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

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

    best
    1. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    3h 24m
    $123–530
  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
    3h 55m
    $108–460
  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
    26h 44m
    $345–751
  4. Bus (Flixbus)

    1. Take the bus from City of Portland to New York Midtownbus bus FlixBus N2615
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    26h 50m
    $192–332
  5. Drive 1,029.4 mi

    1. Drive from Scarborough to Chicagocar car 1,029.4 mi
    19h 15m
    $188–272

Scarborough to Chicago by bus and train

Calendar7Weekly Services
Duration26h 44mAverage Duration
Ticket$345Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Portland (PWM) to Chicago Midway International Airport (MDW) twice daily. Alternatively, you can take a bus from 260 Maine Highway 1 to Chicago Bus Station via St John St, City of Portland, and New York Midtown in around 26h 50m.

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