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How to get fromChesapeake to Maineby plane, train, bus, bus (Flixbus, Amtrak), car, or bus (Greyhound, Amtrak)

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

    best
    1. Fly from Norfolk International Airport (ORF) to Portland (PWM)plane plane ORF - PWM
    2h
    $318–633

  2. Bus via New York

    cheapest
    1. Take the bus from Norfolk to New York, Chinatown-152 East Broadwaybus bus
    2. Take the bus from NYC Downtown to Bostonbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    16h 39m
    $90–206

  3. Train, bus

    1. Take the train from Norfolk to Bostontrain train Northeast Regional
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    15h 53m
    $397–623

  4. Drive  657 mi

    1. Drive from Chesapeake to Portlandcar car 657 mi
    12h 44m
    $109–157

  5. Bus

    1. Take the bus from Norfolk to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Bostonbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    18h 50m
    $130–221

Chesapeake to Maine by train and bus

Calendar5Weekly Services
Duration15h 53mAverage Duration
Ticket$397Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chesapeake to Maine.ExpandLaunch map view
  • Distance: 568 mi
  • Duration: 2h

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

Breeze Airways, Southwest Airlines, and two other airlines fly from Norfolk International Airport (ORF) to Portland (PWM) every 3 hours. Alternatively, you can take a bus from Dntc to Congress St + Center St via Virginia Beach & Poplar Hall, Norfolk , New York, Chinatown-152 East Broadway, NYC Downtown, Boston, Boston, MA - South Station, and Ptc in around 16h 39m.

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Need to know: Greyhound

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