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$43+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$126
(Kiwi.com)

One-way from

$43
(Breeze Airways)

Popular in

July

Cheapest in

January

Average price

$237
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. 14% potential increase in price ($31 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 July 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 July 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/247:05 amRSW - ALB
1 stop4h 26mBreeze Airways
Thu 8/2812:11 pmALB - RSW
1 stop4h 38mBreeze Airways
Deal found 7/30$126
This Breeze Airways deal was found by Cheapflights users on 7/30. 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.
Mon 8/187:00 amRSW - BDL
Nonstop3h 02mBreeze Airways
Sat 8/236:55 pmBDL - RSW
Nonstop3h 26mBreeze Airways
Deal found 7/30$128
This JetBlue deal was found by Cheapflights users on 7/29. 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 8/134:55 pmRSW - BDL
Nonstop2h 53mJetBlue
Wed 8/2011:50 amBDL - RSW
Nonstop3h 14mJetBlue
Deal found 7/29$137
This JetBlue deal was found by Cheapflights users on 7/30. 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 9/106:40 pmRSW - BOS
Nonstop3h 11mJetBlue
Sun 9/146:45 amBOS - RSW
Nonstop3h 36mJetBlue
Deal found 7/30$143
This Delta deal was found by Cheapflights users on 7/27. 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.
Thu 9/1111:00 amRSW - BOS
Nonstop3h 15mDelta
Tue 9/161:00 pmBOS - RSW
1 stop5h 22mDelta
Deal found 7/27$147
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:20 amRSW - BDL
1 stop7h 30mSouthwest
Mon 9/15:45 amBDL - RSW
1 stop5h 05mSouthwest
Deal found 7/28$157
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2711:03 amRSW - BDL
2 stops9h 17mAmerican Airlines
Mon 9/15:30 amBDL - RSW
1 stop5h 42mAmerican Airlines
Deal found 7/29$164
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 9/912:03 pmRSW - BOS
1 stop5h 02mAmerican Airlines
Tue 9/238:00 amBOS - RSW
2 stops7h 43mAmerican Airlines
Deal found 7/30$164
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Thu 8/214:44 pmRSW - BOS
1 stop5h 50mMultiple Airlines
Sun 8/2412:57 pmBOS - RSW
1 stop7h 06mMultiple Airlines
Deal found 7/28$204
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/224:44 pmRSW - BOS
1 stop5h 50mSpirit Airlines
Sat 8/306:30 amBOS - RSW
1 stop26h 08mSpirit Airlines
Deal found 7/30$216
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:00 amRSW - BOS
2 stops10h 34mUnited Airlines
Sun 8/319:30 amBOS - RSW
1 stop6h 27mUnited Airlines
Deal found 7/28$220
This Delta deal was found by Cheapflights users on 7/30. 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.
Tue 9/911:25 amRSW - ALB
1 stop6h 30mDelta
Tue 9/166:00 amALB - RSW
1 stop5h 26mDelta
Deal found 7/30$249

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 July 30, 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 MyersAlbany

RSW - ALB

RSWALB

Fort Myers SW Florida Intl

Sun 8/24

7:05 am-11:31 am

1 stop4h 26m

Albany Intl

Thu 8/28

12:11 pm-4:49 pm

1 stop4h 38m

$126

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Mon 8/18

7:00 am-10:02 am

Nonstop3h 02m

Hartford Bradley Intl

Sat 8/23

6:55 pm-10:21 pm

Nonstop3h 26m

$128

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Wed 8/13

4:55 pm-7:48 pm

Nonstop2h 53m

Hartford Bradley Intl

Wed 8/20

11:50 am-3:04 pm

Nonstop3h 14m

$137

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 9/10

6:40 pm-9:51 pm

Nonstop3h 11m

Boston Logan Intl

Sun 9/14

6:45 am-10:21 am

Nonstop3h 36m

$143

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 9/11

11:00 am-2:15 pm

Nonstop3h 15m

Boston Logan Intl

Tue 9/16

1:00 pm-6:22 pm

1 stop5h 22m

$147

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sat 8/30

7:20 am-2:50 pm

1 stop7h 30m

Hartford Bradley Intl

Mon 9/1

5:45 am-10:50 am

1 stop5h 05m

$157

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Wed 8/27

11:03 am-8:20 pm

2 stops9h 17m

Hartford Bradley Intl

Mon 9/1

5:30 am-11:12 am

1 stop5h 42m

$164

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Tue 9/9

12:03 pm-5:05 pm

1 stop5h 02m

Boston Logan Intl

Tue 9/23

8:00 am-3:43 pm

2 stops7h 43m

$164

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 8/14

1:45 pm-11:10 pm

2 stops9h 25m

Boston Logan Intl

Thu 8/21

9:30 am-3:57 pm

1 stop6h 27m

$192

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 8/21

4:44 pm-10:34 pm

1 stop5h 50m

Boston Logan Intl

Sun 8/24

12:57 pm-8:03 pm

1 stop7h 06m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 41 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, January is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $218). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $311). 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 July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Fort Myers to Massachusetts as you normally would.

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 July 30, 2025.
Read through reviews of airlines operating flights from Fort Myers to Massachusetts, such as Southwest, Delta, and Breeze Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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

  • 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 $43. 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: Etihad Airways (91%), Japan Airlines (85%), Scandinavian Airlines( 82%).

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

    On average you can expect to pay $1,487 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $93 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $127.

  • 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, January is the cheapest month in which you can book a flight from Fort Myers to Massachusetts (average of $218). Flying from Fort Myers to Massachusetts in July is currently the most expensive (average of $311). 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.

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Top 5 airlines flying from Fort Myers to Massachusetts

Discover the top 5 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$42Average$110FlexibilityNo cancel feeOn-time65%
DeltaCheapest$89Average$232FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$106Average$301FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$295FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$276Average$382FlexibilityNo cancel feeOn-time69%

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