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Pittsfield to Chicago, IL, USA - Transfer & Transportation Guides

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

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

Flight from Pittsfield to Chicago, IL, USA Bus from Pittsfield to Chicago, IL, USA Train from Pittsfield to Chicago, IL, USA
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Transfer solutions

You have 7 options transfer to Chicago, IL, USA from Pittsfield below

1. Bus to Albany + fly to Chicago Midway
Bus ( 1 hr. )

Take a bus from Pittsfield to Albany.

Open Map More details & check price at Greyhound USA
Bus ( 30 min. )

Take a bus from Albany Bus Terminal to Colonie Station - Central Ave & Colonie Center.

Open Map More details & check price at Capital District Transportation (CDTA)
Bus ( 12 min. )

Take a bus from Colonie Station - Central Ave & Colonie Center to Albany International Airport.

Open Map More details & check price at Capital District Transportation (CDTA)
Plane ( 2 hr. 15 min. )

Take a flight from Albany to Chicago Midway.

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Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

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Subway ( 24 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 37 min.
Distance 1244 km.
Cost 401 USD
2. Bus to Albany + fly to Chicago O'Hare
Bus ( 1 hr. )

Take a bus from Pittsfield to Albany.

Open Map More details & check price at Greyhound USA
Bus ( 30 min. )

Take a bus from Albany Bus Terminal to Colonie Station - Central Ave & Colonie Center.

Open Map More details & check price at Capital District Transportation (CDTA)
Bus ( 12 min. )

Take a bus from Colonie Station - Central Ave & Colonie Center to Albany International Airport.

Open Map More details & check price at Capital District Transportation (CDTA)
Plane ( 2 hr. 29 min. )

Take a flight from Albany to Chicago O'Hare.

Open Map Check Flights
Subway ( 44 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 3 min.
Distance 1266 km.
Cost 221 USD
3. Train to Hartford + fly to Chicago Midway
Train ( 1 hr. 19 min. )

Take a train from Pittsfield Amtrak Station to Springfield.

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

Take a train from Springfield to Windsor Locks.

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

Take a bus from S Main St and Amtrak Windsor Lock to Bradley Intl Airport and Terminal A.

Open Map More details & check price at CT Transit
Plane ( 2 hr. 30 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 ( 24 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 59 min.
Distance 1379 km.
Cost 340 USD
4. Train to Hartford + fly to Chicago O'Hare
Train ( 1 hr. 19 min. )

Take a train from Pittsfield Amtrak Station to Springfield.

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

Take a train from Springfield to Windsor Locks.

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Bus ( 15 min. )

Take a bus from S Main St and Amtrak Windsor Lock to Bradley Intl Airport and Terminal A.

Open Map More details & check price at CT Transit
Plane ( 2 hr. 39 min. )

Take a flight from Hartford to Chicago O'Hare.

Open Map Check Flights
Subway ( 44 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Duration 8 hr. 20 min.
Distance 1401 km.
Cost 210 USD
5. Train
Train ( 18 hr. 11 min. )

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

Open Map More details & check price at Amtrak
Duration 18 hr. 11 min.
Distance 1391 km.
Cost 110 USD
6. Bus
Bus ( 1 hr. )

Take a bus from Pittsfield to Albany.

Open Map More details & check price at Greyhound USA
Bus ( 12 min. )

Take a bus from Albany Bus Terminal to Central Ave & Lexington Ave.

Open Map More details & check price at Capital District Transportation (CDTA)
Bus ( 3 hr. )

Take a bus from Albany, NY to Chinatown-152 East Broadway.

Open Map More details & check price at Fox Bus
Bus ( 15 hr. )

Take a bus from New York, NY - 3 Allen St to Chicago.

Open Map More details & check price at Wanda Coach
Duration 21 hr. 20 min.
Distance 1584 km.
Cost 142 USD
7. Drive
Car ( 14 hr. 36 min. )

Drive a car from Pittsfield to Chicago.

Open Map
Duration 14 hr. 36 min.
Distance 1370 km.
Cost 84 USD

Find Hotels in Chicago, IL, USA

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About Pittsfield, MA, 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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