Cheap Flights from Chicago to Portland from $99

Frequently Asked Questions

• What are the cheapest flights from Chicago to Portland (CHI-PDX)?

  Based on Trip.com data, United Airlines offers one-way fares as low as $99 on Cheapest nonstop routes (e.g. ORD to PDX on Tue, Jun 9), while Alaska Airlines offers Cheapest nonstop round-trips from $271 departing on Thu, Jun 11 and returning on Sun, Jun 14.

• Which airlines offer direct flights from Chicago to Portland?

  At the moment, you can catch a nonstop flight from Chicago to Portland with the following airlines, including: American Airlines Alaska Airlines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long does it take to fly from Chicago (CHI) to Portland (PDX) and what is the distance?

  It takes around 4 hours 28 minutes to fly from Chicago (CHI) to Portland (PDX).

• When is the best time to book flights from Chicago to Portland?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Portland is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Chicago to Portland?

  Based on Trip.com data in the past 4 weeks, there is 24 flight per week flying from Chicago to Portland. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA2284 (08:35) United Airlines: S/M/T/W/T/F/S -- UA1994 (10:01)

• How can I find the best deals on flights from Chicago to Portland?

  To find best deals on flights from Chicago to Portland, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Jun 9, with one-way flights priced at just $99.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Portland travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Chicago (CHI) to Portland (PDX) the cheapest?

  The cheapest months to fly from Chicago to Portland is November, when demand for travel is lower.

• Which airports can I fly to for Portland from Chicago?

  You can land at any one of the following hubs in Portland, with Chicago O'Hare International Airport to Portland International Airport (ORD-PDX) is by far the most common option on this route: Portland International Airport (PDX) Hillsboro Airport (HIO).

• Is there any time difference between Chicago and Portland?

  The time difference between Portland and Chicago is 2h.

• How do I change or cancel my ticket from Chicago to Portland?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.