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$55+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RSW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$109
(Southwest)

One-way from

$55
(Southwest)

Popular in

April

Cheapest in

September

Average price

$157
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 ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 11/198:55 amBDL - RSW
1 stop8h 05mSouthwest
Wed 12/35:35 pmRSW - BDL
1 stop4h 30mSouthwest
Deal found 9/10$109
This Southwest deal was found by Cheapflights users on 9/11. 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.
Wed 12/38:30 amBOS - RSW
1 stop11h 40mSouthwest
Wed 12/104:40 pmRSW - BOS
1 stop5h 35mSouthwest
Deal found 9/11$114
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/294:15 pmBDL - RSW
1 stop4h 45mSouthwest
Wed 11/58:00 amRSW - BDL
1 stop6h 55mSouthwest
Deal found 9/10$121
This Southwest deal was found by Cheapflights users on 9/10. 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 10/75:30 amBOS - RSW
1 stop5h 25mSouthwest
Tue 10/214:40 pmRSW - BOS
1 stop6h 00mSouthwest
Deal found 9/10$126
This JetBlue deal was found by Cheapflights users on 9/11. 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 11/47:10 amBOS - RSW
Nonstop3h 42mJetBlue
Sun 11/162:50 pmRSW - BOS
Nonstop3h 09mJetBlue
Deal found 9/11$127
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 10/254:40 pmBDL - RSW
1 stop4h 55mSouthwest
Sat 11/17:10 amRSW - BDL
1 stop8h 40mSouthwest
Deal found 9/9$135
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/23:50 pmBOS - RSW
1 stop6h 40mSouthwest
Mon 10/67:20 pmRSW - BOS
1 stop4h 35mSouthwest
Deal found 9/9$136
This Delta deal was found by Cheapflights users on 9/11. 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.
Sun 11/97:24 amBOS - RSW
Nonstop3h 45mDelta
Thu 11/137:58 pmRSW - BOS
Nonstop3h 07mDelta
Deal found 9/11$137
This Southwest deal was found by Cheapflights users on 9/11. 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 9/305:20 amBOS - RSW
1 stop11h 30mSouthwest
Tue 10/74:40 pmRSW - BOS
1 stop6h 00mSouthwest
Deal found 9/11$140
This Southwest deal was found by Cheapflights users on 9/11. 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 11/185:30 amBOS - RSW
1 stop6h 40mSouthwest
Thu 11/2710:40 amRSW - BOS
1 stop6h 10mSouthwest
Deal found 9/11$141
This Delta deal was found by Cheapflights users on 9/9. 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.
Mon 11/107:24 amBOS - RSW
Nonstop3h 45mDelta
Sat 11/157:58 pmRSW - BOS
Nonstop3h 07mDelta
Deal found 9/9$142
This Breeze Airways deal was found by Cheapflights users on 9/11. 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.
Sun 11/97:05 amBDL - RSW
Nonstop3h 34mBreeze Airways
Thu 11/1310:19 amRSW - BDL
Nonstop3h 02mBreeze Airways
Deal found 9/11$143

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 September 11, 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

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Sun 11/9

5:35 am-11:00 am

1 stop5h 25m

Fort Myers SW Florida Intl

Thu 11/13

4:10 pm-10:55 pm

1 stop6h 45m

$136

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Fri 10/17

7:30 am-11:02 am

Nonstop3h 32m

Fort Myers SW Florida Intl

Tue 10/21

11:13 am-2:27 pm

Nonstop3h 14m

$137

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

$137

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Tue 11/18

5:30 am-12:10 pm

1 stop6h 40m

Fort Myers SW Florida Intl

Thu 11/27

10:40 am-4:50 pm

1 stop6h 10m

$141

BostonFort Myers

BOS - RSW

BOSRSW

Boston Logan Intl

Wed 10/29

7:30 am-11:02 am

Nonstop3h 32m

Fort Myers SW Florida Intl

Wed 11/5

8:00 am-4:32 pm

1 stop8h 32m

$147

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

7:15 am-3:02 pm

1 stop7h 47m

$154

WorcesterFort Myers

ORH - RSW

ORHRSW

Worcester

Sat 11/8

3:27 pm-11:59 pm

1 stop8h 32m

Fort Myers SW Florida Intl

Mon 11/17

5:34 pm-3:02 pm

1 stop21h 28m

$154

WorcesterFort Myers

ORH - RSW

ORHRSW

Worcester

Mon 11/3

3:27 pm-11:59 pm

1 stop8h 32m

Fort Myers SW Florida Intl

Fri 11/7

5:34 pm-3:02 pm

1 stop21h 28m

$154

WorcesterFort Myers

ORH - RSW

ORHRSW

Worcester

Wed 12/10

3:30 pm-6:30 pm

2 stops27h 00m

Fort Myers SW Florida Intl

Mon 12/15

7:00 am-3:02 pm

1 stop8h 02m

$164

HartfordFort Myers

BDL - RSW

BDLRSW

Hartford Bradley Intl

Mon 11/10

9:22 am-12:43 pm

Nonstop3h 21m

Fort Myers SW Florida Intl

Wed 11/12

1:14 pm-4:12 pm

Nonstop2h 58m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 September 11, 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 September 11, 2025.

The most flights from USMA to RSW are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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, 37 users have taken a look at flights from Massachusetts to Fort Myers SW Florida Intl.

  • How long is the flight from Massachusetts to Fort Myers?

    A quick flight from Massachusetts to Fort Myers can take about 3h 32m. Southwest provides one of the quickest options available for as low as $137. The distance from Massachusetts to Fort Myers is about 1250 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $57 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 $81, 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 (76%), Icelandair (75%), TAP AIR PORTUGAL (72%).

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

    While on average a flight from Massachusetts to Fort Myers is generally $485, 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 $101 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$59Average$155FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$61Average$177FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$97Average$243FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$108Average$286FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$112Average$374FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$172Average$526FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$330FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$195Average$351FlexibilityNo cancel feeOn-time69%

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