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

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

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

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

You have 10 options transfer to Chicago, IL, USA from Boston below

1. Fly Boston to Chicago Midway
Bus ( )

Take a bus from Boston South Buses to Boston / Logan Airport.

Open Map More details & check price at Concord Coach Lines
Plane ( 2 hr. 35 min. )

Take a flight from Boston 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 4 hr. 10 min.
Distance 1407 km.
Cost 167 USD
2. Fly Boston to Chicago O'Hare
Bus ( )

Take a bus from Boston South Buses to Boston / Logan Airport.

Open Map More details & check price at Concord Coach Lines
Plane ( 2 hr. 41 min. )

Take a flight from Boston 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 4 hr. 28 min.
Distance 1429 km.
Cost 72 USD
3. Bus to Manchester + fly to Chicago Midway
Bus ( 55 min. )

Take a bus from Boston South Buses to North Londonderry, NH - exit 5.

Open Map More details & check price at Boston Express
Taxi ( 11 min. )

Take a taxi from North Londonderry, NH - exit 5 to Manchester.

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

Take a flight from Manchester 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. 1 min.
Distance 1446 km.
Cost 528 USD
4. Bus to Manchester + fly to Chicago O'Hare
Bus ( 55 min. )

Take a bus from Boston South Buses to North Londonderry, NH - exit 5.

Open Map More details & check price at Boston Express
Taxi ( 11 min. )

Take a taxi from North Londonderry, NH - exit 5 to Manchester.

Open Map More details & check price at Manchester Taxi
Plane ( 2 hr. 44 min. )

Take a flight from Manchester 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 5 hr. 37 min.
Distance 1466 km.
Cost 198 USD
5. Train to Providence + fly to Chicago Midway
Train ( 36 min. )

Take a train from Boston South 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 5 hr. 33 min.
Distance 1453 km.
Cost 506 USD
6. Train to Providence + fly to Chicago O'Hare
Train ( 36 min. )

Take a train from Boston South 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. 36 min. )

Take a flight from Providence 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. 1 min.
Distance 1476 km.
Cost 276 USD
7. Bus
Bus ( 5 hr. )

Take a bus from Boston South Buses to New York.

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

Take a bus from New York to Chicago, IL.

Open Map More details & check price at D&W Bus
Duration 20 hr.
Distance 1621 km.
Cost 130 USD
8. Train
Train ( 22 hr. )

Take a train from Boston South Station to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 22 hr.
Distance 1632 km.
Cost 120 USD
9. Bus via New York
Bus ( 4 hr. 15 min. )

Take a bus from South Station, Boston, MA to Port Authority Bus Terminal, New York, NY.

Open Map More details & check price at Peter Pan Bus Lines
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 23 hr. 40 min.
Distance 1713 km.
Cost 158 USD
10. Drive
Car ( 16 hr. 32 min. )

Drive a car from Boston to Chicago.

Open Map
Duration 16 hr. 32 min.
Distance 1594 km.
Cost 98 USD

Find Hotels in Chicago, IL, USA

You can find hotels and accommodations in Chicago, IL, USA with our hotels search tool below

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About Boston, MA, USA

Boston (UK: , US: ) is the capital and most populous city of the Commonwealth of Massachusetts in the United States, and the 21st most populous city in the United States. The city proper covers 49 square miles (127 km2) with an estimated population o... Learn more

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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