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Flights from Chicago to Portland

Chicago to Portland

  • The average flight time from Chicago to Portland is 4h 20min
  • The most popular airline flying from Chicago to Portland last month was United
  • There are 39 flights a week from Chicago to Portland
  • 5 airlines fly direct from Chicago to Portland
  • Chicago to Portland is 1,735 miles
  • £163 was the cheapest return price from Chicago to Portland last month

Find the cheapest month to travel from Chicago to Portland

Find flights from Chicago to Portland with Skyscanner. Skyscanner is a fast and simple search service that compares hundreds of flights from all major airlines and travel agents, finding you the best deal on cheap flights from Chicago to Portland - best of all Skyscanner is free to use!

Use the graph above to compare the best month to fly from Chicago to Portland, alternatively use the search box above and enter your dates. The search results will show you the widest range of airlines and travel agents anywhere on the web, then you can simply book your flights from Chicago to Portland directly by clicking through to agency or airline sites.

Need to book a hotel or car hire for your stay in Portland?. For the best hotel & car hire deals in Portland why not try Skyscanner? Using the navigation at the top of the page select either 'Hotels' or 'Car Hire' for your stay at Portland. Once you’ve found a great price on your flights from Chicago to Portland then try bookmarking Skyscanner for your next trip, search and book for free on hundreds of airlines and thousands of destinations worldwide.

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