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

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There are 5 ways to get from Chicago to Back Bay by plane, train (Amtrak), bus (Flixbus), 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 from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    4h 41m
    $148–500
  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the train from Boston to Saco Amtrak Stationtrain train Downeaster
    26h 22m
    $306–659
  3. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    2. Take the bus from New York Midtown to City of Portlandbus bus FlixBus N2615
    31h 41m
    $165–288
  4. Drive 1,025.2 mi

    1. Drive from Chicago to Back Baycar car 1,025.2 mi
    19h 8m
    $188–271
  5. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    4h 18m
    $182–690

Chicago to Back Bay by train, subway, and bus (Amtrak)

Calendar7Weekly Services
Duration26h 22mAverage Duration
Ticket$306Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Back Bay, ME, USA?

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Portland (PWM) every 3 hours. Alternatively, you can take a train from Chicago Union Station to UNE Campus Center via Boston, Back Bay, North Station, Boston, Saco Amtrak Station, and Saco Transportation Center in around 26h 22m.

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