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How to get fromMiddlebury College to Chicagoby bus, plane, train (Amtrak), bus (Greyhound), car, train, or bus (Flixbus)

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There are 8 ways to get from Middlebury College to Chicago by bus, plane, 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.

  1. Bus to Burlington International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Storrs Ave SB at Franklin St next to Davis Family Library to Burlington International Airportbus bus
    2. Fly from Burlington International Airport (BTV) to Chicago O'Hare International Airport (ORD)plane plane BTV - ORD
    5h 32m
    $88–433

  2. Train (Amtrak)

    1. Take the train from Middlebury to Schenectadytrain train Ethan Allen Express
    2. Take the train from Schenectady to Chicago Union Stationtrain train Lake Shore Limited
    20h 11m
    $298–627

  3. Bus via Brook Park

    1. Take the bus from Storrs Ave SB at Franklin St next to Davis Family Library to Greyhound \ Trailways Terminalbus bus 7
    2. Take the bus from Albany Bus Terminal, NY to Cleveland Bus Stationbus bus
    3. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus
    23h 21m
    $153–290

  4. Drive 876.8 mi

    1. Drive from Middlebury College to Chicagocar car 876.8 mi
    15h 44m
    $160–232

  5. Bus to Burlington International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Storrs Ave SB at Franklin St next to Davis Family Library to Burlington International Airportbus bus
    2. Fly from Burlington International Airport (BTV) to Chicago Midway International Airport (MDW)plane plane BTV - MDW
    7h 44m
    $103–503

  6. Train, bus to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the train from Middlebury to Saratoga Springs Amtrak Stationtrain train
    2. Take the bus from Saratoga Springs to Albanybus bus
    3. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    8h 22m
    $156–654

  7. Train, bus to Albany County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Middlebury to Saratoga Springs Amtrak Stationtrain train
    2. Take the bus from Saratoga Springs to Albanybus bus
    3. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    8h 51m
    $136–574

  8. Bus

    1. Take the bus from Storrs Ave SB at Franklin St next to Davis Family Library to AMTRAK Station Rensselaerbus bus 7
    2. Take the bus from Albany-Rensselaer to New York, NYbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    25h 18m
    $182–309

Middlebury College to Chicago by foot and train (Amtrak)

Calendar7Weekly Services
Duration20h 11mAverage Duration
Ticket$298Cheapest Price
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Questions & Answers

Map of how to get from Middlebury College to Chicago.ExpandLaunch map view
  • Distance: 816.1 mi
  • Duration: 5h 32m

What companies run services between Middlebury College, VT, USA and Chicago, IL, USA?

You can take a vehicle from Middlebury College to Chicago Union Station via Middlebury and Schenectady in around 20h 11m. Alternatively, you can take a vehicle from Middlebury College to Chicago Bus Station via Storrs Ave SB at Franklin St next to Davis Family Library, Albany Bus Terminal, NY, and Cleveland Bus Station in around 23h 21m.

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