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Fort Myers

$58+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RSW
Sep 5 — Sep 121
Sat 9/5
Sat 9/12
1 adult, Economy
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Cheap 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 August 6, 2026.

This Flysmarter deal was found by Cheapflights users on 8/1. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:40 am -
Nonstop3h 26m
Sat 9/128:20 pm -
Nonstop3h 15m
Deal found 8/1$176
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:40 am -
Nonstop3h 26m
Wed 9/98:20 pm -
Nonstop3h 15m
Deal found 8/1$177
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 9/57:10 am -
Nonstop3h 30m
Sat 9/1210:35 am -
Nonstop3h 19m
Deal found 8/3$179
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am -
Nonstop3h 20m
Tue 9/112:00 pm -
Nonstop3h 02m
Deal found 8/4$183
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:10 am -
Nonstop3h 20m
Wed 9/27:54 pm -
1 stop27h 21m
Deal found 8/1$184
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:57 am -
1 stop7h 36m
Wed 8/262:11 pm -
Nonstop3h 15m
Deal found 8/5$185
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:10 am -
Nonstop3h 20m
Mon 8/317:00 am -
1 stop5h 17m
Deal found 8/4$186
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:10 am -
Nonstop3h 20m
Thu 9/310:00 am -
Nonstop3h 02m
Deal found 8/1$188
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:39 pm -
1 stop8h 34m
Thu 9/1710:16 am -
Nonstop3h 04m
Deal found 8/3$189
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:15 am -
1 stop8h 51m
Tue 9/112:00 pm -
Nonstop3h 02m
Deal found 8/4$191
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/56:10 am -
1 stop7h 28m
Sat 9/52:53 pm -
1 stop7h 57m
Deal found 8/2$193
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:05 am -
Nonstop3h 36m
Sat 10/311:21 am -
Nonstop3h 04m
Deal found 8/1$193

Find 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 August 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$164
(Kiwi.com)

One-way from

$58
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$282
Provider with most accurate pricing for Boston Logan Intl-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Fort Myers SW Florida Intl flights.
Search Deals
From Massachusetts to Fort Myers SW Florida Intl
Search Deals
One-way flight from Massachusetts to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 August 6, 2026.
Use the filters below to find and compare flights from Massachusetts to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Sun 9/20

6:00 am-9:36 am

Nonstop3h 36m

Fort Myers SW Florida Intl

Sun 9/27

10:16 am-1:20 pm

Nonstop3h 04m

$183

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Thu 8/27

7:00 am-2:24 pm

1 stop7h 24m

Fort Myers SW Florida Intl

Tue 9/1

5:49 pm-11:51 pm

1 stop6h 02m

$227

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Tue 10/6

5:23 am-11:11 am

1 stop5h 48m

Fort Myers SW Florida Intl

Sun 10/11

5:30 am-10:19 am

1 stop4h 49m

$227

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Tue 9/22

5:30 am-11:23 am

1 stop5h 53m

Fort Myers SW Florida Intl

Tue 11/10

6:30 pm-11:59 pm

1 stop5h 29m

$227

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Wed 9/30

6:00 am-12:06 pm

1 stop6h 06m

Fort Myers SW Florida Intl

Wed 10/7

5:30 am-10:19 am

1 stop4h 49m

$227

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Sat 8/29

6:00 am-11:02 am

1 stop5h 02m

Fort Myers SW Florida Intl

Wed 9/2

12:27 pm-11:59 pm

2 stops11h 32m

$232

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Fri 10/30

6:00 am-11:29 am

1 stop5h 29m

Fort Myers SW Florida Intl

Fri 11/6

1:05 pm-11:59 pm

2 stops10h 54m

$232

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Tue 11/17

6:00 am-11:58 am

1 stop5h 58m

Fort Myers SW Florida Intl

Sun 12/6

5:30 am-10:46 am

1 stop5h 16m

$237

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Thu 1/14

7:05 pm-12:35 am

1 stop5h 30m

Fort Myers SW Florida Intl

Wed 1/20

5:35 am-10:46 am

1 stop5h 11m

$253

HartfordFort Myers

BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl

BDLRSW

Hartford Bradley Intl

Fri 8/21

6:00 am-2:36 pm

2 stops8h 36m

Fort Myers SW Florida Intl

Tue 8/25

12:27 pm-11:59 pm

2 stops11h 32m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $213). Flying from Massachusetts to Fort Myers in April is currently the most expensive (average of $382). 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 August 6, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 23% on flights from Massachusetts to Fort Myers by exploring options for tickets in the afternoon.

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 August 6, 2026.

The most flights from USMA to RSW are scheduled on a Tuesday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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

Airfare is below average for this route at the moment.
Massachusetts to Fort Myers flights typically cost between $201 and $347 in September.
The cheapest round-trip price found within the last 5 days was $176 on JetBlue (Sep 5-Sep 12).

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

To ensure you get the cheapest price possible for a flight from Massachusetts to Fort Myers, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Fort Myers. Price data was last updated on August 1, 2026.

Travelers seeking maximum savings on their Massachusetts to Fort Myers flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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, 74 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 36m. Breeze Airways provides one of the quickest options available for as low as $183. The distance from Massachusetts to Fort Myers is about 1181 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 Allegiant Air. You may also be able to find cheap deals on Breeze Airways and Frontier, with prices starting from $61 and $69, 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: KLM (100%), Korean Air (100%), Delta (98%).

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

    While on average a flight from Massachusetts to Fort Myers is generally $316, our data shows the cheapest flight currently is $118. When looking at the most popular route, (Boston Logan Intl - Fort Myers SW Florida Intl), you can expect to pay $187 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, September is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $213). Flying from Massachusetts to Fort Myers in April is currently the most expensive (average of $382). 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
North Fort Myers
Lehigh Acres
Sanibel

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Alternative routes for Massachusetts to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Massachusetts to Fort Myers

Discover the top 7 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 August 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$236FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$78Average$279FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$124Average$305FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$137Average$328FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$169Average$283FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$173Average$326FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$180Average$436FlexibilityNo cancel feeOn-time63%

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