Route Price Intelligence
Cheap Flights From Chicago to Portland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$287
Deals From
$256
Usually Costs
$256 – $316
Lowest We've Seen
$115
Based on 8,369 price pointshigh confidence
Monthly Price Guide
Jan
$475
Feb
$227
Mar
$227
Apr
$207
May
$242
Jun
$256
Jul
$256
Aug
$256
Sep
$256
Oct
$256
Nov
$256
Dec
$267
Cheapest Average Expensive
Best Time to Fly from Chicago to Portland
The cheapest time to fly from Chicago to Portland is typically April, when fares average around $207. The most expensive month tends to be January at around $475. For the best deals, consider flying in April, February, March.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $11582 price checksWorst: $215