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

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

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

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

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

1. Bus to Hartford + fly to Chicago Midway
Bus ( 21 min. )

Take a bus from Village Green and North St to W Main St and Leavenworth St.

Open Map More details & check price at CT Transit
Bus ( 1 hr. 3 min. )

Take a bus from W Main St and Leavenworth St to Central Row South Side at Travelers.

Open Map More details & check price at CT Transit
Bus ( 28 min. )

Take a bus from Central Row South Side at Travelers 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.

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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 7 hr. 6 min.
Distance 1348 km.
Cost 229 USD
2. Bus to Hartford + fly to Chicago O'Hare
Bus ( 21 min. )

Take a bus from Village Green and North St to W Main St and Leavenworth St.

Open Map More details & check price at CT Transit
Bus ( 1 hr. 3 min. )

Take a bus from W Main St and Leavenworth St to Central Row South Side at Travelers.

Open Map More details & check price at CT Transit
Bus ( 28 min. )

Take a bus from Central Row South Side at Travelers 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 7 hr. 27 min.
Distance 1371 km.
Cost 169 USD
3. Train + train to New York La Guardia + fly to Chicago Midway
Bus ( 20 min. )

Take a bus from Village Green and North St to W Main St and State St.

Open Map More details & check price at CT Transit
Walk ( 8 min. )

Take a foot from W Main St and State St to Waterbury.

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Train ( 56 min. )

Take a train from Waterbury to Bridgeport.

Open Map More details & check price at MTA Bus Company
Train ( 1 hr. 45 min. )

Take a train from Bridgeport to Grand Central.

Open Map More details & check price at MTA Bus Company
Walk ( 8 min. )

Take a foot from Grand Central to 5 Av.

Open Map
Subway ( 21 min. )

Take a subway from 5 Av to 74 St-Broadway.

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
Walk ( 5 min. )

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

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Plane ( 2 hr. 25 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.

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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 9 hr. 18 min.
Distance 1348 km.
Cost
4. Train + train to New York La Guardia + fly to Chicago O'Hare
Bus ( 20 min. )

Take a bus from Village Green and North St to W Main St and State St.

Open Map More details & check price at CT Transit
Walk ( 8 min. )

Take a foot from W Main St and State St to Waterbury.

Open Map
Train ( 56 min. )

Take a train from Waterbury to Bridgeport.

Open Map More details & check price at MTA Bus Company
Train ( 1 hr. 45 min. )

Take a train from Bridgeport to Grand Central.

Open Map More details & check price at MTA Bus Company
Walk ( 8 min. )

Take a foot from Grand Central to 5 Av.

Open Map
Subway ( 21 min. )

Take a subway from 5 Av to 74 St-Broadway.

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
Walk ( 5 min. )

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

Open Map
Plane ( 2 hr. 33 min. )

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

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Subway ( 44 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Duration 9 hr. 38 min.
Distance 1373 km.
Cost
5. Train + train to New York JFK + fly to Chicago O'Hare
Bus ( 20 min. )

Take a bus from Village Green and North St to W Main St and State St.

Open Map More details & check price at CT Transit
Walk ( 8 min. )

Take a foot from W Main St and State St to Waterbury.

Open Map
Train ( 1 hr. 28 min. )

Take a train from Waterbury to Stamford.

Open Map More details & check price at MTA Bus Company
Train ( 52 min. )

Take a train from Stamford Amtrak Station to Ny Moynihan Train Hall At Penn Station.

Open Map More details & check price at Amtrak Northeast Regional
Train ( 21 min. )

Take a train from New York Penn Station to Jamaica.

Open Map More details & check price at Long Island Rail Road
Tram ( 10 min. )

Take a tram from Jamaica Station-Station D to Terminal 4.

Open Map More details & check price at JFK Airtrain
Plane ( 2 hr. 37 min. )

Take a flight from New York JFK 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 9 hr. 30 min.
Distance 1396 km.
Cost
6. Train to White Plains + fly to Chicago O'Hare
Bus ( 20 min. )

Take a bus from Village Green and North St to W Main St and State St.

Open Map More details & check price at CT Transit
Walk ( 8 min. )

Take a foot from W Main St and State St to Waterbury.

Open Map
Train ( 1 hr. 28 min. )

Take a train from Waterbury to Stamford.

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

Take a bus from Stamford Transportation Ctr Bay A and N State St to Westchester Ave and 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. 40 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 9 hr. 52 min.
Distance 1358 km.
Cost
7. Bus
Bus ( 21 min. )

Take a bus from Village Green and North St to W Main St and Leavenworth St.

Open Map More details & check price at CT Transit
Bus ( 1 hr. )

Take a bus from W Main St and Leavenworth St to Asylum St and Opp Union Pl.

Open Map More details & check price at CT Transit
Bus ( 2 hr. 20 min. )

Take a bus from Union Station, Hartford, CT to Port Authority Bus Terminal, New York, NY.

Open Map More details & check price at Peter Pan Bus Lines
Walk ( 6 min. )

Take a foot from Port Authority Bus Terminal, New York, NY to Times Sq-42 St.

Open Map
Subway ( 8 min. )

Take a subway from Times Sq-42 St to Canal St.

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

Take a foot from Canal St to New York, NY - 3 Allen St.

Open Map
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. 37 min.
Distance 1521 km.
Cost 134 USD
8. Train
Taxi ( 24 min. )

Take a taxi from Middlebury to Meriden.

Open Map More details & check price at Touch of Class Taxi Car Service
Train ( 1 hr. 1 min. )

Take a train from Meriden to Springfield.

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

Take a train from Springfield to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 21 hr. 52 min.
Distance 1576 km.
Cost 152 USD
9. Drive
Car ( 14 hr. 10 min. )

Drive a car from Middlebury to Chicago.

Open Map
Duration 14 hr. 10 min.
Distance 1376 km.
Cost 85 USD

Find Hotels in Chicago, IL, USA

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About Middlebury, 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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