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

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There are 9 ways to get from Chester to Portland by bus, plane, train, bus (Amtrak), car, bus (Flixbus), 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. Bus to Laguardia Airport, fly

    best
    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Fly from Laguardia Airport (LGA) to Portland (PWM)plane plane LGA - PWM
    4h 27m
    $80–468

  2. Drive 309.4 mi

    cheapest
    1. Drive from Chester to Portlandcar car 309.4 mi
    5h 51m
    $57–82

  3. Bus, train

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Bostontrain train
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    8h 24m
    $103–220

  4. Bus via Boston

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to South Stationbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    9h 20m
    $73–180

  5. Bus, bus to Newark Liberty International Airport, fly

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Portland (PWM)plane plane EWR - PWM
    4h 46m
    $537–2,050

  6. Bus to John F. Kennedy International Airport, fly

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Fly from John F. Kennedy International Airport (JFK) to Portland (PWM)plane plane JFK - PWM
    4h 41m
    $76–384

  7. Bus, train to Philadelphia International Airport, fly

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus
    2. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    3. Fly from Philadelphia International Airport (PHL) to Portland (PWM)plane plane PHL - PWM
    6h 26m
    $110–1,118

  8. Bus

    1. Take the bus from Chester Park Ride to Port Authority Bus Terminalbus bus ShortLine Hudson
    2. Take the bus from New York Midtown to City of Portlandbus bus FlixBus N2615
    9h 51m
    $62–110

  9. Train

    1. Take the train from Harriman to Secaucus Lower Leveltrain train
    2. Take the train from Newark Penn Station to Bostontrain train
    3. Take the train from Boston to Portlandtrain train
    11h 9m
    $117–275

Chester to Portland by bus, foot, and train

Calendar69Weekly Services
Duration8h 24mAverage Duration
Ticket$103Cheapest Price
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Questions & Answers

Map of how to get from Chester to Portland.ExpandLaunch map view
  • Distance: 342.9 mi
  • Duration: 4h 27m

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

You can take a bus from Chester Park Ride to Portland, ME via Port Authority Bus Terminal, South Station, and Boston, MA - South Station in around 9h 20m. Alternatively, you can take a bus from Rt 17M & Moffat Ln to Portland via Metro North Station - Harriman, Harriman, Secaucus Upper Level, Newark Penn Station, Boston, Back Bay, North Station, and Boston in around 11h 9m.

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