Cheap Flights from Chicago to Portland, Maine
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No deal from Chicago to Portland, Maine has cleared our price bar yet. What we have seen on the route is below.
Across 1 month of observations from Chicago to Portland, Maine, the lowest round-trip fare we recorded was $201, in August. The typical fare was $309.
See every deal from Chicago, to Portland, Maine, or the return direction Portland, Maine to Chicago.
Price history: Chicago to Portland, Maine
What we observed by month, from our signals database. Unverified observations, not bookable prices.
| Month | Low | Typical | Sightings |
|---|---|---|---|
| Aug 2026 | $201 | $309 | 101 |
Frequently asked questions
How many flight deals from Chicago to Portland, Maine are on Sparkflights right now?
There are 0 verified deals from Chicago to Portland, Maine on the board right now. The list refreshes hourly.
What is the lowest price ever seen from Chicago to Portland, Maine?
The lowest fare we've recorded from Chicago to Portland, Maine is $201, based on 101 price observations over 1 month.
How much does a flight from Chicago to Portland, Maine cost?
The typical round-trip fare we observed from Chicago to Portland, Maine is $309, against a recorded low of $201. These are observations, not quotes.