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How to get fromPortland to Chappaquaby plane, train, bus, bus (Amtrak, Greyhound), car, shuttle, or train (Amtrak)

Find Transport to Chappaqua

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There are 8 ways to get from Portland to Chappaqua by plane, train, bus, bus (Amtrak, Greyhound), car, shuttle, 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. Fly to Laguardia Airport, train

    best
    1. Fly from Portland (PWM) to Laguardia Airport (LGA)plane plane PWM - LGA
    2. Take the train from 125th Street - Harlem to Chappaquatrain train
    3h 14m
    $96–568

  2. Drive  284.7 mi

    cheapest
    1. Drive from Portland to Chappaquacar car 284.7 mi
    5h 8m
    $49–71

  3. Bus, train via Boston

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the train from Boston to Stamford Amtrak Stationtrain train Northeast Regional
    7h 31m
    $74–759

  4. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the bus from Boston to White Plains Bus Stationbus bus Greyhound US0240
    8h 19m
    $62–114

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

    1. Fly from Portland (PWM) to John F. Kennedy International Airport (JFK)plane plane PWM - JFK
    2. Take the train from Grand Central Terminal to Chappaquatrain train
    3h 23m
    $71–337

  6. Fly to Newark Liberty International Airport, shuttle, train

    1. Fly from Portland (PWM) to Newark Liberty International Airport (EWR)plane plane PWM - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    3. Take the train from Grand Central Terminal to Chappaquatrain train
    4h 17m
    $106–400

  7. Train

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to Stamford Amtrak Stationtrain train
    3. Take the train from Stamford to 125th Street - Harlemtrain train
    4. Take the train from 125th Street - Harlem to Chappaquatrain train
    8h 46m
    $131–834

  8. Bus, train

    1. Take the bus from City of Portland to New York Midtownbus bus FlixBus N2615
    2. Take the train from Grand Central Terminal to Chappaquatrain train Harlem
    8h 56m
    $68–105

Portland to Chappaqua by bus and train

Calendar118Weekly Services
Duration7h 31mAverage Duration
Ticket$74Cheapest Price
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Comparing Your Travel Options

Map of how to get from Portland to Chappaqua.ExpandLaunch map view
  • Distance: 304.6 mi
  • Duration: 3h 14m

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

You can take a bus from Portland, ME to Chappaqua via Boston, MA - South Station, Boston, White Plains Bus Station, and White Plains in around 8h 19m. Alternatively, you can take a train from Portland to Chappaqua via Boston, North Station, Back Bay, Boston, Stamford Amtrak Station, Stamford, and 125th Street - Harlem in around 8h 46m.

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