Green steel towers of the St. Johns Bridge in Portland, Oregon

Cheap Flights from Chicago (ORD) to Portland (PDX)

  • About 1,735 miles
  • About 4 hours
  • Best months: Jul, Aug, Sep
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From Chicago (ORD) to Portland (PDX), it is 1,735 miles and around 4 hours of flying. Recent fares from $529 give you room in the budget for Powell's City of Books.

Tips for finding a lower fare

  • Start searching 6 to 10 weeks before departure for the best mix of price and choice.
  • Flexible dates matter most. Shift your trip by a day or two and compare the results.
  • Check what each carrier includes on ORD to PDX so a cheap fare does not turn into an expensive one.

Airlines on this route

United, American, Alaska

Things to see in Portland

  • Powell's City of Books
  • Washington Park

Frequently asked questions

When is the cheapest time to fly from Chicago to Portland?

Fares on ORD to PDX are often lower in Jul, Aug and Sep. Prices move with demand, so compare a few dates on the partner site before you decide.

How long is the flight from ORD to PDX?

A nonstop flight takes about 4 hours. Itineraries with a connection take longer, depending on the layover.

Which airlines fly from Chicago to Portland?

Carriers we commonly see on this route include United, American and Alaska. Schedules and availability change, so check current options when you search.

How far ahead should I book ORD to PDX?

For most domestic trips, booking about 1 to 3 months ahead gives a good balance of price and choice. Holiday travel is better booked earlier.

Is the price I see here the final price?

No. Fares shown on this page are indicative and change often. The final price, taxes and fees are shown on the partner site at booking.

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