Route Price Intelligence
Cheap Flights From Chicago to Portland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$316
Deals From
$284
Usually Costs
$284 – $316
Lowest We've Seen
$115
Based on 8,603 price pointshigh confidence
Monthly Price Guide
Jan
$316
Feb
$316
Mar
$560
Apr
$301
May
$271
Jun
$295
Jul
$295
Aug
$270
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 August, when fares average around $270. The most expensive month tends to be March at around $560. For the best deals, consider flying in August, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $11590 price checksWorst: $222