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

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

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

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Transfer solutions

You have 11 options transfer to Middlebury, CT, USA from Chicago below

1. Fly Chicago O'Hare to Hartford + bus
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 5 min. )

Take a flight from Chicago O'Hare to Hartford.

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Bus ( 25 min. )

Take a bus from Bradley Intl Airport and Terminal A to Central Row and O S H.

Open Map More details & check price at CT Transit
Bus ( 1 hr. 5 min. )

Take a bus from Main St and Atheneum Sq at Travelers to E Main St and Phoenix St.

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

Take a bus from E Main St and Phoenix St to Village Green and North St.

Open Map More details & check price at CT Transit
Duration 7 hr. 48 min.
Distance 1371 km.
Cost 170 USD
2. Fly Chicago Midway to Hartford + bus
Subway ( 23 min. )

Take a subway from Adams/Wabash to Midway.

Open Map More details & check price at Chicago Transit (CTA)
Walk ( 7 min. )

Take a foot from Midway to Chicago Midway.

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Plane ( 1 hr. 55 min. )

Take a flight from Chicago Midway to Hartford.

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Bus ( 25 min. )

Take a bus from Bradley Intl Airport and Terminal A to Central Row and O S H.

Open Map More details & check price at CT Transit
Bus ( 1 hr. 5 min. )

Take a bus from Main St and Atheneum Sq at Travelers to E Main St and Phoenix St.

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

Take a bus from E Main St and Phoenix St to Village Green and North St.

Open Map More details & check price at CT Transit
Duration 7 hr. 26 min.
Distance 1348 km.
Cost 230 USD
3. Fly Chicago O'Hare to New York La Guardia + train
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 1 hr. 58 min. )

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

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Bus ( 26 min. )

Take a bus from Laguardia/Terminal B to Woodside Av/61 St.

Open Map More details & check price at MTA
Subway ( 19 min. )

Take a subway from 61 St-Woodside to 5 Av.

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

Take a foot from 5 Av to Grand Central.

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Train ( 1 hr. 36 min. )

Take a train from Grand Central to Bridgeport.

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

Take a train from Bridgeport to Waterbury.

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

Take a foot from Waterbury to W Main St and Central Ave.

Open Map
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 10 hr. 4 min.
Distance 1373 km.
Cost
4. Fly Chicago Midway to New York La Guardia + train
Subway ( 23 min. )

Take a subway from Adams/Wabash to Midway.

Open Map More details & check price at Chicago Transit (CTA)
Walk ( 7 min. )

Take a foot from Midway to Chicago Midway.

Open Map
Plane ( 2 hr. )

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

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Bus ( 26 min. )

Take a bus from Laguardia/Terminal B to Woodside Av/61 St.

Open Map More details & check price at MTA
Subway ( 19 min. )

Take a subway from 61 St-Woodside to 5 Av.

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

Take a foot from 5 Av to Grand Central.

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Train ( 1 hr. 36 min. )

Take a train from Grand Central to Bridgeport.

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

Take a train from Bridgeport to Waterbury.

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

Take a foot from Waterbury to W Main St and Central Ave.

Open Map
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 9 hr. 54 min.
Distance 1348 km.
Cost
5. Fly Chicago O'Hare to Newark + train
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 5 min. )

Take a flight from Chicago O'Hare to Newark.

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AirTrain ( 6 min. )

Take a tram from Terminal B to Newark Liberty Airport Station.

Open Map More details & check price at Newark Airtrain
Train ( 28 min. )

Take a train from Newark Airport Railroad Station to New York Penn Station.

Open Map More details & check price at NJ Transit
Train ( 51 min. )

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

Open Map More details & check price at Amtrak Northeast Regional
Train ( 45 min. )

Take a train from Stamford to Bridgeport.

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

Take a train from Bridgeport to Waterbury.

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

Take a foot from Waterbury to W Main St and Central Ave.

Open Map
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 10 hr. 35 min.
Distance 1359 km.
Cost
6. Fly Chicago O'Hare to New York JFK + train
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 10 min. )

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

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Tram ( 12 min. )

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

Open Map More details & check price at JFK Airtrain
Train ( 20 min. )

Take a train from Jamaica to New York Penn Station.

Open Map More details & check price at Long Island Rail Road
Train ( 51 min. )

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

Open Map More details & check price at Amtrak Northeast Regional
Train ( 45 min. )

Take a train from Stamford to Bridgeport.

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

Take a train from Bridgeport to Waterbury.

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

Take a foot from Waterbury to W Main St and Central Ave.

Open Map
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 10 hr. 32 min.
Distance 1397 km.
Cost
7. Fly Chicago O'Hare to White Plains + line 971 bus + train + line 442 bus
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 4 min. )

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

Open Map Check Flights
Bus ( 30 min. )

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

Open Map More details & check price at Westchester County Bee-Line System
Bus ( 24 min. )

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

Open Map More details & check price at CT Transit
Train ( 45 min. )

Take a train from Stamford to Bridgeport.

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

Take a train from Bridgeport to Waterbury.

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

Take a foot from Waterbury to W Main St and Central Ave.

Open Map
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 10 hr. 50 min.
Distance 1357 km.
Cost
8. Bus
Bus ( 13 hr. )

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

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

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

Open Map
Subway ( 7 min. )

Take a subway from Canal St to 34 St-Herald Sq.

Open Map More details & check price at MTA
Walk ( 7 min. )

Take a foot from 34 St-Herald Sq to 230 W 36th St. NYC.

Open Map
Bus ( 1 hr. 31 min. )

Take a bus from 230 W 36th St. NYC to New Haven, CT.

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

Take a foot from New Haven, CT to Church St and Chapel St.

Open Map
Bus ( 1 hr. 6 min. )

Take a bus from Church St and Chapel St to State St and W Main St.

Open Map More details & check price at CT Transit
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 19 hr. 11 min.
Distance 1464 km.
Cost 120 USD
9. Train
Train ( 18 hr. 57 min. )

Take a train from Chicago Union Station to Springfield.

Open Map More details & check price at Amtrak
Train ( 54 min. )

Take a train from Springfield to Meriden.

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Taxi ( 24 min. )

Take a taxi from Meriden to Middlebury.

Open Map More details & check price at Touch of Class Taxi Car Service
Duration 21 hr. 15 min.
Distance 1576 km.
Cost 156 USD
10. Train via New York
Train ( 20 hr. 12 min. )

Take a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station.

Open Map More details & check price at Amtrak
Train ( 1 hr. 46 min. )

Take a train from Ny Moynihan Train Hall At Penn Station to New Haven.

Open Map More details & check price at Amtrak Northeast Regional
Walk ( 14 min. )

Take a foot from New Haven to Church St and Chapel St.

Open Map
Bus ( 1 hr. 6 min. )

Take a bus from Church St and Chapel St to State St and W Main St.

Open Map More details & check price at CT Transit
Bus ( 19 min. )

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

Open Map More details & check price at CT Transit
Duration 25 hr. 50 min.
Distance 1728 km.
Cost 158 USD
11. Drive
Car ( 14 hr. 13 min. )

Drive a car from Chicago to Middlebury.

Open Map
Duration 14 hr. 13 min.
Distance 1378 km.
Cost 85 USD

Find Hotels in 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

About Middlebury, CT, USA

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References