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$65+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$137
(Delta)

One-way from

$65
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$242
Provider with most accurate pricing for Fort Myers SW Florida Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Boston Logan Intl flights.
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From Fort Myers SW Florida Intl to Massachusetts
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One-way flight from Fort Myers SW Florida Intl to Massachusetts
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Highest demand for flights based on searches. 3% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:58 pmRSW - BOS
Nonstop3h 07mDelta
Tue 11/187:24 amBOS - RSW
Nonstop3h 45mDelta
Deal found 10/27$137
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:49 pmRSW - BOS
1 stop5h 41mDelta
Sun 11/167:24 amBOS - RSW
Nonstop3h 45mDelta
Deal found 10/27$147
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:04 pmRSW - BDL
Nonstop2h 57mJetBlue
Wed 11/199:34 amBDL - RSW
Nonstop3h 21mJetBlue
Deal found 10/26$157
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:58 pmRSW - BOS
Nonstop3h 07mDelta
Sat 11/153:20 pmBOS - RSW
Nonstop3h 41mDelta
Deal found 10/29$157
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:57 pmRSW - BOS
1 stop7h 23mAmerican Airlines
Sun 11/168:00 amBOS - RSW
1 stop6h 22mAmerican Airlines
Deal found 10/27$159
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Wed 12/2411:40 amRSW - BOS
Nonstop3h 09mJetBlue
Wed 12/312:55 pmBOS - RSW
1 stop9h 28mJetBlue
Deal found 10/29$162
This Breeze Airways deal was found by Cheapflights users on 10/29. 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.
Thu 12/410:15 amRSW - BDL
Nonstop3h 01mBreeze Airways
Mon 12/81:35 pmBDL - RSW
1 stop9h 49mBreeze Airways
Deal found 10/29$166
This JetBlue deal was found by Cheapflights users on 10/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:10 pmRSW - BOS
1 stop4h 57mJetBlue
Wed 12/177:25 pmBOS - RSW
Nonstop3h 37mJetBlue
Deal found 10/28$166
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:04 pmRSW - BDL
Nonstop2h 57mJetBlue
Sun 11/167:05 amBDL - RSW
1 stop7h 05mJetBlue
Deal found 10/26$167
This JetBlue deal was found by Cheapflights users on 10/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:40 pmRSW - BOS
Nonstop3h 11mJetBlue
Sun 1/1810:05 amBOS - RSW
1 stop8h 25mJetBlue
Deal found 10/28$168
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Wed 12/247:00 amRSW - BOS
Nonstop3h 06mJetBlue
Fri 1/22:55 pmBOS - RSW
1 stop9h 28mJetBlue
Deal found 10/29$170
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/174:12 pmRSW - BOS
1 stop5h 14mDelta
Tue 1/137:00 amBOS - RSW
Nonstop3h 52mDelta
Deal found 10/28$172

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 October 29, 2025.
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

Tue 12/16

6:40 pm-9:51 pm

Nonstop3h 11m

Boston Logan Intl

Mon 1/12

7:00 am-10:40 am

Nonstop3h 40m

$162

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 12/24

11:40 am-2:49 pm

Nonstop3h 09m

Boston Logan Intl

Wed 12/31

2:55 pm-12:23 am

1 stop9h 28m

$162

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 12/24

10:40 am-1:47 pm

Nonstop3h 07m

Boston Logan Intl

Thu 1/1

2:55 pm-12:23 am

1 stop9h 28m

$162

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 12/4

10:15 am-1:16 pm

Nonstop3h 01m

Hartford Bradley Intl

Mon 12/8

1:35 pm-11:24 pm

1 stop9h 49m

$166

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 12/11

6:58 am-2:27 pm

1 stop7h 29m

Boston Logan Intl

Sat 12/13

3:29 pm-7:04 pm

Nonstop3h 35m

$167

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 11/13

7:49 pm-1:30 am

1 stop5h 41m

Boston Logan Intl

Sat 11/15

3:20 pm-7:01 pm

Nonstop3h 41m

$167

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 12/24

4:30 pm-7:44 pm

Nonstop3h 14m

Boston Logan Intl

Sun 1/4

5:05 pm-12:23 am

1 stop7h 18m

$170

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 12/24

7:00 am-10:06 am

Nonstop3h 06m

Boston Logan Intl

Fri 1/2

2:55 pm-12:23 am

1 stop9h 28m

$170

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 12/4

6:40 pm-9:51 pm

Nonstop3h 11m

Boston Logan Intl

Mon 12/8

8:30 am-2:19 pm

1 stop5h 49m

$176

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 12/11

5:35 pm-10:15 pm

1 stop4h 40m

Boston Logan Intl

Sat 12/13

12:35 pm-9:15 pm

1 stop8h 40m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October 29, 2025.

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 morning tend to be the most expensive. A flight at noon could potentially save you up to 52% 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 December 16, 2024.

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

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

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 October 29, 2025.
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
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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
7,992 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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
8,999 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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
11,032 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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
2,907 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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
8,114 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

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, 19 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 01m. Fly via JetBlue, Breeze Airways, or Delta to get the fastest option. The distance between Fort Myers and Massachusetts 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 Fort Myers to Massachusetts one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from JetBlue and Southwest, 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 (92%), Air France (82%), Etihad Airways( 78%).

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

    On average you can expect to pay $229 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $78 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $142.

  • 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 6 airlines flying from Fort Myers to Massachusetts

Discover the top 6 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$43Average$113FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$105Average$432FlexibilityNo cancel feeOn-time62%
DeltaCheapest$107Average$226FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$150Average$362FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$236FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$291FlexibilityNo cancel feeOn-time69%

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