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$42+ Cheap flights from Massachusetts to Fort Myers (RSW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RSW
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Massachusetts to Fort Myers

Keep the following information in mind while searching for Massachusetts to Fort Myers flight deals. Data was last updated July 31, 2025.

Round-trip from

$132
(Kiwi.com)

One-way from

$42
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$217
From Massachusetts to Fort Myers SW Florida Intl
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One-way flight from Massachusetts to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 11% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Massachusetts to Fort Myers

Cheapest flights from Massachusetts to Fort Myers
Explore the most affordable flight options available from Massachusetts to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Breeze Airways deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:55 pmBDL - RSW
Nonstop3h 26mBreeze Airways
Mon 8/117:00 amRSW - BDL
Nonstop3h 02mBreeze Airways
Deal found 7/29$128
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:35 pmBOS - RSW
1 stop6h 01mDelta
Tue 9/912:40 pmRSW - BOS
Nonstop3h 24mDelta
Deal found 7/30$137
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1611:50 amBDL - RSW
Nonstop3h 14mJetBlue
Wed 8/204:55 pmRSW - BDL
Nonstop2h 53mJetBlue
Deal found 7/29$137
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/167:15 pmBOS - RSW
Nonstop3h 33mJetBlue
Fri 9/197:00 amRSW - BOS
Nonstop3h 10mJetBlue
Deal found 7/30$143
This Orbitz deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2812:11 pmALB - RSW
1 stop4h 38mBreeze Airways
Thu 9/46:00 amRSW - ALB
1 stop6h 40mBreeze Airways
Deal found 7/31$152
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:37 pmBOS - RSW
1 stop6h 53mAmerican Airlines
Sat 11/14:56 pmRSW - BOS
1 stop6h 01mAmerican Airlines
Deal found 7/31$159
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/48:30 amBOS - RSW
1 stop11h 40mSouthwest
Sun 11/97:30 amRSW - BOS
1 stop10h 40mSouthwest
Deal found 7/29$180
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/284:55 pmORH - RSW
1 stop18h 52mAmerican Airlines
Tue 11/117:01 amRSW - ORH
1 stop8h 03mAmerican Airlines
Deal found 7/29$184
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/185:45 amBDL - RSW
1 stop5h 05mSouthwest
Fri 8/2212:05 pmRSW - BDL
1 stop7h 55mSouthwest
Deal found 7/30$192
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/135:30 amBDL - RSW
2 stops10h 13mAmerican Airlines
Wed 8/209:14 amRSW - BDL
1 stop5h 29mAmerican Airlines
Deal found 7/29$193
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/39:01 amBOS - RSW
1 stop12h 01mFrontier
Wed 8/135:37 pmRSW - BOS
1 stop14h 15mFrontier
Deal found 7/31$215
This FlightHub deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amBOS - RSW
1 stop12h 06mSpirit Airlines
Tue 11/117:11 pmRSW - BOS
1 stop28h 14mSpirit Airlines
Deal found 7/29$216

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Fort Myers that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Fort Myers that are best for you.

Fly from

Massachusetts

Fly to

Fort Myers

Route

Depart

Return

Price

HartfordFort Myers

BDL - RSW

BDLRSW

Hartford Bradley Intl

Sat 8/9

6:55 pm-10:21 pm

Nonstop3h 26m

Fort Myers SW Florida Intl

Mon 8/11

7:00 am-10:02 am

Nonstop3h 02m

$128

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Wed 9/3

6:35 pm-12:36 am

1 stop6h 01m

Fort Myers SW Florida Intl

Tue 9/9

12:40 pm-4:04 pm

Nonstop3h 24m

$137

HartfordFort Myers

BDL - RSW

BDLRSW

Hartford Bradley Intl

Sat 8/16

11:50 am-3:04 pm

Nonstop3h 14m

Fort Myers SW Florida Intl

Wed 8/20

4:55 pm-7:48 pm

Nonstop2h 53m

$137

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Tue 9/16

7:15 pm-10:48 pm

Nonstop3h 33m

Fort Myers SW Florida Intl

Fri 9/19

6:40 pm-9:51 pm

Nonstop3h 11m

$143

AlbanyFort Myers

ALB - RSW

ALBRSW

Albany Intl

Thu 8/28

12:11 pm-4:49 pm

1 stop4h 38m

Fort Myers SW Florida Intl

Thu 9/4

6:00 am-12:40 pm

1 stop6h 40m

$152

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Sat 10/25

4:37 pm-11:30 pm

1 stop6h 53m

Fort Myers SW Florida Intl

Sat 11/1

4:56 pm-10:57 pm

1 stop6h 01m

$159

HartfordFort Myers

BDL - RSW

BDLRSW

Hartford Bradley Intl

Thu 8/14

5:36 am-1:42 pm

1 stop8h 06m

Fort Myers SW Florida Intl

Tue 8/19

11:03 am-6:51 pm

2 stops7h 48m

$164

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Tue 11/4

8:30 am-8:10 pm

1 stop11h 40m

Fort Myers SW Florida Intl

Sun 11/9

7:30 am-6:10 pm

1 stop10h 40m

$180

WorcesterFort Myers

ORH - RSW

ORHRSW

Worcester

Tue 10/28

4:55 pm-11:47 am

1 stop18h 52m

Fort Myers SW Florida Intl

Tue 11/11

7:01 am-3:04 pm

1 stop8h 03m

$184

HartfordFort Myers

BDL - RSW

BDLRSW

Hartford Bradley Intl

Mon 8/18

5:45 am-10:50 am

1 stop5h 05m

Fort Myers SW Florida Intl

Fri 8/22

12:05 pm-8:00 pm

1 stop7h 55m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Fort Myers

What is the cheapest month to book a flight from Massachusetts to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $205). Flying from Massachusetts to Fort Myers in June is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to RSW?

Find hourly flight availability from Massachusetts to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Massachusetts to Fort Myers, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Massachusetts to Fort Myers

Explore weekly flight availability from Massachusetts to Fort Myers. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 31, 2025.

The most flights from USMA to RSW are scheduled on a Thursday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from Massachusetts to Fort Myers?

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Fort Myers. Reviews last updated July 31, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways from Massachusetts to Fort Myers have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Fort Myers from Massachusetts?

    Fort Myers SW Florida Intl (RSW) is the airport you will fly into if you book a flight from Massachusetts to Fort Myers. It is only a 10.0 mi journey from SW Florida Intl (RSW) to Fort Myers’s city center.

  • How popular is this Massachusetts to Fort Myers flight route?

    Within the past month, 31 users have taken a look at flights from Massachusetts to Fort Myers SW Florida Intl.

  • What are the cheapest airlines to fly from Massachusetts to Fort Myers one-way?

    $42 is the cheapest one-way deal found within the past few days, from Breeze Airways. You may also be able to find cheap deals on JetBlue and Southwest, with prices starting from $69 and $79, respectively.

  • What are the most popular routes from Massachusetts to Fort Myers?

    The most popular flight routes from Massachusetts to Fort Myers are Boston Logan Intl - Fort Myers SW Florida Intl, Hartford Bradley Intl - Fort Myers SW Florida Intl and Albany Intl - Fort Myers SW Florida Intl.

  • What are the most reliable airlines from Massachusetts to Fort Myers?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Massachusetts to Fort Myers on time: Delta (75%), JetBlue (73%), Hawaiian Airlines (73%).

  • What are the cheapest flights from Massachusetts to Fort Myers?

    While on average a flight from Massachusetts to Fort Myers is generally $284, our data shows the cheapest flight currently is $83. When looking at the most popular route, (Boston Logan Intl - Fort Myers SW Florida Intl), you can expect to pay $127 for that flight.

  • Can I find deals for flights from Massachusetts to Fort Myers that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Fort Myers?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Fort Myers.

  • Can I find deals for business class flights from Massachusetts to Fort Myers?

    Yes. Cheapflights offers flight deals from Massachusetts to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $205). Flying from Massachusetts to Fort Myers in June is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Alternative routes for Massachusetts to Fort Myers

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Top 8 airlines flying from Massachusetts to Fort Myers

Discover the top 8 airlines that operate flights from Massachusetts to Fort Myers. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$60Average$154FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$61Average$233FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$92Average$237FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$107Average$281FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$112Average$374FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$172Average$526FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$291FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$195Average$354FlexibilityNo cancel feeOn-time69%

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