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New Haven to Chicago, IL, USA - Transfer & Transportation Guides

Find transfer & transportation guides from New Haven to Chicago, IL, USA. How to get from New Haven to Chicago, IL, USA by Flight, Bus, Train.

You can get to Chicago, IL, USA from New Haven by verhicle types below

Flight from New Haven to Chicago, IL, USA Bus from New Haven to Chicago, IL, USA Train from New Haven to Chicago, IL, USA
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Transfer solutions

You have 11 options transfer to Chicago, IL, USA from New Haven below

1. Train to Hartford + fly to Chicago Midway
Train ( 41 min. )

Take a train from New Haven State Street Station to Hartford Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 35 min. )

Take a bus from Union Pl and Church St to Bradley International Airport and Terminal A.

Open Map More details & check price at CT Transit
Plane ( 2 hr. 15 min. )

Take a flight from Hartford to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 23 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 5 hr. 46 min.
Distance 1345 km.
Cost 143 USD
2. Train to New York La Guardia + fly to Chicago Midway
Train ( 1 hr. 40 min. )

Take a train from New Haven Union Station to New York Penn Station.

Open Map More details & check price at Amtrak Northeast Regional
Subway ( 19 min. )

Take a subway from 34 St - Penn Station to Jackson Hts - Roosevelt Av.

Open Map More details & check price at MTA
Bus ( 15 min. )

Take a bus from 74 St/Roosevelt Av Station to Terminal B/Hov Lane.

Open Map More details & check price at MTA
Plane ( 2 hr. 15 min. )

Take a flight from New York La Guardia to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 23 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 12 min.
Distance 1319 km.
Cost 251 USD
3. Train to New York La Guardia + fly to Chicago O'Hare
Train ( 1 hr. 40 min. )

Take a train from New Haven Union Station to New York Penn Station.

Open Map More details & check price at Amtrak Northeast Regional
Subway ( 19 min. )

Take a subway from 34 St - Penn Station to Jackson Hts - Roosevelt Av.

Open Map More details & check price at MTA
Bus ( 15 min. )

Take a bus from 74 St/Roosevelt Av Station to Terminal B/Hov Lane.

Open Map More details & check price at MTA
Plane ( 2 hr. 24 min. )

Take a flight from New York La Guardia to Chicago O'Hare.

Open Map Check Flights
Subway ( 43 min. )

Take a subway from O'Hare to Jackson-Blue.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 32 min.
Distance 1345 km.
Cost 121 USD
4. Train to Hartford + fly to Chicago O'Hare
Train ( 41 min. )

Take a train from New Haven State Street Station to Hartford Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 35 min. )

Take a bus from Union Pl and Church St to Bradley International Airport and Terminal A.

Open Map More details & check price at CT Transit
Plane ( 2 hr. 31 min. )

Take a flight from Hartford to Chicago O'Hare.

Open Map Check Flights
Subway ( 43 min. )

Take a subway from O'Hare to Jackson-Blue.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 14 min.
Distance 1367 km.
Cost 230 USD
5. Train to Providence + fly to Chicago Midway
Train ( 1 hr. 25 min. )

Take a train from New Haven Union Station to Providence Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 20 min. )

Take a bus from Providence Station to Tf Green Airport.

Open Map More details & check price at RIPTA
Plane ( 2 hr. 20 min. )

Take a flight from Providence to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 23 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 22 min.
Distance 1565 km.
Cost 538 USD
6. Train to White Plains + fly to Chicago O'Hare
Train ( 1 hr. 12 min. )

Take a train from New Haven to Stamford.

Open Map More details & check price at Metro-North Railroad (MNR)
Bus ( 20 min. )

Take a bus from Stamford Transportation Ctr Bay A and N State St to Westchester Ave and South Kensico Ave.

Open Map More details & check price at CT Transit
Bus ( 31 min. )

Take a bus from Westchester Ave @ S Kensico Ave to Westchester County Airport Terminal.

Open Map More details & check price at Westchester County Bee-Line System
Plane ( 2 hr. 26 min. )

Take a flight from White Plains to Chicago O'Hare.

Open Map Check Flights
Subway ( 43 min. )

Take a subway from O'Hare to Jackson-Blue.

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 53 min.
Distance 1321 km.
Cost 273 USD
7. Train + bus
Train ( 2 hr. 11 min. )

Take a train from New Haven to Grand Central.

Open Map More details & check price at Metro-North Railroad (MNR)
Walk ( 10 min. )

Take a foot from Grand Central to 42 St - Bryant Pk.

Open Map
Subway ( 15 min. )

Take a subway from 42 St - Bryant Pk to East Broadway.

Open Map More details & check price at MTA
Bus ( 14 hr. )

Take a bus from New York to Chicago, IL.

Open Map More details & check price at D&W Bus
Duration 17 hr. 38 min.
Distance 1402 km.
Cost 127 USD
8. Bus
Bus ( 1 hr. 50 min. )

Take a bus from New Haven, Ct to New York, Ny.

Open Map More details & check price at Greyhound USA
Bus ( 18 hr. 25 min. )

Take a bus from New York, Ny to Chicago Amtrak, Il.

Open Map More details & check price at Greyhound USA
Duration 21 hr. 15 min.
Distance 1496 km.
Cost 141 USD
9. Train
Train ( 1 hr. 22 min. )

Take a train from New Haven State Street Station to Springfield Amtrak Station.

Open Map More details & check price at Amtrak
Train ( 19 hr. 27 min. )

Take a train from Springfield Amtrak Station to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 21 hr. 49 min.
Distance 1573 km.
Cost 145 USD
10. Train via New York
Train ( 1 hr. 40 min. )

Take a train from New Haven Union Station to New York Penn Station.

Open Map More details & check price at Amtrak Northeast Regional
Train ( 19 hr. 10 min. )

Take a train from New York Penn Station to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 21 hr. 50 min.
Distance 1659 km.
Cost 157 USD
11. Drive
Car ( 14 hr. 27 min. )

Drive a car from New Haven to Chicago.

Open Map
Duration 14 hr. 27 min.
Distance 1382 km.
Cost 85 USD

Find Hotels in Chicago, IL, USA

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About New Haven, CT, USA

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About Chicago, IL, USA

Chicago ( (listen), locally also ), officially the City of Chicago, is the most populous city in the U.S. state of Illinois, and the third-most-populous city in the United States. With an estimated population of 2,693,976 in 2019, it is also the most... Learn more

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