Cheap flights from Hartford to Portland from $116

The cheapest month to fly to Portland from Hartford is in September. Flight prices, which tend to average around $387, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until January to fly from Hartford, when ticket prices are also cheap, with an average price of $421.

You are more likely to see cheaper flights to Portland from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $467 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Hartford for as low as $364 on momondo.

You could potentially save up to 1% on your flight if you consider stops on a Hartford to Portland flight.

As of March 2026, prices for Hartford to Portland flights are approximately 5% more expensive when compared to flights at the same time last year.

Frontier, Southwest, and Sun Country Air are the most popular carriers operating from Hartford Bradley Intl to Portland

American Airlines, Southwest and Delta are the top three most popular airlines that fly to Portland from Hartford according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 4 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

Denver (DEN) was the most common stop: 64% of momondo users choosing 1-stop flights on this route connected there.

Flights via Denver (DEN) offer the lowest average round-trip price of $393.

Flights connecting via Chicago (MDW) have the shortest average one-way travel time: 7h 30m.

Chicago (MDW) has the shortest average layover time for this route: 0h 55m.