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How to get fromChappaqua to Portlandby train, plane, bus, bus (Greyhound, Flixbus, Amtrak), car, or train (Amtrak)

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

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Laguardia Airport, fly

    best
    1. Take the train from Chappaqua to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    3h 40m
    $73–444

  2. Drive  284.2 mi

    cheapest
    1. Drive from Chappaqua to Portlandcar car 284.2 mi
    5h 7m
    $49–71

  3. Train, bus via Boston

    1. Take the train from Stamford Amtrak Station to Bostontrain train Acela
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    7h 16m
    $130–231

  4. Bus

    1. Take the bus from White Plains Bus Station to Hartford Union Stationbus bus
    2. Take the bus from Hartford Union Station to Bostonbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    8h 15m
    $60–110

  5. Train to John F. Kennedy International Airport, fly

    1. Take the train from Chappaqua to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    4h 1m
    $65–305

  6. Train, bus to Newark Liberty International Airport, fly

    1. Take the train from Chappaqua to Grand Central Terminaltrain train
    2. Take the bus from Bryant Park to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    4h 33m
    $86–382

  7. Train

    1. Take the train from Chappaqua to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to Stamfordtrain train
    3. Take the train from Stamford Amtrak Station to Bostontrain train
    4. Take the train from Boston to Portlandtrain train
    8h 50m
    $183–306

  8. Train, bus

    1. Take the train from Chappaqua to Grand Central Terminaltrain train Harlem
    2. Take the bus from New York Midtown to City of Portlandbus bus FlixBus N2615
    9h 41m
    $64–105

Chappaqua to Portland by train and bus

Calendar114Weekly Services
Duration7h 16mAverage Duration
Ticket$130Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chappaqua to Portland.ExpandLaunch map view
  • Distance: 305 mi
  • Duration: 3h 40m

What companies run services between Chappaqua, NY, USA and Portland, ME, USA?

You can take a train from Chappaqua to Portland, ME via White Plains, White Plains Bus Station, Hartford Union Station, Boston, and Boston, MA - South Station in around 8h 15m. Alternatively, you can take a train from Chappaqua to Portland via 125th Street - Harlem, Stamford, Stamford Amtrak Station, Boston, Back Bay, North Station, and Boston in around 8h 50m.

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