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$68+ Cheap flights from Fort Myers (RSW) to Massachusetts

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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Fort Myers to Massachusetts

Cheapest flights from Fort Myers to Massachusetts
Explore the most affordable flight options available from Fort Myers to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/184:25 pm
RSW
-
BOS
1 stop8h 48m
Frontier
Mon 2/236:00 am
BOS
-
RSW
1 stop6h 01m
Frontier
Deal found 1/27$138
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Thu 2/2610:46 am
RSW
-
BOS
Nonstop3h 09m
Spirit Airlines
Fri 2/276:00 am
BOS
-
RSW
Nonstop3h 41m
Spirit Airlines
Deal found 1/27$140
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 2/1410:46 am
RSW
-
BOS
Nonstop3h 09m
Spirit Airlines
Thu 2/196:00 am
BOS
-
RSW
Nonstop3h 41m
Spirit Airlines
Deal found 1/27$141
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/271:02 pm
RSW
-
BOS
1 stop12h 11m
Multiple Airlines
Mon 3/26:00 am
BOS
-
RSW
Nonstop3h 41m
Multiple Airlines
Deal found 1/27$143
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:58 pm
RSW
-
BOS
Nonstop3h 11m
Multiple Airlines
Fri 3/273:00 pm
BOS
-
RSW
Nonstop3h 19m
Multiple Airlines
Deal found 1/27$144
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/610:46 am
RSW
-
BOS
Nonstop3h 09m
Multiple Airlines
Tue 3/1012:36 pm
BOS
-
RSW
1 stop29h 39m
Multiple Airlines
Deal found 1/26$148
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 4/107:24 pm
RSW
-
BOS
Nonstop3h 05m
Spirit Airlines
Tue 4/143:00 pm
BOS
-
RSW
Nonstop3h 19m
Spirit Airlines
Deal found 1/26$149
This JetBlue deal was found by Cheapflights users on 1/27. 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.
Fri 2/138:30 pm
RSW
-
BOS
Nonstop3h 07m
JetBlue
Sun 2/227:59 pm
BOS
-
RSW
Nonstop3h 36m
JetBlue
Deal found 1/27$152
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/710:46 am
RSW
-
BOS
Nonstop3h 09m
Multiple Airlines
Tue 3/1012:36 pm
BOS
-
RSW
1 stop29h 39m
Multiple Airlines
Deal found 1/26$153
This Priceline deal was found by Cheapflights users on 1/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1810:46 am
RSW
-
BOS
Nonstop3h 09m
Spirit Airlines
Fri 2/206:00 am
BOS
-
RSW
Nonstop3h 41m
Spirit Airlines
Deal found 1/27$154
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1810:46 am
RSW
-
BOS
Nonstop3h 09m
Spirit Airlines
Thu 2/196:00 am
BOS
-
RSW
Nonstop3h 41m
Spirit Airlines
Deal found 1/28$157
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Fri 4/172:21 pm
RSW
-
BOS
Nonstop3h 17m
Spirit Airlines
Tue 4/219:45 am
BOS
-
RSW
Nonstop3h 41m
Spirit Airlines
Deal found 1/27$160

Find flight deals from Fort Myers to Massachusetts

Keep the following information in mind while searching for Fort Myers to Massachusetts flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(Frontier)

One-way from

$68
(Kiwi.com)

Popular in

November

Cheapest in

March

Average price

$181
Provider with most accurate pricing for Fort Myers SW Florida Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Boston Logan Intl flights.
Search Deals
From Fort Myers SW Florida Intl to Massachusetts
Search Deals
One-way flight from Fort Myers SW Florida Intl to Massachusetts
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Massachusetts 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 January 28, 2026.
Use the filters below to find and compare flights from Fort Myers to Massachusetts that are best for you.

Fly from

Fort Myers

Fly to

Massachusetts

Route

Depart

Return

Price

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 4/2

7:36 pm-1:26 am

1 stop5h 50m

Boston Logan Intl

Mon 4/6

3:00 pm-6:19 pm

Nonstop3h 19m

$180

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sun 2/15

8:55 pm-11:59 pm

Nonstop3h 04m

Boston Logan Intl

Wed 2/18

11:00 am-6:24 pm

1 stop7h 24m

$182

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sun 2/15

7:30 am-2:24 pm

1 stop6h 54m

Boston Logan Intl

Mon 2/23

6:12 pm-9:51 pm

Nonstop3h 39m

$187

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sat 2/14

6:00 am-9:09 am

Nonstop3h 09m

Boston Logan Intl

Sat 2/21

6:15 pm-12:13 am

1 stop5h 58m

$200

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sat 2/14

6:40 pm-9:35 pm

Nonstop2h 55m

Hartford Bradley Intl

Tue 2/17

4:15 pm-7:35 pm

Nonstop3h 20m

$202

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sat 2/14

7:42 pm-12:25 am

1 stop4h 43m

Hartford Bradley Intl

Tue 2/17

8:45 am-4:01 pm

1 stop7h 16m

$207

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 3/5

10:21 am-1:19 pm

Nonstop2h 58m

Hartford Bradley Intl

Sun 3/8

6:05 am-9:41 am

Nonstop3h 36m

$207

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 3/26

7:57 pm-1:13 am

1 stop5h 16m

Boston Logan Intl

Mon 3/30

5:28 pm-12:36 am

1 stop7h 08m

$207

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 4/30

10:21 am-1:24 pm

Nonstop3h 03m

Hartford Bradley Intl

Sun 5/10

6:00 am-9:20 am

Nonstop3h 20m

$208

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Fri 2/13

4:42 pm-1:09 am

1 stop8h 27m

Boston Logan Intl

Fri 2/20

6:00 am-6:50 pm

1 stop12h 50m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Fort Myers 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 Fort Myers to Massachusetts

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

Currently, March is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $32). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $121). 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 RSW to MA?

Find hourly flight availability from Fort Myers to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 28, 2026.

One of the essential ways to save on airfare from Fort Myers to Massachusetts is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 41% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Massachusetts. Price data was last updated on January 24, 2026.

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

Weekly flight availability from Fort Myers to Massachusetts

Explore weekly flight availability from Fort Myers to Massachusetts. 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 January 28, 2026.

The most flights from RSW to USMA are scheduled on a Wednesday (27 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated January 28, 2026.
Read through reviews of airlines operating flights from Fort Myers to Massachusetts, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,120 reviews
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,206 reviews
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,198 reviews
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,889 reviews
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,384 reviews
Delta
7.9
Good
8,120 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Massachusetts. 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 from for flights from Fort Myers to Massachusetts?

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

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

    Within the past month, 21 users have taken a look at flights from Fort Myers SW Florida Intl to Massachusetts.

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

    There are many flights that can get you from Fort Myers to Massachusetts in 3h 04m. Fly via Delta, JetBlue, or American Airlines to get the fastest option. The distance between Fort Myers and Massachusetts 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 Fort Myers to Massachusetts one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $32. However, be on the lookout for offers from Allegiant Air and Breeze Airways, as they are both options that can get you from Fort Myers to Massachusetts for a low price.

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

    When deciding which route to take from Fort Myers to Massachusetts consider Fort Myers SW Florida Intl - Boston Logan Intl, Fort Myers SW Florida Intl - Hartford Bradley Intl or Fort Myers SW Florida Intl - Albany Intl as they are the most popular.

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

    Before booking your flight to Massachusetts from Fort Myers, check out the most reliable airlines to get you to your destination on time: Japan Airlines (91%), Qatar Airways (87%), Air France( 81%).

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

    On average you can expect to pay $459 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $68 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $100.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Massachusetts 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 Fort Myers to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $32). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $121). 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

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Alternative routes for Fort Myers to Massachusetts

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

Discover the top 7 airlines that operate flights from Fort Myers to Massachusetts. 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$32Average$127FlexibilityNo cancel feeOn-time65%
DeltaCheapest$93Average$220FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$101Average$189FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$105Average$382FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$150Average$362FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$236FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$182Average$291FlexibilityNo cancel feeOn-time69%

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