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$63+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
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 May 6, 2026.

This Breeze Airways deal was found by Cheapflights users on 5/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:25 pm
RSW
-
ALB
Nonstop3h 03m
Breeze Airways
Wed 9/166:08 pm
ALB
-
RSW
Nonstop3h 34m
Breeze Airways
Deal found 5/1$98
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/32:11 pm
RSW
-
ALB
Nonstop3h 15m
Breeze Airways
Wed 6/106:06 pm
ALB
-
RSW
Nonstop3h 30m
Breeze Airways
Deal found 5/1$171
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:00 am
RSW
-
BDL
Nonstop3h 02m
Breeze Airways
Sun 5/176:00 am
BDL
-
RSW
Nonstop3h 20m
Breeze Airways
Deal found 5/1$175
This Mytrip deal was found by Cheapflights users on 5/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:10 am
RSW
-
BDL
Nonstop3h 02m
Breeze Airways
Tue 6/98:00 am
BDL
-
RSW
Nonstop3h 20m
Breeze Airways
Deal found 5/2$183
This Super.com deal was found by Cheapflights users on 5/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:00 am
RSW
-
BDL
Nonstop3h 02m
Breeze Airways
Sat 5/167:10 am
BDL
-
RSW
Nonstop3h 20m
Breeze Airways
Deal found 5/1$187
This Breeze Airways deal was found by Cheapflights users on 5/5. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:10 am
RSW
-
BDL
Nonstop3h 02m
Breeze Airways
Sun 6/76:00 am
BDL
-
RSW
Nonstop3h 20m
Breeze Airways
Deal found 5/5$188
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:40 pm
RSW
-
BDL
1 stop4h 20m
Southwest
Tue 6/92:35 pm
BDL
-
RSW
1 stop7h 15m
Southwest
Deal found 5/5$192
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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.
Wed 5/206:00 am
RSW
-
BOS
Nonstop3h 11m
JetBlue
Sun 5/2410:27 am
BOS
-
RSW
Nonstop3h 34m
JetBlue
Deal found 5/1$192
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:55 pm
RSW
-
BDL
1 stop5h 20m
Southwest
Fri 6/125:10 pm
BDL
-
RSW
1 stop5h 40m
Southwest
Deal found 5/5$197
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:40 pm
RSW
-
BOS
Nonstop3h 16m
Delta
Mon 5/257:30 am
BOS
-
RSW
Nonstop3h 31m
Delta
Deal found 5/1$197
This Gotogate deal was found by Cheapflights users on 5/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:11 pm
RSW
-
ALB
Nonstop3h 15m
Breeze Airways
Wed 8/196:06 pm
ALB
-
RSW
Nonstop3h 30m
Breeze Airways
Deal found 5/3$198
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:23 pm
RSW
-
BOS
Nonstop3h 18m
JetBlue
Tue 6/97:10 am
BOS
-
RSW
Nonstop3h 29m
JetBlue
Deal found 5/5$202

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 May 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$98
(Breeze Airways)

One-way from

$63
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$267
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. 4% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 6, 2026.
Use the filters below to find and compare flights from Fort Myers to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersAlbany

RSW - ALB

RSWALB

Fort Myers SW Florida Intl

Wed 9/9

2:25 pm-5:28 pm

Nonstop3h 03m

Albany Intl

Wed 9/16

6:08 pm-9:42 pm

Nonstop3h 34m

$108
Quickest round-trip

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Mon 6/1

3:28 pm-6:30 pm

Nonstop3h 02m

Hartford Bradley Intl

Sat 6/6

10:46 am-1:58 pm

Nonstop3h 12m

$197

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sat 6/6

6:20 am-11:30 am

1 stop5h 10m

Hartford Bradley Intl

Fri 6/12

5:10 pm-10:50 pm

1 stop5h 40m

$197

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 5/28

10:00 am-1:02 pm

Nonstop3h 02m

Hartford Bradley Intl

Thu 6/4

6:00 am-9:20 am

Nonstop3h 20m

$203

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Wed 6/3

7:00 am-6:52 pm

1 stop11h 52m

Hartford Bradley Intl

Tue 6/9

8:00 am-11:20 am

Nonstop3h 20m

$217

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sun 6/7

10:00 am-1:02 pm

Nonstop3h 02m

Hartford Bradley Intl

Sat 6/13

7:10 am-10:30 am

Nonstop3h 20m

$233

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Tue 9/29

12:09 pm-7:31 pm

1 stop7h 22m

Boston Logan Intl

Wed 10/7

5:45 am-11:07 am

1 stop5h 22m

$237

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Mon 8/17

4:38 pm-11:20 pm

1 stop6h 42m

Boston Logan Intl

Tue 8/25

5:45 am-10:57 am

1 stop5h 12m

$237

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Fri 8/21

4:38 pm-1:05 am

1 stop8h 27m

Boston Logan Intl

Mon 8/24

5:45 am-10:57 am

1 stop5h 12m

$237

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Tue 7/14

6:02 am-1:16 pm

1 stop7h 14m

Boston Logan Intl

Tue 7/21

5:45 am-2:44 pm

2 stops8h 59m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

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

The best time to book flights from Fort Myers to Massachusetts is 74 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, April is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $40). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $127). 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 May 6, 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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 46% 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 May 2, 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.

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 May 6, 2026.
Read through reviews of airlines operating flights from Fort Myers to Massachusetts, such as Delta,United Airlines, andAmerican 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
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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
8,458 reviews
Delta
7.9
Good
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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
9,684 reviews
Delta
7.9
Good
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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
7.1
Good
11,668 reviews
Delta
7.9
Good
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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
7.1
Good
2,978 reviews
Delta
7.9
Good
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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
8,638 reviews
Delta
7.9
Good
8,458 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

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 02m. Fly via Breeze Airways, JetBlue, or Southwest 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 Allegiant Air, with whom users have recently found tickets for as low as $38. However, be on the lookout for offers from Spirit Airlines and American Airlines, 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%), Etihad Airways (83%), Scandinavian Airlines( 82%).

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

    On average you can expect to pay $495 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $108 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $197.

  • 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, April is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $40). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $127). 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 May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$90Average$190FlexibilityNo cancel feeOn-time65%
DeltaCheapest$93Average$239FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$105Average$531FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$271FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$276FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$176Average$386FlexibilityNo cancel feeOn-time63%

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