There are 9 ways to get from Dobbs Ferry 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 Midway International Airport
best- Take the train from Dobbs Ferry 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 Midway International Airport (MDW)plane LGA - MDW
5h 13m$163–575Line 6 bus to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Cedar St @ Main St to White Plains Bus Terminal Lane Cbus
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 26m$93–451Train (Amtrak)
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
20h 13m$307–612Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
20h 28m$136–241Drive 803.9 mi
- Drive from Dobbs Ferry to Chicagocar 803.9 mi
13h 25m$147–212Train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Dobbs Ferry 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 34m$213–675Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Dobbs Ferry 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
6h 2m$335–887Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Bryant Park to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 29m$186–1,444Bus 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
25h 2m$161–356
Dobbs Ferry to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Dobbs Ferry to Chicago is to bus which costs $130 - $250 and takes 20h 28m.
The fastest way to get from Dobbs Ferry to Chicago is to train and bus and fly which takes 5h 13m and costs $160 - $600.
No, there is no direct bus from Dobbs Ferry to Chicago station. However, there are services departing from Cedar St @ Main St and arriving at Chicago Bus Station via Riverdale Av/ W 261 St and New York Midtown. The journey, including transfers, takes approximately 20h 28m.
No, there is no direct train from Dobbs Ferry to Chicago station. However, there are services departing from Dobbs Ferry and arriving at Chicago Union Station via Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 20h 13m.
The distance between Dobbs Ferry and Chicago is 761 miles. The road distance is 808.6 miles.
The best way to get from Dobbs Ferry to Chicago without a car is to train which takes 20h 13m and costs $300 - $650.
It takes approximately 5h 13m to get from Dobbs Ferry to Chicago, including transfers.
Dobbs Ferry to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Dobbs Ferry to Chicago train services, operated by Amtrak, depart from Croton-Harmon Amtrak Station.
The best way to get from Dobbs Ferry to Chicago is to train which takes 20h 13m and costs $300 - $650. Alternatively, you can bus, which costs $130 - $250 and takes 20h 28m.
What companies run services between Dobbs Ferry, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Croton-Harmon Amtrak Station to Chicago Union Station once daily. Tickets cost $300–600 and the journey takes 18h 46m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $130–230 and the journey takes 16h 55m.
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $75–390
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $60–310
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $60–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Monday to Friday
- Estimated price
- $60–320
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $75–390
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $60–310
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 45m
- When
- Every day
- Estimated price
- $60–310
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $60–310
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $85–440
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 23m
- When
- Every day
- Estimated price
- $90–470
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $110–550
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $90–460
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $75–390
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $60–310
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $60–310
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $60–320
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $85–440
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $85–460
- 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
- $60–310
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Dobbs Ferry to 125th Street - Harlem
- Ave. Duration
- 41 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–13
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $7–9
- Peak
- $11–13
Train from Dobbs Ferry to 125th Street - Harlem
- Ave. Duration
- 41 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–13
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $7–9
- Peak
- $11–13
Train from Dobbs Ferry to Grand Central Terminal
- Ave. Duration
- 53 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
- $12–14
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $300–600
- 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
- $5–9
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $5–8
- Peak
- $5–9
- Phone
- 877-690-5116
- Website
- mta.info
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 24 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- https://www.mta.info/
- Schedules at
- https://www.mta.info/schedules
- Website
- https://www.mta.info/world-cup-2026-new-york-new-jersey
- Standard Fare
- $3–8
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 24 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- https://www.mta.info/
- Schedules at
- https://www.mta.info/schedules
- Website
- https://www.mta.info/world-cup-2026-new-york-new-jersey
- Standard Fare
- $3–8
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 16h 55m
- Frequency
- Twice daily
- Estimated price
- $130–230
- Schedules at
- flixbus.com
- Phone
- +1 (866) 912-6224
- [email protected]
- Website
- newarkairportexpress.com
Bus from Bryant Park to Terminal B
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $25
- Book at
- https://www.coachusa.com/airport-transportation
- One Way - Adult
- $25
- Phone
- +1 (914) 813-7777
- [email protected]
- Website
- transportation.westchestergov.com
Bus from Cedar St @ Main St to White Plains Bus Terminal Lane C
- Ave. Duration
- 28 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
- [email protected]
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 3 hours
- Estimated price
- $35–70
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $110–220
- 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
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More Questions & Answers
Dobbs Ferry to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Dobbs Ferry. It is currently 3:16 PM in Dobbs Ferry and 2:16 PM in Chicago.
Dobbs Ferry to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Dobbs Ferry to Chicago is 809 miles. It takes approximately 13h 25m to drive from Dobbs Ferry to Chicago.
There are 1200+ hotels available in Chicago.



















