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Cheap PDX to ORD Flights

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

Portland to Chicago route information

Origin Airport Portland Intl.
Destination Airport O'Hare Intl.
Airlines Serving Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United
Flight Price $232
Distance 1,734 mi



Cheap PDX to ORD Flights

  • Question : Which airline has the least delays from Portland to Chicago?
    Answer : Booking with Virgin America means you will arrive to Chicago approximately the time you were supposed to. In fact, this timely airline has a 100% on-time average. Of course, it never hurts to be prepared. If you’re on Delta Air Lines, be sure to sign up for the delay notifications to stay up to date with your flight’s status.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Portland to Chicago is on Wednesday. So, if you would like to save a little cash on your next vacation look for flights on Wednesday.
  • Question : How long is the flight from PDX to ORD?
    Answer : If you're able to take the direct flight (which is offered by United Airlines), you will be able to leave PDX at 11:10 PM PDT and get to ORD at 4:52 AM CDT (three hours and 42 minutes). Remember, there is a time change of two hours.
  • Question : How much is a plane ticket to Chicago (ORD) from Portland (PDX)?
    Answer : Cost can range from $252 to $1,436, prices for PDX to ORD change less than most routes in the United States. Prices are usually less the further out you book.
  • Question : What is the cheapest airline flying from Portland to Chicago?
    Answer : Spirit Airlines is the leader in keeping costs low for their passengers over the next three months. Bookings are being made at just $252 and, when compared to the more expensive bookings of $1,436, it's a terrific bargain.
  • Question : What is the cheapest day to fly to Chicago?
    Answer : As of May 20th, the best day for deals to Chicago (ORD) is Jun 3rd. It cost $252, which is 30% below the average price to book the same route.
  • Question : Can I change the date of my flight?
    Answer : Yes, you can change your departure date. If you would like to save a little cash in doing so, the cheapest day to fly in June is Wednesday.