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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)planePDX - JFK
    2. Take the train from Grand Central Terminal to Darientrain
    10h 6m
    $221–895

  2. Fly to Newark Liberty International Airport, train

    cheapest
    1. Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)planePDX - EWR
    2. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
    10h 49m
    $185–975

  3. Train

    1. Take the train from Portland to Chicago Union Stationtrain
    2. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain
    3. Take the train from Croton-Harmon to 125th Street - Harlemtrain
    4. Take the train from 125th Street - Harlem to Westporttrain
    2d 20h
    $358–1,691

  4. Drive 2,918.7 mi

    1. Drive from Portland to Westportcar2,918.7 mi
    46h 36m
    $533–770

  5. Fly to Laguardia Airport, train

    1. Fly from Portland International Airport (PDX) to Laguardia Airport (LGA)planePDX - LGA
    2. Take the train from 125th Street - Harlem to Darientrain
    11h 35m
    $199–833

  6. Fly to Westchester County Airport

    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)planePDX - HPN
    13h 2m
    $280–1,216

  7. Fly to Philadelphia International Airport, train

    1. Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)planePDX - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain
    12h 9m
    $255–1,765

  8. Fly to Boston Logan Airport, train

    1. Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)planePDX - BOS
    2. Take the train from Boston to Bridgeport Amtrak Stationtrain
    12h 6m
    $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)planePDX - ISP
    2. Take the train from Central Islip to New York Penn Stationtrain
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain
    15h 25m
    $277–1,346

  10. Bus, train via Chicago

    1. Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus
    2. Take the bus from Pasco Bus Stop to Spokane Stationbus
    3. Take the train from Spokane to Chicago Union Stationtrain
    4. Take the train from Chicago Union Station to Springfieldtrain
    5. Take the bus from Springfield Union Station to Bridgeport Bus Stopbus
    2d 22h
    $451–1,546

  11. Bus, train

    1. Take the bus from Portland Curbside Bus Stop to Vancouverbus
    2. Take the train from Vancouver to Toronto Union Stationtrain
    3. Take the bus from Toronto to Syracuse Bus Stationbus
    4. Take the bus from Syracuse Bus Station to Springfield Union Stationbus
    5. Take the bus from Springfield Union Station to Bridgeport Bus Stopbus
    4d 22h
    $400–901

Portland to Westport by bus and train

Calendar7Weekly Services
Duration2d 22hAverage Duration
Ticket$451Cheapest 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, American Airlines, and Alaska Airlines, Inc. fly from Portland International Airport (PDX) to Westchester County Airport (HPN) every 4 hours.

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