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How to get fromChicago to Westportby plane, taxi, train (Amtrak), bus, car, or train

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There are 8 ways to get from Chicago to Westport by plane, taxi, train (Amtrak), bus, 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, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Burlington International Airport (BTV)plane plane ORD - BTV
    2. Take the taxi from State of VT Park and Ride to Westporttaxi taxi
    6h 33m
    $172–641

  2. Fly Chicago O'Hare International Airport to Albany County Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    2. Take the train from Schenectady to Westport Stationtrain train
    8h 36m
    $146–684

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Schenectadytrain train Lake Shore Limited
    2. Take the train from Schenectady to Westport Stationtrain train Adirondack
    19h 13m
    $277–594

  4. Bus, taxi

    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 State of VT Park and Ridebus bus 7
    4. Take the taxi from State of VT Park and Ride to Westporttaxi taxi
    24h 13m
    $212–362

  5. Drive 865.7 mi

    1. Drive from Chicago to Westportcar car 865.7 mi
    15h 18m
    $158–229

  6. Fly Chicago Midway International Airport to Burlington International Airport, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Burlington International Airport (BTV)plane plane MDW - BTV
    2. Take the taxi from State of VT Park and Ride to Westporttaxi taxi
    7h 51m
    $192–741

  7. Fly Chicago Midway International Airport to Albany County Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    2. Take the train from Schenectady to Westport Stationtrain train
    8h 9m
    $166–834

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Montréal–Pierre Elliott Trudeau International Airport (YUL)plane plane ORD - YUL
    2. Take the train from Montreal Central Station to Westport Stationtrain train
    11h 2m
    $228–1,186

Chicago to Westport by train (Amtrak)

Calendar7Weekly Trains
Duration19h 13mAverage Duration
Ticket$277Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Westport.ExpandLaunch map view
  • Distance: 836.2 mi
  • Duration: 6h 33m

What companies run services between Chicago, IL, USA and Westport, NY, USA?

You can take a train from Chicago Union Station to Westport Station via Schenectady in around 19h 13m.

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