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How to get fromGresham to Chicagoby plane, train (Amtrak) or car

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There are 4 ways to get from Gresham to Chicago by plane, train (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 to Chicago O'Hare International Airport

    best
    1. Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane plane PDX - ORD
    6h 28m
    $118–561

  2. Train (Amtrak)

    1. Take the train from Portland to Chicago Union Stationtrain train Empire Builder
    2d
    $503–1,203

  3. Drive 2,066.8 mi

    1. Drive from Gresham to Chicagocar car 2,066.8 mi
    33h 30m
    $378–545

  4. Fly to Chicago Midway International Airport

    1. Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane plane PDX - MDW
    6h 20m
    $208–961

Gresham to Chicago by bus, foot, and train (Amtrak)

Calendar11Weekly Services
Duration2dAverage Duration
Ticket$503Cheapest Price
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Questions & Answers

What companies run services between Gresham, OR, USA and Chicago, IL, USA?

American Airlines, Alaska Airlines, Inc., and two other airlines fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) every 3 hours. Alternatively, Amtrak operates a train from Portland to Chicago Union Station twice daily. Tickets cost $500–1,200 and the journey takes 46h.

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