Route Price Intelligence
Cheap Flights From Chicago to Portland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$316
Great Deal
Under $295
Typical Range
$295 – $322
Lowest We've Seen
$115
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$316
Feb
—
Mar
—
Apr
$462
May
$284
Jun
$290
Jul
$304
Aug
$290
Sep
$316
Oct
$316
Nov
$316
Dec
$327
Cheapest Average Expensive
Best Time to Fly from Chicago to Portland
The cheapest time to fly from Chicago to Portland is typically May, when fares average around $284. The most expensive month tends to be April at around $462. For the best deals, consider flying in May, June, August.
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: August43,987 fares analyzedTypical low: $256