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

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

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

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

You have 9 options transfer to Chicago, IL, USA from Madison below

1. Fly New Haven to Chicago Midway
Train ( 28 min. )

Take a train from Madison to New Haven State Street Station.

Open Map More details & check price at Shore Line East
Bus ( 20 min. )

Take a bus from Chapel St & State St to Tweed New Haven Airport.

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

Take a flight from New Haven to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

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Subway ( 25 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 5 hr. 32 min.
Distance 1294 km.
Cost 199 USD
2. Train to Hartford + fly to Chicago Midway
Train ( 30 min. )

Take a train from Madison to New Haven Union Station.

Open Map More details & check price at Shore Line East
Train ( 41 min. )

Take a train from New Haven to Hartford Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 33 min. )

Take a bus from Union Pl at Union Stn Transit Center to Bradley International & 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 ( 25 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 55 min.
Distance 1378 km.
Cost 167 USD
3. Train to New York La Guardia + fly to Chicago Midway
Train ( 30 min. )

Take a train from Madison to New Haven Union Station.

Open Map More details & check price at Shore Line East
Train ( 1 hr. 41 min. )

Take a train from New Haven to NY Moynihan Train Hall at Penn Station.

Open Map More details & check price at Amtrak Acela
Walk ( 10 min. )

Take a foot from NY Moynihan Train Hall at Penn Station to 34 St-Herald Sq.

Open Map
Subway ( 19 min. )

Take a subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Av.

Open Map More details & check price at MTA
Bus ( 6 min. )

Take a bus from 74 St/Roosevelt Av Station to Laguardia Rd/94 St.

Open Map More details & check price at MTA Bus Company
Walk ( 5 min. )

Take a foot from Laguardia Rd/94 St to New York La Guardia.

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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 ( 25 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 23 min.
Distance 1351 km.
Cost 252 USD
4. Train to Hartford + fly to Chicago O'Hare
Train ( 30 min. )

Take a train from Madison to New Haven Union Station.

Open Map More details & check price at Shore Line East
Train ( 41 min. )

Take a train from New Haven to Hartford Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 33 min. )

Take a bus from Union Pl at Union Stn Transit Center to Bradley International & Terminal A.

Open Map More details & check price at CT Transit
Plane ( 2 hr. 33 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 7 hr. 24 min.
Distance 1401 km.
Cost 207 USD
5. Train + train to Providence + fly to Chicago Midway
Train ( 42 min. )

Take a train from Madison to New London.

Open Map More details & check price at Shore Line East
Train ( 56 min. )

Take a train from New London to Providence.

Open Map More details & check price at Amtrak Northeast Regional
Bus ( 18 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.

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Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 25 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 21 min.
Distance 1532 km.
Cost 281 USD
6. Train to White Plains + fly to Chicago O'Hare
Train ( 30 min. )

Take a train from Madison to New Haven Union Station.

Open Map More details & check price at Shore Line East
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 Trans Ctr Bay A to Westchester Ave & Opp Paulding St.

Open Map More details & check price at CT Transit
Bus ( 32 min. )

Take a bus from Westchester Ave @ Paulding St to Westchester County Airport Terminal.

Open Map More details & check price at Westchester County Bee-Line System
Plane ( 2 hr. 29 min. )

Take a flight from White Plains 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. 39 min.
Distance 1355 km.
Cost 186 USD
7. Train
Train ( 30 min. )

Take a train from Madison to New Haven Union Station.

Open Map More details & check price at Shore Line East
Train ( 1 hr. 41 min. )

Take a train from New Haven to NY Moynihan Train Hall at Penn Station.

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

Take a train from NY Moynihan Train Hall at Penn Station to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 22 hr. 53 min.
Distance 1693 km.
Cost 160 USD
8. Bus
Bus ( 51 min. )

Take a bus from Boston Post Rd & Durham Rd to Church St & George St.

Open Map More details & check price at CT Transit
Bus ( 3 min. )

Take a bus from George St & Opp Orange St to Union Ave & Union Station.

Open Map More details & check price at CT Transit
Bus ( 2 hr. 25 min. )

Take a bus from New Haven to New York.

Open Map More details & check price at Greyhound USA
Bus ( 18 hr. 15 min. )

Take a bus from New York to Indianapolis.

Open Map More details & check price at Greyhound USA
Walk ( 14 min. )

Take a foot from Indianapolis to Indianapolis IN.

Open Map
Bus ( 3 hr. 20 min. )

Take a bus from Indianapolis IN to Chicago IL.

Open Map More details & check price at Palmland Bus Lines
Duration 27 hr. 44 min.
Distance 1685 km.
Cost 170 USD
9. Drive
Car ( 14 hr. 46 min. )

Drive a car from Madison to Chicago.

Open Map
Duration 14 hr. 46 min.
Distance 1410 km.
Cost 160 USD

Find Hotels in Chicago, IL, USA

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About Madison, 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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