Route Price Intelligence
Cheap Flights From Chicago to Portland, Maine
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$339
Great Deal
Under $339
Typical Range
$339 – $359
Lowest We've Seen
$165
Based on 542 price pointshigh confidence
Monthly Price Guide
Jan
$325
Feb
$325
Mar
$349
Apr
$339
May
$339
Jun
$339
Jul
$339
Aug
$339
Sep
$339
Oct
$339
Nov
$362
Dec
$359
Cheapest Average Expensive
Best Time to Fly from Chicago to Portland, Maine
The cheapest time to fly from Chicago to Portland, Maine is typically January, when fares average around $325. The most expensive month tends to be November at around $362. For the best deals, consider flying in January, February, October.
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: November12,818 fares analyzedTypical low: $269
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