaroneck to 125th Street - Harlem
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)LGA - MDW
5h 15m$88–435Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Bryant Park to Terminal B
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)EWR - ORD
6h 7mTrain, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Mamaroneck to Grand Central Terminal
- Take the train from Grand Central Terminal to Jamaica
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)JFK - ORD
5h 58m$774–1,137Fly Westchester County Airport to Chicago O'Hare International Airport
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)HPN - ORD
6h 33m$478–911Bus to Newark Liberty International Airport, fly to Chicago Midway International Airport
- Take the bus from Bryant Park to Terminal B
- Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)EWR - MDW
6h 8mFly Laguardia Airport to General Mitchell International Airport, train
- Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)LGA - MKE
- Take the train from Milwaukee to Chicago Union Station
7h 49m$166–690Bus via Baltimore
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationGreyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationGreyhound US0164
24h 27m$126–286
Mamaroneck to Chicago by train, foot, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Mamaroneck to Chicago is to bus which costs $100 - $220 and takes 23h 54m.
The fastest way to get from Mamaroneck to Chicago is to train and bus and fly which takes 5h 15m and costs $85 - $440.
No, there is no direct bus from Mamaroneck to Chicago station. However, there are services departing from Palmer Ave @ Mamaroneck Ave and arriving at Chicago Bus Station via White Plains Bus Station and New York Midtown. The journey, including transfers, takes approximately 23h 54m.
The distance between Mamaroneck and Chicago is 778 miles. The road distance is 809.5 miles.
The best way to get from Mamaroneck to Chicago without a car is to train which takes 21h 44m and costs $150 - $600.
It takes approximately 5h 28m to get from Mamaroneck to Chicago, including transfers.
Mamaroneck to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
The best way to get from Mamaroneck to Chicago is to train which takes 21h 44m and costs $150 - $600. Alternatively, you can bus, which costs $100 - $220 and takes 23h 54m, you could also fly, which costs $470 - $950 and takes 6h 33m.
Mamaroneck to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Mamaroneck. It is currently 9:42 AM in Mamaroneck and 8:42 AM in Chicago.
What companies run services between Mamaroneck, 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 $140–550 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station once daily. Tickets cost $95–200 and the journey takes 20h 25m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $50–270
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 38m
- When
- Thursday
- Estimated price
- $50–270
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 56m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $50–270
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $75–410
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $85–430
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $100–500
Flights from Laguardia Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $140–750
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $130–750
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $45–260
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $130–750
- Website
- delta.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $55–290
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $75–410
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $50–270
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 37m
- When
- Thursday
- Estimated price
- $50–270
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Monday, Wednesday, Saturday, and Sunday
- Estimated price
- $75–410
Flights from Laguardia Airport to General Mitchell International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $130–700
Flights from Laguardia Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $130–700
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $75–410
Flights from Laguardia Airport to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 55m
- When
- Thursday
- Estimated price
- $180–850
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $55–260
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $65–250
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $50–270
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $50–270
Flights from Newark Liberty International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $65–370
- Phone
- 877.690.5114
- Website
- mta.info
Train from Mamaroneck to 125th Street - Harlem
- Ave. Duration
- 33 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–14
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $8–10
- Peak
- $11–14
Train from Mamaroneck to Grand Central Terminal
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $9–10
- Peak
- $12–15
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
- $140–550
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–40
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from Grand Central Terminal to Jamaica
- Ave. Duration
- 21 min
- Frequency
- Every 15 minutes
- Estimated price
- $4–9
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $4–7
- Peak
- $5–9
- Website
- mta.info
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 25 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–7
- Website
- http://www.mta.info
- Schedules at
- https://new.mta.info/schedules
- Standard Fare
- $2–7
- 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
- $95–200
- Schedules at
- flixbus.com
- Phone
- +1 (866) 912-6224
- olympia@coachusa.com
- Website
- newarkairportexpress.com
Bus from Bryant Park to Terminal B
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Book at
- https://www.coachusa.com/airport-transportation
- 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
- $85–190
- 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
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More Questions & Answers
Yes, the driving distance between Mamaroneck to Chicago is 809 miles. It takes approximately 13h 19m to drive from Mamaroneck to Chicago.
There are 1089+ hotels available in Chicago.


















