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How to get fromStandish to Chicagoby plane, bus, train, bus (Amtrak, Flixbus) or car

Find Transport to Chicago

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There are 5 ways to get from Standish to Chicago by plane, bus, train, bus (Amtrak, 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 to Chicago Midway International Airport

    best
    1. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    3h 42m
    $205–917

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    4h 8m
    $145–547

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus Portland / ...
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    25h 42m
    $346–710

  4. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    28h 59m
    $222–375

  5. Drive 1,028.4 mi

    1. Drive from Standish to Chicagocar car 1,028.4 mi
    19h 18m
    $188–272

Portland (PWM) to Chicago Midway International Airport (MDW) flights

Calendar22Weekly Planes
Duration4h 57mAverage Duration
Ticket$156Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Portland (PWM) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a vehicle from Standish to Chicago Bus Station via Portland, ME, Boston, MA - South Station, Boston, and New York Midtown in around 28h 59m.

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