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

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There are 9 ways to get from Portland to Ossining 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 Ossiningtrain
    8h 50m
    $216–838
  2. Fly to Laguardia Airport, train

    cheapest
    1. Fly from Portland International Airport (PDX) to Laguardia Airport (LGA)planePDX - LGA
    2. Take the train from 125th Street - Harlem to Ossiningtrain
    10h 28m
    $205–826
  3. Train (Amtrak)

    1. Take the train from Portland to Chicago Union Stationtrain
    2. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain
    2d 18h
    $423–1,950
  4. Drive 2,898.5 mi

    1. Drive from Portland to Ossiningcar2,898.5 mi
    46h 16m
    $529–765
  5. Fly to Newark Liberty International Airport, train

    1. Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)planePDX - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
    9h 21m
    $298–646
  6. Fly to Westchester County Airport

    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)planePDX - HPN
    11h 58m
    $309–1,309
  7. 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 Jamaicatrain
    3. Take the train from Grand Central Terminal to Ossiningtrain
    13h 28m
    $347–1,351
  8. 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 Croton-Harmon Amtrak Stationtrain
    10h 52m
    $320–1,118
  9. 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 train from Toronto Union Station to Croton-Harmontrain
    4d 19h
    $365–664

Portland to Ossining by train (Amtrak)

Calendar7Weekly Trains
Duration2d 18hAverage Duration
Ticket$423Cheapest Price
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Questions & Answers

What companies run services between Portland, OR, USA and Ossining, NY, USA?

You can take a train from Portland to Ossining via Chicago Union Station and Croton-Harmon in around 2d 18h. Alternatively, Alaska Airlines, Inc., American Airlines, and Delta fly from Portland International Airport (PDX) to Westchester County Airport (HPN) every 4 hours.

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