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* All fares below were last found on: Jun 21, 2018 and 7:00:17 PM. Fares are round trip, Fares incl. all fuel surcharges, our service fees and taxes. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions

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Recent Portland Posts


Sky High Flight Facts for Your Trip: Chicago to Portland

Book your flights from Chicago to Portland and save big on airfares. Also referred as The City of Roses, Portland is the largest city in Oregon. The city is a perfect mix match of rugged and sophisticated life. From gardens to museum the city of Portland will stimulate your senses and the great outdoors are going to leave you awestruck.


Choose from top airlines that serve between Chicago to Portland such as US Airways, Alaska Airlines and Virgin America. Take advantage of exclusive deals on flights to Portland and save more to splurge on a vacation. Your flight from Chicago to Portland takes around five hours fifty five minutes to cover a distance of about 1,749 miles excluding the layover time. Keep your mp3 players with you to keep yourself entertained during the flight.

  • When does the earliest flight depart CHI? 8:00AM United Airlines Flight #4831
  • When does the latest flight depart PDX? 8:26PM Southwest Airlines Flight #752
  • Which is the busiest month to travel from Chicago to Portland?June
  • Which is the least busy month to travel from CHI to PDX?September
  • What is the travel distance between Chicago to Portland?1,751 miles
  • What is the fare range for flights between CHI to PDX? $186 - $551
  • How many weekly flights are there are between CHI to PDX? There are 11 weekly flights between CHI and PDX.
  • How many daily flights fly between Chicago to Portland? There are 1 daily flights between CHI and PDX
  • Which is the busiest day in terms of passengers flying from CHI to PDX?Saturday
  • In last 30 days, what is the %age of PDX visitors who spent less than 3 days in the city?100.00 %
  • Name the airport nearby PDX? Portland Airport
  • Name the airports nearby CHI? Midway International Airport
  • What is the cheapest return flight price from CHI to PDX? $186