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

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There are 7 ways to get from Oregon 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 Mahlon Sweet Field Airport to Chicago O'Hare International Airport

    best
    1. Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)planeEUG - ORD
    4h 56m
    $187–746

  2. Fly Rogue Valley International - Medford Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Rogue Valley International - Medford Airport (MFR) to Chicago O'Hare International Airport (ORD)planeMFR - ORD
    6h 52m
    $175–721

  3. Train (Amtrak)

    1. Take the train from Portland to Chicago Union StationtrainEmpire Builder
    46h
    $240–1,800

  4. Drive 2,077.3 mi

    1. Drive from Portland to Chicagocar2,077.3 mi
    33h 24m
    $380–548

  5. Fly Mahlon Sweet Field Airport to Chicago Midway International Airport

    1. Fly from Mahlon Sweet Field Airport (EUG) to Chicago Midway International Airport (MDW)planeEUG - MDW
    6h 58m
    $247–946

  6. Fly Portland International Airport to Chicago Midway International Airport

    1. Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)planePDX - MDW
    6h 13m
    $175–808

  7. Fly Portland International Airport to Chicago O'Hare International Airport

    1. Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)planePDX - ORD
    6h 25m
    $245–498

Oregon to Chicago by train (Amtrak)

Calendar11Weekly Trains
Duration46hAverage Duration
Ticket$240Cheapest Price
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Questions & Answers

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

United Airlines, Delta, and three other airlines fly from Mahlon Sweet Field Airport (EUG) 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 $240–1,800 and the journey takes 46h.

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