Cheap flights from Tampa to Boston from $104

The cheapest month to fly to Portland, Maine from Tampa is in January. Flight prices, which tend to average around $178, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of January, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $220.

On average, the least expensive day to fly to Portland, Maine from Tampa is on a Thursday. momondo users have found tickets for Thursday departures for as low as $139. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Tampa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $280.

In the afternoon is the cheapest time of day to fly from Tampa to Portland, Maine when you can find flight prices for as low as $129. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $230. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Tampa to Portland for the best Tampa - Portland flight prices

You are more likely to see cheaper flights to Portland, Maine from Tampa when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $266 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Tampa for as low as $242 on momondo.

There are 2 cabin classes available to choose from on Tampa to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 24% on your flight if you consider stops on a Tampa to Portland, Maine flight.

As of February 2026, prices for Tampa to Portland, Maine flights are approximately 42% more expensive when compared to flights at the same time last year.

United Airlines, Breeze Airways, and Southwest are the most popular carriers operating from Tampa to Portland

JetBlue, Delta and Spirit Airlines are the top three most popular airlines that fly to Portland, Maine from Tampa according to our data. JetBlue is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 9 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

Baltimore (BWI) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Charleston (CHS) offer the lowest average round-trip price of $299.

Flights connecting via Charleston (CHS) have the shortest average one-way travel time: 4h 29m.

Charleston (CHS) has the shortest average layover time for this route: 0h 40m.