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

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There are 5 ways to get from Chicago 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 Midway International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane plane MDW - PDX
    6h 40m
    $276–1,308

  2. Fly from Chicago O'Hare International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane plane ORD - PDX
    7h 2m
    $176–808

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Portlandtrain train Empire Builder
    46h 12m
    $500–1,200

  4. Drive 2,077 mi

    1. Drive from Chicago to Portlandcar car 2,077 mi
    33h 43m
    $380–548

  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 6m
    $354–1,561

Chicago to Portland by train (Amtrak)

Calendar11Weekly Trains
Duration46h 12mAverage Duration
Ticket$500Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX) 5 times a day. 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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