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Flights from Chicago to Oregon

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Flight deals from Chicago to Oregon

Looking for cheap tickets from Chicago to Oregon, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.
Portland.Rs51,038 per passenger.Departing Wed, 11 Jun, returning Wed, 18 Jun.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Wed, 11 Jun, arriving in Portland.Inbound indirect flight with Spirit Airlines, departs from Portland on Wed, 18 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs51,038, select.
Redmond.Rs65,781 per passenger.Departing Wed, 28 May, returning Wed, 4 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 28 May, arriving in Redmond.Inbound indirect flight with Delta, departs from Redmond on Wed, 4 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs65,781, select.
Eugene.Rs82,726 per passenger.Departing Wed, 28 May, returning Wed, 4 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 28 May, arriving in Eugene.Inbound indirect flight with Delta, departs from Eugene on Wed, 4 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs82,726, select.
Medford.Rs85,911 per passenger.Departing Fri, 30 May, returning Fri, 6 Jun.Return flight with Spirit Airlines and Alaska Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Fri, 30 May, arriving in Medford.Inbound indirect flight with Alaska Airlines, departs from Medford on Fri, 6 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs85,911, select.
North Bend.Rs94,575 per passenger.Departing Tue, 10 Jun, returning Tue, 5 Aug.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 10 Jun, arriving in North Bend.Inbound indirect flight with United, departs from North Bend on Tue, 5 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs94,575, select.

Flying from Chicago to Oregon

Arm yourself with these facts on the fly.
Cheapest flight foundRs24,695, Portland
Cheapest month to flyMay
Average flight time4 hrs, 28 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineUnited

Frequently asked questions

We looked at all of the upcoming return flights from Chicago to Oregon we could find over the next 12 months. It looks like Rs51,038 is the best price. This is good, compared to the average Oregon ticket price of Rs97,126.
The cheapest month to fly from Chicago to Portland Airport is usually June. The cheapest month to fly from Chicago to Redmond Airport is usually May. The cheapest month to fly from Chicago to Eugene Airport is usually May. And the cheapest month to fly from Chicago to Medford Airport is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Oregon on Wednesday, 11 June 2025.
Chicago O'Hare International Airport offers direct flights to Oregon.
If you're flying from Chicago, the cheapest city in Oregon to fly into is Portland. The cheapest airport serving Portland at the moment is Portland.
The average flight time between Chicago and Oregon is 4 hours and 27 minutes.