Route Price Intelligence
Cheap Flights From Chicago to Portland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$304
Deals From
$276
Usually Costs
$276 – $316
Lowest We've Seen
$115
Based on 8,598 price pointshigh confidence
Monthly Price Guide
Jan
$316
Feb
$316
Mar
$536
Apr
$267
May
$270
Jun
$295
Jul
$290
Aug
$276
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 April, when fares average around $267. The most expensive month tends to be March at around $536. For the best deals, consider flying in April, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $11589 price checksWorst: $210