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$70+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$99
(CheapOair)

One-way from

$70
(CheapOair)

Popular in

July

Cheapest in

March

Average price

$230
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. 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 ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:00 amRSW - BDL
Nonstop3h 02mBreeze Airways
Fri 6/610:42 amBDL - RSW
Nonstop3h 24mBreeze Airways
Deal found 4/30$99
This Expedia deal was found by Cheapflights users on 4/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/317:00 amRSW - BDL
Nonstop3h 04mMultiple Airlines
Sun 8/109:15 amBDL - RSW
1 stop9h 45mMultiple Airlines
Deal found 4/30$142
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Thu 5/159:10 pmRSW - BOS
Nonstop3h 12mJetBlue
Sun 5/187:00 amBOS - RSW
Nonstop3h 37mJetBlue
Deal found 4/29$159
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 5/195:21 pmRSW - BDL
1 stop7h 31mAmerican Airlines
Wed 5/285:06 amBDL - RSW
1 stop5h 35mAmerican Airlines
Deal found 4/30$161
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Fri 5/233:40 pmRSW - BDL
Nonstop3h 00mJetBlue
Wed 5/2811:25 amBDL - RSW
Nonstop3h 16mJetBlue
Deal found 4/30$164
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 5/188:17 pmRSW - BOS
Nonstop3h 12mDelta
Tue 5/207:30 amBOS - RSW
Nonstop3h 31mDelta
Deal found 4/29$177
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/83:30 pmRSW - BOS
1 stop7h 45mSouthwest
Tue 5/136:05 amBOS - RSW
1 stop5h 25mSouthwest
Deal found 4/29$179
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:55 pmRSW - BDL
1 stop12h 15mSpirit Airlines
Wed 10/299:15 amBDL - RSW
1 stop9h 45mSpirit Airlines
Deal found 4/30$180
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/241:44 pmRSW - BOS
1 stop7h 54mAmerican Airlines
Mon 5/265:00 amBOS - RSW
1 stop5h 47mAmerican Airlines
Deal found 4/30$198
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:30 amRSW - BOS
1 stop6h 33mUnited Airlines
Tue 5/132:49 pmBOS - RSW
2 stops8h 58mUnited Airlines
Deal found 4/29$202
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/168:09 pmRSW - BOS
1 stop12h 30mSpirit Airlines
Wed 6/189:44 amBOS - RSW
1 stop9h 20mSpirit Airlines
Deal found 4/28$209
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/132:40 pmRSW - BDL
2 stops8h 35mSouthwest
Sat 5/172:55 pmBDL - RSW
1 stop7h 00mSouthwest
Deal found 4/30$214

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 1, 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 MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Fri 5/30

7:00 am-10:02 am

Nonstop3h 02m

Hartford Bradley Intl

Fri 6/6

10:42 am-2:06 pm

Nonstop3h 24m

$99

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Sat 5/31

7:00 am-10:04 am

Nonstop3h 04m

Hartford Bradley Intl

Sun 8/10

9:15 am-7:00 pm

1 stop9h 45m

$142

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Thu 5/15

9:10 pm-12:22 am

Nonstop3h 12m

Boston Logan Intl

Mon 5/19

7:00 am-10:37 am

Nonstop3h 37m

$159

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Mon 5/19

5:21 pm-12:52 am

1 stop7h 31m

Hartford Bradley Intl

Wed 5/28

5:06 am-10:41 am

1 stop5h 35m

$161

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Fri 5/23

3:40 pm-6:40 pm

Nonstop3h 00m

Hartford Bradley Intl

Wed 5/28

11:25 am-2:41 pm

Nonstop3h 16m

$164

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sun 5/18

8:17 pm-11:29 pm

Nonstop3h 12m

Boston Logan Intl

Tue 5/20

7:30 am-11:01 am

Nonstop3h 31m

$177

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Wed 5/14

8:05 am-2:30 pm

1 stop6h 25m

Boston Logan Intl

Sat 5/17

5:15 am-10:45 am

1 stop5h 30m

$179

Fort MyersHartford

RSW - BDL

RSWBDL

Fort Myers SW Florida Intl

Wed 10/22

7:55 pm-8:10 am

1 stop12h 15m

Hartford Bradley Intl

Wed 10/29

9:15 am-7:00 pm

1 stop9h 45m

$180

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Sat 5/24

1:44 pm-9:38 pm

1 stop7h 54m

Boston Logan Intl

Wed 6/4

10:46 am-4:24 pm

1 stop5h 38m

$198

Fort MyersBoston

RSW - BOS

RSWBOS

Fort Myers SW Florida Intl

Mon 5/12

10:34 am-5:21 pm

1 stop6h 47m

Boston Logan Intl

Tue 5/13

2:49 pm-11:47 pm

2 stops8h 58m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 49 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 $310). 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 1, 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 May 1, 2025.

The most flights from RSW to USMA are scheduled on a Wednesday (34 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 1, 2025.
To help decide which airline to fly from Fort Myers to Massachusetts, see what other customers have to say about Breeze Airways, Alaska Airlines and Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,972 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,294 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Avelo Airlines
7.5
Good
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Crew

8.8

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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, 8 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 $70. However, be on the lookout for offers from Southwest and Delta, 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: American Airlines (100%), Korean Air (100%), Japan Airlines( 92%).

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

    On average you can expect to pay $234 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $79 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $159.

  • 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 $310). 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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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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$44Average$114FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$83Average$198FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$100Average$307FlexibilityNo cancel feeOn-time62%
DeltaCheapest$101Average$244FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$301FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$251Average$350FlexibilityNo cancel feeOn-time69%

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