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How to get fromChicago to Waterburyby plane, bus, train (Amtrak), bus (Greyhound), car, or train

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There are 9 ways to get from Chicago to Waterbury by plane, bus, train (Amtrak), bus (Greyhound), car, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Chicago O'Hare International Airport to Burlington International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Burlington International Airport (BTV)plane plane ORD - BTV
    2. Take the bus from Downtown Transit Center - Spot O to Waterbury Main Street Opposite Park Rowbus bus
    6h 56m
    $104–560

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Waterbury-Stowe Amtrak Stationtrain train Vermonter
    24h 54m
    $360–735

  3. Bus

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus
    2. Take the bus from Cleveland Bus Station to Albany Bus Terminal, NYbus bus
    3. Take the bus from Greyhound \ Trailways Terminal to Downtown Transit Center Burlingtonbus bus 7
    4. Take the bus from Downtown Transit Center - Spot O to Waterbury Main Street Opposite Park Rowbus bus 86
    25h 56m
    $158–294

  4. Drive 911.4 mi

    1. Drive from Chicago to Waterburycar car 911.4 mi
    16h 52m
    $167–241

  5. Fly Chicago Midway International Airport to Burlington International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Burlington International Airport (BTV)plane plane MDW - BTV
    2. Take the bus from Downtown Transit Center - Spot O to Waterbury Main Street Opposite Park Rowbus bus
    8h 14m
    $134–660

  6. Fly Chicago Midway International Airport to Manchester Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Montpelier Transit Centerbus bus
    9h 29m
    $126–604

  7. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to Waterbury-Stowe Amtrak Stationtrain train
    10h 28m
    $168–648

  8. Fly Chicago O'Hare International Airport to Montréal–Pierre Elliott Trudeau International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Montréal–Pierre Elliott Trudeau International Airport (YUL)plane plane ORD - YUL
    2. Take the bus from Montreal to Burlington Downtown Transit Ctrbus bus
    3. Take the bus from Downtown Transit Center - Spot O to Waterbury Main Street Opposite Park Rowbus bus
    10h 36m
    $214–1,142

  9. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Waterbury-Stowe Amtrak Stationtrain train Vermonter
    26h 22m
    $247–464

Chicago to Waterbury by train (Amtrak)

Calendar7Weekly Trains
Duration24h 54mAverage Duration
Ticket$360Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Waterbury.ExpandLaunch map view
  • Distance: 811.3 mi
  • Duration: 6h 56m

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

You can take a train from Chicago Union Station to Waterbury-Stowe Amtrak Station via Springfield in around 24h 54m. Alternatively, you can take a bus from Chicago Bus Station to Waterbury Main Street Opposite Park Row via Cleveland Bus Station, Greyhound \ Trailways Terminal, and Downtown Transit Center - Spot O in around 25h 56m.

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