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

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There are 11 ways to get from Portland to Westport by plane, train, train (Amtrak), car, 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 John F. Kennedy International Airport, train

    best
    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
    $221–895

  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 48m
    $185–975

  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
    $356–1,145

  4. Drive 2,918.7 mi

    1. Drive from Portland to Westportcar car 2,918.7 mi
    46h 55m
    $533–770

  5. 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 29m
    $199–833

  6. Fly to Westchester County Airport

    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane plane PDX - HPN
    13h 17m
    $270–1,216

  7. Fly to Philadelphia International Airport, train

    1. Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)plane plane PDX - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    12h 11m
    $255–1,815

  8. Fly to Boston Logan Airport, train

    1. Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)plane plane PDX - BOS
    2. Take the train from Boston to Bridgeport Amtrak Stationtrain train
    12h 5m
    $277–1,384

  9. Fly to Long Island Mac Arthur Airport, train

    1. Fly from Portland International Airport (PDX) to Long Island Mac Arthur Airport (ISP)plane plane PDX - ISP
    2. Take the train from Central Islip to New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    15h 24m
    $277–1,346

  10. 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
    $387–1,078

  11. 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 Syracuse Bus Stationbus 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 22h
    $401–814

Portland to Westport by bus and train

Calendar7Weekly Services
Duration2d 22hAverage Duration
Ticket$387Cheapest Price
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Questions & Answers

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

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

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