Best airfares from Chicago to Portland
Jetradar compares airfares from Chicago to Portland with hundreds of airlines (including United Airlines, Westjet, American Airlines) and dozens of online travel agencies in one single place. We provide you with all the options to find the cheapest flights to Portland, you choose where to book. Also there you can find airlines special offers from Chicago to Portland. The cheapest round-trip price found within the last week was C$374. The cheapest oneway price found within the last week was C$150.Cheapest Flights from Chicago, IL to Portland, ME
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Airline One Way One Way / Round-Trip Round-Trip 
United Airlines C$147 C$269 
Westjet Find C$897 
American Airlines C$147 C$345 
Alaska Airlines Find C$2,617 
JetBlue Airways C$251 C$333 -
Airline One Way One Way / Round-Trip Round-Trip 
ExpressJet Find Find 
Mesa Airlines Find Find 
Spirit Airlines Find C$552 
Frontier Airlines Find C$996 
Southwest Airlines C$426 C$374 -
Airline One Way One Way / Round-Trip Round-Trip 
Sun Country Airlines Find C$880
Flights from Chicago to Portland
Travelling from Chicago to Portland advices and facts
- The distance between Chicago and Portland is 887 miles (or 1428 kilometers).
- The shortest flight time is 2h 52m
- When you fly from Chicago to Portland, don't forget about the time difference. The time in Portland is 01:00 from the Chicago time. The current time in Portland is 11:43 AM and 10:43 AM in Chicago. Check this again shortly before your flight.