Rome2Rio

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

Find Transport to Portland

See all options

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
    $236–1,108
  2. Train (Amtrak)

    cheapest
    1. Take the train from Chicago Union Station to Portlandtrain train Empire Builder
    46h 12m
    $170–1,200
  3. Drive 2,077 mi

    1. Drive from Chicago to Portlandcar car 2,077 mi
    33h 43m
    $380–548
  4. Fly from Chicago O'Hare International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane plane ORD - PDX
    7h 4m
    $176–808
  5. Train to South Bend, fly

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Portland International Airport (PDX)plane plane SBN - PDX
    10h 43m
    $316–1,417

Chicago to Portland by train (Amtrak)

Calendar11Weekly Trains
Duration46h 12mAverage Duration
Ticket$170Cheapest Price
See schedules

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) 3 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Portland twice daily. Tickets cost $170–1,200 and the journey takes 46h 12m.

Airlines
Train operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

More Questions & Answers