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Cheap ORD to PDX Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago to Portland route information

Origin Airport O'Hare Intl.
Destination Airport Portland Intl.
Airlines Serving Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United
Flight Price $219
Distance 1,734 mi



Cheap ORD to PDX Flights

  • Question : How long does it take to fly from Chicago to Portland?
    Answer : If you're able to take the direct flight (which is offered by American Airlines), you will be able to leave ORD at 10:00 PM CDT and get to PDX at 12:29 AM PDT (four hours and 29 minutes). Remember, there is a time change of two hours.
  • Question : From Chicago to Portland, which day of the week is going to have the most flight times?
    Answer : With 14 total flight time options, Saturday provides the most flexibility from ORD to PDX. The day with the least amount of times is Friday with 11 options.
  • Question : What is the cheapest day to fly to Portland?
    Answer : Mar 14th has bookings (as of Mar 11th) as cheap as $233. That comes in 33% below the average price. Saving on flight fares gives you more money in your hand for your trip.
  • Question : Which airline has the least delays from Chicago to Portland?
    Answer : Booking with Frontier Airlines means you will arrive to Portland about the time you were supposed to. In fact, this timely airline has a 100% average for landing before the plane turns into a pumpkin. It never hurts to be prepared. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.
  • Question : How much time do people spend in Portland?
    Answer : The average time spent in Portland by travelers from Chicago is six days.
  • Question : How much is a plane ticket to Portland (PDX) from Chicago (ORD)?
    Answer : They range from $233 to $1,023. Booking far in advance can usually help you get the cheapest price. However, usually the sooner you book, the better the price.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Chicago to Portland is on Tuesday. So, if you want to save a little cash on your next business trip look for flights on that day.

Mar 8, 2019

Due to O’Hare traffic flight was 50 minutes late.

Mar 6, 2019

The friendliness crew ever!!!!

Feb 5, 2019

First time on an airplane in over ten years and this flight was great.

Jan 24, 2019

Airplane staff were a bit cold and unfriendly....

Jan 5, 2019

Wifi out disappointing

Dec 14, 2018

A passenger next to me was not feeling well. The stewardess was very kind and helpful.

Dec 12, 2018

Not happy with onboard entertainment... iit didn't work

Dec 1, 2018

The flight attendants were exceptionally good. There was a passenger in the back whose behavior was causing a delay. The pilot spoke with her and in two minutes we were off. He is my new champion.

Nov 5, 2018

I would think tickets purchased together would be seated together, and not have to pay extra for seat selection

Oct 26, 2018

Alaska is super friendly! Can't wait to fly with them again