Route Price Intelligence
Cheap Flights From Chicago to Portland, Maine
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$384
Great Deal
Under $323
Typical Range
$323 – $419
Lowest We've Seen
$187
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$342
Feb
$386
Mar
$411
Apr
$528
May
—
Jun
—
Jul
—
Aug
$415
Sep
$355
Oct
$329
Nov
$370
Dec
$375
Cheapest Average Expensive
Best Time to Fly from Chicago to Portland, Maine
The cheapest time to fly from Chicago to Portland, Maine is typically October, when fares average around $329. The most expensive month tends to be April at around $528. For the best deals, consider flying in October, January, September.
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: October20,121 fares analyzedTypical low: $259
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