Flights from Chicago to Oregon

Flight deals from Chicago to Oregon

Looking for cheap flights from Chicago to Oregon, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Flying from Chicago to Oregon

Arm yourself with these facts on the fly.
Cheapest flight found$84, Portland
Cheapest month to flyAugust
Average flight time4 hrs, 24 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineUnited

Frequently asked questions

We looked at all of the upcoming round-trip flights from Chicago to Oregon we could find over the next 12 months. It looks like $84 is the best price. This is good, compared to the average Oregon ticket price of $305.
The cheapest month to fly from Chicago to Medford Airport is usually July. The cheapest month to fly from Chicago to North Bend Airport is usually July. The cheapest month to fly from Chicago to Portland Airport is usually August. And the cheapest month to fly from Chicago to Salem Airport is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Oregon on Tuesday, August 20, 2024.
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 24 minutes.
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