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

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

    best
    1. Fly from Portland (PWM) to Laguardia Airport (LGA)plane plane PWM - LGA
    2. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus
    4h 18m
    $96–551

  2. Drive 308.9 mi

    cheapest
    1. Drive from Portland to Chestercar car 308.9 mi
    5h 51m
    $57–82

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus
    8h 56m
    $86–828

  4. Bus

    1. Take the bus from City of Portland to New York Midtownbus bus FlixBus N2615
    2. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus ShortLine Hudson
    9h 32m
    $67–119

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

    1. Fly from Portland (PWM) to John F. Kennedy International Airport (JFK)plane plane PWM - JFK
    2. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus
    4h 16m
    $76–361

  6. Fly to Newark Liberty International Airport, train

    1. Fly from Portland (PWM) to Newark Liberty International Airport (EWR)plane plane PWM - EWR
    2. Take the train from Secaucus Lower Level to Harrimantrain train
    5h 24m
    $539–2,047

  7. Bus via Boston

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from South Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus
    9h 35m
    $76–188

  8. Train, bus

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the bus from Port Authority Bus Terminal to Chester Park Ridebus bus
    9h 39m
    $104–863

Portland to Chester by bus, train, and foot

Calendar118Weekly Services
Duration8h 56mAverage Duration
Ticket$86Cheapest Price
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Questions & Answers

Map of how to get from Portland to Chester.ExpandLaunch map view
  • Distance: 366 mi
  • Duration: 4h 18m

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

You can take a bus from City of Portland to Chester Park Ride via New York Midtown and Port Authority Bus Terminal in around 9h 32m.

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