There are 8 ways to get from Chicago to Middlebury College by plane, bus, train (Amtrak), bus (Greyhound), car, train, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Burlington International Airport, bus
best- Fly from Chicago O'Hare International Airport (ORD) to Burlington International Airport (BTV)plane ORD - BTV
- Take the bus from Burlington International Airport to Storrs Ave SB at Franklin St next to Davis Family Librarybus
6h 4m$108–564Train (Amtrak)
- Take the train from Chicago Union Station to Schenectadytrain Lake Shore Limited
- Take the train from Schenectady to Middleburytrain Ethan Allen Express
20h 19m$239–529Bus via Brook Park
- Take the bus from Chicago Bus Station to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Albany Bus Terminal, NYbus
- Take the bus from Greyhound \ Trailways Terminal to Storrs Ave SB at Franklin St next to Davis Family Librarybus 7
23h 1m$151–245Drive 877 mi
- Drive from Chicago to Middlebury Collegecar 877 mi
15h 44m$160–232Fly Chicago Midway International Airport to Burlington International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Burlington International Airport (BTV)plane MDW - BTV
- Take the bus from Burlington International Airport to Storrs Ave SB at Franklin St next to Davis Family Librarybus
7h 38m$148–764Fly Chicago Midway International Airport to Albany County Airport, train
- Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane MDW - ALB
- Take the train from Schenectady to Middleburytrain
9h 28m$186–879Fly Chicago O'Hare International Airport to Albany County Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane ORD - ALB
- Take the train from Schenectady to Middleburytrain
9h 45m$146–679Bus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York, NY to Albany-Rensselaerbus Nyc
- Take the bus from AMTRAK Station Rensselaer to Storrs Ave SB at Franklin St next to Davis Family Librarybus 7
28h 47m$191–302
Chicago to Middlebury College by train and foot (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Middlebury College is to bus via Brook Park which costs $150 - $250 and takes 23h 1m.
The fastest way to get from Chicago to Middlebury College is to fly and bus which takes 6h 4m and costs $100 - $600.
No, there is no direct bus from Chicago station to Middlebury College. However, there are services departing from Chicago Bus Station and arriving at Storrs Ave SB at Franklin St next to Davis Family Library via Cleveland Bus Station and Greyhound \ Trailways Terminal. The journey, including transfers, takes approximately 23h 1m.
No, there is no direct train from Chicago station to Middlebury College. However, there are services departing from Chicago Union Station and arriving at Middlebury via Schenectady. The journey, including transfers, takes approximately 20h 19m.
The distance between Chicago and Middlebury College is 821 miles. The road distance is 882.1 miles.
The best way to get from Chicago to Middlebury College without a car is to train which takes 20h 19m and costs $230 - $550.
It takes approximately 6h 4m to get from Chicago to Middlebury College, including transfers.
Chicago to Middlebury College bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Middlebury College train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Middlebury College is to train which takes 20h 19m and costs $230 - $550. Alternatively, you can bus via Brook Park, which costs $150 - $250 and takes 23h 1m.
What companies run services between Chicago, IL, USA and Middlebury College, VT, USA?
You can take a train from Chicago Union Station to Middlebury College via Schenectady and Middlebury in around 20h 19m. Alternatively, you can take a bus from Chicago Bus Station to Middlebury College via Cleveland Bus Station, Greyhound \ Trailways Terminal, and Storrs Ave SB at Franklin St next to Davis Family Library in around 23h 1m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Burlington International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Burlington International Airport via Reagan Washington
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Burlington International Airport via Philadelphia
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Burlington International Airport via Philadelphia
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $170–850
Flights from Chicago Midway International Airport to Burlington International Airport via Reagan Washington
- Ave. Duration
- 4h 32m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $170–850
Flights from Chicago O'Hare International Airport to Albany County Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Albany County Airport via Reagan Washington
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Albany County Airport via Philadelphia
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Schenectady
- Ave. Duration
- 15h 45m
- Frequency
- Twice daily
- Estimated price
- $200–460
- Website
- Amtrak
Train from Schenectady to Middlebury
- Ave. Duration
- 3h 17m
- Frequency
- Once daily
- Estimated price
- $30–70
- Website
- Amtrak
Train from Schenectady to Middlebury
- Ave. Duration
- 3h 17m
- Frequency
- Once daily
- Estimated price
- $30–70
- Website
- Amtrak
Train from Schenectady to Middlebury
- Ave. Duration
- 3h 17m
- Frequency
- Once daily
- Estimated price
- $30–70
- Website
- Amtrak
- Phone
- +1 844- 888-7267
- [email protected]
- Website
- Vermont Translines
Bus from Burlington International Airport to Storrs Ave SB at Franklin St next to Davis Family Library
- Ave. Duration
- 1h 4m
- Frequency
- Twice daily
- Estimated price
- $6–9
- Website
- Vermont Translines
- Book at
- Vermont Translines
Bus from Greyhound \ Trailways Terminal to Storrs Ave SB at Franklin St next to Davis Family Library
- Ave. Duration
- 3h 38m
- Frequency
- Twice daily
- Estimated price
- $22–30
- Website
- Vermont Translines
- Book at
- Vermont Translines
Bus from Burlington International Airport to Storrs Ave SB at Franklin St next to Davis Family Library
- Ave. Duration
- 1h 4m
- Frequency
- Twice daily
- Estimated price
- $6–9
- Website
- Vermont Translines
- Book at
- Vermont Translines
Bus from AMTRAK Station Rensselaer to Storrs Ave SB at Franklin St next to Davis Family Library
- Ave. Duration
- 3h 28m
- Frequency
- Twice daily
- Estimated price
- $22–30
- Website
- Vermont Translines
- Book at
- Vermont Translines
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Middlebury College bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Middlebury College is 1h ahead of Chicago. It is currently 1:53 AM in Chicago and 2:53 AM in Middlebury College.
Chicago to Middlebury College train services, operated by Amtrak, arrive at Schenectady station.
Yes, the driving distance between Chicago to Middlebury College is 882 miles. It takes approximately 15h 44m to drive from Chicago to Middlebury College.
Book your Chicago to Middlebury College train tickets online with Omio.
There are 33+ hotels available in Middlebury College.







