Route Price Intelligence
Cheap Flights From Chicago to Portland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$319
Great Deal
Under $291
Typical Range
$291 – $385
Lowest We've Seen
$115
Based on 407 price pointshigh confidence
Monthly Price Guide
Jan
$291
Feb
$292
Mar
$357
Apr
$319
May
$319
Jun
$319
Jul
$319
Aug
—
Sep
$319
Oct
$319
Nov
$331
Dec
$324
Cheapest Average Expensive
Best Time to Fly from Chicago to Portland
The cheapest time to fly from Chicago to Portland is typically January, when fares average around $291. The most expensive month tends to be March at around $357. For the best deals, consider flying in January, February, October.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: November12,643 fares analyzedTypical low: $316
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