Take off on cheap flights from Portland to Chicago, your adventure starts now!

Find cheap airline tickets from Portland to Chicago by date

  • any
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • any
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • price
  • month of departure
  • month of return
$272
Unknown Company outward: Sep 25, 2019
10:52p PWM » 4:42a ORD
Unknown Company 1 stop (5h50m)
Unknown Company inbound: Sep 30, 2019
4:40a ORD » 2:54p PWM
Unknown Company 1 stop (10h14m)
Return
Departure
Find the cheapest Portland Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Portland - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Portland to Chicago

Sorry! We haven't found any airline tickets from Portland to Chicago. Try launching another search above.

Travel tips for flights Portland - Chicago

Average flight duration: 8h02m (flight with stopovers)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 17, 2019 1:28 PM, GMT-5
  • Weather:
  • min. 76ºF, max. 88ºF
  • Departure city:
  • Portland, USA
  • Airport(s):
  • Portland International Jetport (PWM)
  • Local time:
  • Jul 17, 2019 2:28 PM, GMT-4
  • Weather:
  • min. 60ºF, max. 71ºF