$49 Find Cheap Flights from Fort Myers to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Massachusetts departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Massachusetts.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Massachusetts.
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Flights Deals

Best Massachusetts Flight Deals from Fort Myers

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$127
Albany
Albany1 stop$282
Boston
Bostonnonstop$127
Albany
Albany1 stop$282

Cheap Flights from Fort Myers to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Massachusetts

Wed, Oct 22 - Wed, Oct 29
Breeze Airways Logo
12:14 pm - 3:16 pmRSW-BDL
3h 02mnonstop
Breeze Airways Logo
8:00 am - 11:34 amBDL-RSW
3h 34mnonstop
$103Breeze Airways
Find Deal
Wed, Oct 22 - Wed, Oct 29
Breeze Airways Logo
12:14 pm - 3:16 pmRSW-BDL
3h 02mnonstop
Breeze Airways Logo
8:00 am - 11:34 amBDL-RSW
3h 34mnonstop
$107Breeze Airways
Find Deal
Tue, Sep 9 - Tue, Sep 23
JetBlue Logo
11:06 am - 2:15 pmRSW-BOS
3h 09mnonstop
JetBlue Logo
6:45 am - 10:21 amBOS-RSW
3h 36mnonstop
$127JetBlue
Find Deal
Mon, Nov 3 - Tue, Nov 11
JetBlue Logo
7:35 am - 10:44 amRSW-BOS
3h 09mnonstop
JetBlue Logo
6:00 am - 9:34 amBOS-RSW
3h 34mnonstop
$137JetBlue
Find Deal
Fri, Sep 5 - Sat, Sep 20
Delta Logo
12:40 pm - 4:04 pmRSW-BOS
3h 24mnonstop
Delta Logo
7:00 am - 10:42 amBOS-RSW
3h 42mnonstop
$147Delta
Find Deal
Tue, Sep 9 - Tue, Sep 23
American Airlines Logo
11:57 am - 5:23 pmRSW-BOS
5h 26m1 stop
American Airlines Logo
3:55 pm - 10:33 pmBOS-RSW
6h 38m1 stop
$159American Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
Spirit Airlines Logo
7:55 pm - 8:10 amRSW-BDL
12h 15m1 stop
Spirit Airlines Logo
9:15 am - 7:00 pmBDL-RSW
9h 45m1 stop
$162Spirit Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 23
Delta Logo
11:05 am - 6:36 pmRSW-BOS
7h 31m1 stop
Delta Logo
7:00 am - 10:42 amBOS-RSW
3h 42mnonstop
$163Delta
Find Deal
Thu, Sep 11 - Mon, Sep 22
Spirit Airlines Logo
7:55 pm - 8:10 amRSW-BDL
12h 15m1 stop
Spirit Airlines Logo
9:15 am - 7:00 pmBDL-RSW
9h 45m1 stop
$164Spirit Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 23
American Airlines Logo
1:09 pm - 8:25 pmRSW-BOS
7h 16m1 stop
American Airlines Logo
7:50 am - 3:43 pmBOS-RSW
7h 53m2 stops
$164American Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Fort Myers to Massachusetts flights

Get data-powered insights and trends into flights from Fort Myers to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Fort Myers to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Fort Myers to Massachusetts.

The cheapest ticket to Massachusetts from Fort Myers found in the last 72 hours was to Boston, at $103 round-trip. The most popular route is from Fort Myers (RSW) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $103.

Can I save money by flying with a layover from Fort Myers to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $360 on average.

What is the cheapest month to fly from Fort Myers to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Massachusetts is March, when tickets cost $136 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $256 and $237 respectively.

What’s the cheapest day of the week to fly from Fort Myers to Massachusetts?

The average price of all round-trip flights from Fort Myers to Massachusetts clicked on KAYAK for each day over the last 12 months.

When flying from Fort Myers to Massachusetts, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Fort Myers, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Fort Myers to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Massachusetts, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$49
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from Fort Myers to Hartford

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Fort Myers to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Fort Myers to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Fort Myers to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Fort Myers to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $159 on average. Morning departures are around 16% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $247.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Fort Myers to the following destinations at these prices or less: Hartford $99 one-way - $114 round-trip; Boston $108 one-way - $197 round-trip

Top 5 airlines serving from Fort Myers to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Fort Myers to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7950 reviews
7.3Food
8.2Boarding
8.5Crew
7.9Entertainment
7.9Comfort
Airline reviews

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

10.0 ExcellentDebbie A, Jun 2025JAX - BOS
Read more Delta reviews

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

It was terrible, if they ran flights on time it would make a big difference.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Multiple delays and not straight answer from the United team

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

Awful. Worst airline I have ever been on. Crew were among the rudest people I have ever dealt with. United staff members were rude and disrespectful. My flight was delayed, causing me to miss a connecting flight. I understand things happen, but when staff start lying about what actually happened, that is when I have an issue. Just be honest, really it isn’t that hard. I’m being very honest with this review and I don’t find this difficult what so ever. In fact, because of United Airlines, my Christmas holiday was off to a really rocky start. As someone who has traveled across the world, it has only been United that I have had a truly awful experience.

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Boarding east and ontime. Seat spacing was tight, and seats don’t recline.

The flight was canceled and was bounced around time wise with my elderly parents. That being said the gentleman in custody service was amazingly helpful

It amaze me how other airlines leave on time and Spirit always have some type of delay. I’ve flown with Spirit many times, but it reached a point I’d rather pay twice the amount and not deal with this corporation they never do nothing to reimburse people for their time or headaches.

Easy boarding and good flight. Need to work on the beverage and snack situation

Spirit charges you to breathe in their presence. They have you pick and buy your seat in advance and then I got bumped from the seat I paid for because THEY overbooked the flight by a dozen people. they do not provide any entertainment, they do not provide even a small cup of water - you have to pay for everything. I will never fly Spirit again.

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

The flight, the pilot, the flight crew, and the ground personnel were all great, despite the sudden and lengthy FAA Ground Stop in Boston, which SPIRIT obviously had nothing to do with and no control over.

The seats! Do not nickel and dime! Be transparent about all your fees!

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

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