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

Find Transport to Maine

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There are 6 ways to get from Chicago to Maine by plane, train, bus, bus (Flixbus, Amtrak), or car

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 Chicago O'Hare International Airport to Portland

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    4h 10m
    $78–405

  2. Train, bus

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the bus from Boston, MA - South Station to Portland, MEbus bus Logan Airport / ...
    24h 44m
    $109–431

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York Midtown to Bostonbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    28h 9m
    $149–333

  4. Drive 1,036.1 mi

    1. Drive from Chicago to Portlandcar car 1,036.1 mi
    19h 13m
    $190–274

  5. Fly Chicago Midway International Airport to Portland

    1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    3h 46m
    $102–555

  6. Fly Chicago O'Hare International Airport to Bangor

    1. Fly from Chicago O'Hare International Airport (ORD) to Bangor (BGR)plane plane ORD - BGR
    6h 4m
    $86–429

Chicago to Maine by train and bus

Calendar7Weekly Services
Duration24h 44mAverage Duration
Ticket$109Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Maine, USA?

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Portland (PWM) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Congress St + Center St via New York Midtown, Boston, Boston, MA - South Station, and Ptc O/B in around 28h 9m.

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