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Massachusetts

$55+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
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 September 14, 2025.

Round-trip from

$121
(Southwest)

One-way from

$55
(Southwest)

Popular in

July

Cheapest in

January

Average price

$176
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. 17% potential increase in price ($41 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 September 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 September 14, 2025.

This Southwest deal was found by Cheapflights users on 9/12. 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.
Thu 11/612:15 pmRSW - BOS
1 stop6h 00mSouthwest
Mon 11/105:00 amBOS - RSW
1 stop5h 50mSouthwest
Deal found 9/12$121
This Southwest deal was found by Cheapflights users on 9/12. 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.
Wed 11/127:50 amRSW - BOS
1 stop9h 30mSouthwest
Sun 11/165:35 amBOS - RSW
1 stop5h 25mSouthwest
Deal found 9/12$126
This JetBlue deal was found by Cheapflights users on 9/13. 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 11/76:40 pmRSW - BOS
Nonstop3h 11mJetBlue
Mon 11/107:00 amBOS - RSW
Nonstop3h 42mJetBlue
Deal found 9/13$127
This CheapOair deal was found by Cheapflights users on 9/13. 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 10/112:14 pmRSW - BDL
Nonstop3h 02mBreeze Airways
Thu 10/307:05 amBDL - RSW
1 stop11h 37mBreeze Airways
Deal found 9/13$137
This Delta deal was found by Cheapflights users on 9/12. 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.
Sun 11/97:58 pmRSW - BOS
Nonstop3h 07mDelta
Sun 11/163:20 pmBOS - RSW
Nonstop3h 41mDelta
Deal found 9/12$137
This Southwest deal was found by Cheapflights users on 9/12. 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.
Thu 10/235:30 amRSW - BDL
1 stop6h 40mSouthwest
Tue 10/284:15 pmBDL - RSW
1 stop4h 45mSouthwest
Deal found 9/12$138
This Southwest deal was found by Cheapflights users on 9/12. 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.
Wed 11/194:40 pmRSW - BOS
1 stop5h 35mSouthwest
Thu 11/279:20 amBOS - RSW
1 stop8h 40mSouthwest
Deal found 9/12$141
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Thu 12/111:46 pmRSW - BDL
Nonstop2h 58mJetBlue
Tue 12/1610:50 amBDL - RSW
Nonstop3h 19mJetBlue
Deal found 9/13$147
This Delta deal was found by Cheapflights users on 9/12. 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 11/127:58 pmRSW - BOS
Nonstop3h 07mDelta
Sat 11/159:15 amBOS - RSW
1 stop5h 47mDelta
Deal found 9/12$147
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:31 pmRSW - BOS
1 stop13h 21mFrontier
Thu 10/210:53 amBOS - RSW
1 stop7h 36mFrontier
Deal found 9/13$150
This Southwest deal was found by Cheapflights users on 9/13. 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 10/216:05 amRSW - BOS
1 stop7h 15mSouthwest
Tue 10/285:00 amBOS - RSW
1 stop8h 00mSouthwest
Deal found 9/13$151
This CheapOair deal was found by Cheapflights users on 9/13. 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 11/1310:19 amRSW - BDL
Nonstop3h 02mBreeze Airways
Sun 11/167:05 amBDL - RSW
1 stop11h 37mBreeze Airways
Deal found 9/13$152

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 September 14, 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

Fri 11/7

6:40 pm-9:51 pm

Nonstop3h 11m

Boston Logan Intl

Mon 11/10

7:00 am-10:42 am

Nonstop3h 42m

$127

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 10/23

5:30 am-12:10 pm

1 stop6h 40m

Hartford Bradley Intl

Tue 10/28

4:15 pm-9:00 pm

1 stop4h 45m

$138

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sun 11/9

7:58 pm-11:05 pm

Nonstop3h 07m

Boston Logan Intl

Tue 11/11

7:24 am-11:09 am

Nonstop3h 45m

$147

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Fri 11/7

5:03 pm-7:53 pm

Nonstop2h 50m

Hartford Bradley Intl

Tue 11/11

9:34 am-12:55 pm

Nonstop3h 21m

$147

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Thu 12/11

1:46 pm-4:44 pm

Nonstop2h 58m

Hartford Bradley Intl

Tue 12/16

10:50 am-2:09 pm

Nonstop3h 19m

$147

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Tue 11/18

7:10 am-4:35 pm

2 stops9h 25m

Boston Logan Intl

Wed 11/19

5:30 am-12:10 pm

1 stop6h 40m

$156

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Fri 10/17

9:30 pm-9:45 am

1 stop12h 15m

Boston Logan Intl

Tue 10/21

5:00 am-1:00 pm

1 stop8h 00m

$156

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 11/19

5:35 am-10:38 am

1 stop5h 03m

Boston Logan Intl

Wed 11/19

3:20 pm-7:01 pm

Nonstop3h 41m

$157

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Wed 10/22

12:14 pm-3:16 pm

Nonstop3h 02m

Hartford Bradley Intl

Wed 10/29

8:00 am-11:34 am

Nonstop3h 34m

$163

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Tue 10/21

6:05 am-1:00 pm

1 stop6h 55m

Hartford Bradley Intl

Fri 10/24

5:00 pm-9:55 pm

1 stop4h 55m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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, 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 September 14, 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.

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 September 14, 2025.

The most flights from RSW to USMA are scheduled on a Sunday (22 on average). You will have fewer flight options on Wednesday, 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 September 14, 2025.
Read through reviews of airlines operating flights from Fort Myers to Massachusetts, such as Southwest, Delta, and American Airlines. 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
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,912 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,016 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, 16 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 07m. Fly via JetBlue, Southwest, or Delta 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 Southwest, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Breeze Airways and JetBlue, 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: Scandinavian Airlines (93%), EL AL (86%), Japan Airlines( 84%).

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

    On average you can expect to pay $260 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $73 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $101.

  • 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.

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 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$43Average$110FlexibilityNo cancel feeOn-time65%
DeltaCheapest$93Average$229FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$105Average$488FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$150Average$367FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$274FlexibilityNo cancel feeOn-time71%

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