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

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There are 5 ways to get from Portland to Chesapeake by plane, bus, train, bus (Amtrak, Flixbus), car, or bus (Amtrak, Greyhound)

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

    best
    1. Fly from Portland (PWM) to Norfolk International Airport (ORF)plane plane PWM - ORF
    2h 1m
    $239–866

  2. Bus

    cheapest
    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to NYC Downtownbus bus
    3. Take the bus from New York, Chinatown-152 East Broadway to Norfolk bus bus Nyc
    16h 37m
    $88–205

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the train from Boston to Norfolktrain train Northeast Regional
    16h 9m
    $241–493

  4. Drive 658.1 mi

    1. Drive from Portland to Chesapeakecar car 658.1 mi
    12h 46m
    $121–174

  5. Bus via Robert Hall & Military

    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 Norfolkbus bus
    17h 43m
    $113–230

Portland to Chesapeake by bus and train

Calendar12Weekly Services
Duration16h 9mAverage Duration
Ticket$241Cheapest Price
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Questions & Answers

Map of how to get from Portland to Chesapeake.ExpandLaunch map view
  • Distance: 568.3 mi
  • Duration: 2h 1m

What companies run services between Portland, ME, USA and Chesapeake, City of Chesapeake, VA, USA?

Breeze Airways, Southwest Airlines, and two other airlines fly from Portland (PWM) to Norfolk International Airport (ORF) every 4 hours. Alternatively, you can take a bus from Portland, ME to Dntc via Boston, MA - South Station, Boston, NYC Downtown, New York, Chinatown-152 East Broadway, Norfolk , and Virginia Beach & Burling in around 16h 37m.

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