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

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There are 8 ways to get from Portland to Westport by plane, train (Amtrak), car, train, or bus

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 to Westchester County Airport

    best
    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane plane PDX - HPN
    9h 21m
    $308–1,088

  2. Fly to Newark Liberty International Airport, train

    cheapest
    1. Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)plane plane PDX - EWR
    2. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    10h 45m
    $175–975

  3. Train

    1. Take the train from Portland to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train
    3. Take the train from Croton-Harmon to 125th Street - Harlemtrain train
    4. Take the train from 125th Street - Harlem to Westporttrain train
    2d 20h
    $734–1,656

  4. Drive 2,918.7 mi

    1. Drive from Portland to Westportcar car 2,918.7 mi
    46h 56m
    $533–770

  5. Fly to John F. Kennedy International Airport, train

    1. Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane plane PDX - JFK
    2. Take the train from Grand Central Terminal to Darientrain train
    10h 10m
    $201–795

  6. Fly to Laguardia Airport, train

    1. Fly from Portland International Airport (PDX) to Laguardia Airport (LGA)plane plane PDX - LGA
    2. Take the train from 125th Street - Harlem to Darientrain train
    11h 35m
    $219–883

  7. Bus, train via Chicago

    1. Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus bus
    2. Take the bus from Pasco Bus Stop to Spokane Stationbus bus
    3. Take the train from Spokane to Chicago Union Stationtrain train
    4. Take the train from Chicago Union Station to Springfieldtrain train
    5. Take the bus from Springfield Union Station to Bridgeport Bus Stopbus bus
    2d 22h
    $666–1,517

  8. Bus, train

    1. Take the bus from Portland Curbside Bus Stop to Vancouverbus bus
    2. Take the train from Vancouver to Toronto Union Stationtrain train
    3. Take the bus from Toronto to Syracusebus bus
    4. Take the bus from Syracuse Bus Station to Springfield Union Stationbus bus
    5. Take the bus from Springfield Union Station to Bridgeport Bus Stopbus bus
    4d 23h
    $369–700

Portland to Westport by bus and train

Calendar7Weekly Services
Duration2d 22hAverage Duration
Ticket$666Cheapest Price
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Questions & Answers

What companies run services between Portland, OR, USA and Westport, CT, USA?

Alaska Airlines, Inc., American Airlines, and Delta fly from Portland International Airport (PDX) to Westchester County Airport (HPN) every 4 hours. Alternatively, you can take a train from Portland to Westport via Chicago Union Station, Croton-Harmon, 125th Street - Harlem, and Westport in around 2d 20h.

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