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How to get fromChicago, IL to Portlandby plane, train (Amtrak), car or train

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There are 5 ways to get from Chicago, IL to Portland by plane, train (Amtrak), car, or train

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 International Airport (PDX)plane plane ORD - PDX
    7h 14m
    $186–858

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Portlandtrain train Empire Builder
    46h 21m
    $500–1,200

  3. Drive 2,076.5 mi

    1. Drive from Chicago, IL to Portlandcar car 2,076.5 mi
    33h 43m
    $379–548

  4. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane plane MDW - PDX
    7h 7m
    $286–1,308

  5. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Portland International Airport (PDX)plane plane MKE - PDX
    10h 16m
    $354–1,560

Chicago, IL to Portland by foot and train (Amtrak)

Calendar11Weekly Services
Duration46h 21mAverage Duration
Ticket$500Cheapest Price
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Questions & Answers

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

American Airlines, Alaska Airlines, Inc., and United Airlines fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Portland twice daily. Tickets cost $500–1,200 and the journey takes 46h 12m.

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