Fort Myers

$169+ Cheap flights from Massachusetts to Fort Myers (RSW)

BOS — RSW
Dec 4 — Dec 111
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Cheap flight deals from Massachusetts to Fort Myers

Cheapest flights from Massachusetts to Fort Myers

Sat 12/54:10 pm -
1 stop8h 32m
Sat 12/125:20 am -
1 stop7h 13m
Deal found 11/4$239
Fri 12/411:00 am -
1 stop5h 36m
Tue 12/81:25 pm -
2 stops8h 34m
Deal found 11/3$244
Thu 12/35:45 pm -
1 stop6h 57m
Tue 12/87:50 pm -
Nonstop3h 09m
Deal found 11/3$249
Mon 12/72:36 pm -
2 stops8h 54m
Sat 12/127:15 am -
1 stop5h 12m
Deal found 11/2$257
Fri 12/45:45 pm -
1 stop6h 57m
Tue 12/87:00 am -
1 stop5h 33m
Deal found 11/3$259
Wed 12/25:45 am -
1 stop5h 44m
Wed 12/93:26 pm -
2 stops8h 33m
Deal found 11/4$264
Wed 11/47:30 am -
Nonstop3h 40m
Sat 11/73:30 pm -
Nonstop3h 48m
Deal found 11/3$266
Fri 12/113:15 pm -
Nonstop3h 38m
Mon 12/147:59 pm -
1 stop5h 11m
Deal found 11/3$269
Sun 12/611:00 am -
1 stop5h 36m
Thu 12/101:25 pm -
2 stops8h 34m
Deal found 10/30$275
Fri 12/46:20 am -
1 stop5h 37m
Sun 12/65:20 am -
1 stop5h 41m
Deal found 11/3$279
Thu 12/35:45 am -
1 stop5h 44m
Tue 12/83:26 pm -
2 stops8h 33m
Deal found 11/3$281
Fri 12/43:30 pm -
1 stop5h 40m
Sun 12/136:10 am -
2 stops9h 30m
Deal found 10/31$284

Find flight deals from Massachusetts to Fort Myers

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Delta)

One-way from

$169
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$391
Provider with most accurate pricing for Boston Logan Intl-Fort Myers SW Florida Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Fort Myers SW Florida Intl flights.
From Massachusetts to Fort Myers SW Florida Intl
One-way flight from Massachusetts to Fort Myers SW Florida Intl
Highest demand for flights based on searches. 11% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Massachusetts to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Sat 12/5

5:45 am-4:54 pm

2 stops11h 09m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$180

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Mon 2/1

6:00 am-10:29 pm

3 stops16h 29m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$185

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Mon 1/4

5:10 pm-10:40 pm

1 stop5h 30m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$209

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Tue 12/1

2:25 pm-10:00 pm

2 stops7h 35m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$228
Quickest round-trip

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Tue 12/1

3:15 pm-6:53 pm

Nonstop3h 38m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$234

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Thu 1/28

11:20 am-3:14 pm

Nonstop3h 54m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$234

WorcesterFort Myers

ORH Worcester - RSW Fort Myers SW Florida Intl

ORHRSW

Worcester

Thu 1/21

4:12 pm-11:40 pm

1 stop7h 28m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$235

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Thu 12/31

1:20 pm-10:00 pm

2 stops8h 40m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$239

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Mon 1/25

7:00 am-11:00 am

Nonstop4h 00m

Fort Myers SW Florida Intl

Sun 1/31

8:50 pm-11:58 pm

Nonstop3h 08m

$239

BostonFort Myers

BOS Boston Logan Intl - RSW Fort Myers SW Florida Intl

BOSRSW

Boston Logan Intl

Sun 1/10

11:20 am-3:14 pm

Nonstop3h 54m

Fort Myers SW Florida Intl

Sun 1/24

3:44 pm-6:54 pm

Nonstop3h 10m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 47 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Massachusetts with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Fort Myers

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

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $273). Flying from Massachusetts to Fort Myers in October is currently the most expensive (average of $428). 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 MA to RSW?

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Massachusetts to Fort Myers by exploring options for tickets in the afternoon.

Weekly flight availability from Massachusetts to Fort Myers

The most flights from USMA to RSW are scheduled on a Monday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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

Airfare is below average for this route at the moment.
Massachusetts to Fort Myers flights typically cost between $287 and $542 in December.
The cheapest round-trip price found within the last 5 days was $239 on Delta (Dec 5-Dec 11).

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

To ensure you get the cheapest price possible for a flight from Massachusetts to Fort Myers, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Massachusetts to Fort Myers?

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

Related info for your journey

  • What airport do you fly into for flights to Fort Myers from Massachusetts?

    Fort Myers SW Florida Intl (RSW) is the airport you will fly into if you book a flight from Massachusetts to Fort Myers. It is only a 10.0 mi journey from SW Florida Intl (RSW) to Fort Myers’s city center.

  • How popular is this Massachusetts to Fort Myers flight route?

  • How long is the flight from Massachusetts to Fort Myers?

    A quick flight from Massachusetts to Fort Myers can take about 3h 30m. Delta provides one of the quickest options available for as low as $384. The distance from Massachusetts to Fort Myers is about 1221 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 Massachusetts to Fort Myers one-way?

    $57 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Breeze Airways and Frontier, with prices starting from $61 and $69, respectively.

  • What are the most popular routes from Massachusetts to Fort Myers?

  • What are the most reliable airlines from Massachusetts to Fort Myers?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Massachusetts to Fort Myers on time: Korean Air (100%), Icelandair (98%), Delta (93%).

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

    While on average a flight from Massachusetts to Fort Myers is generally $726, our data shows the cheapest flight currently is $213. When looking at the most popular route, (Boston Logan Intl - Fort Myers SW Florida Intl), you can expect to pay $219 for that flight.

  • Can I find deals for flights from Massachusetts to Fort Myers that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Fort Myers?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Fort Myers.

  • Can I find deals for business class flights from Massachusetts to Fort Myers?

    Yes. Cheapflights offers flight deals from Massachusetts to Fort Myers 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 Massachusetts to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Fort Myers (average of $273). Flying from Massachusetts to Fort Myers in October is currently the most expensive (average of $428). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
North Fort Myers
Estero
Lehigh Acres
Sanibel

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Alternative routes for Massachusetts to Fort Myers

Top 8 airlines flying from Massachusetts to Fort Myers

AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$291FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$90Average$236FlexibilityNo cancel feeOn-time62%
DeltaCheapest$137Average$351FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$150Average$363FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$183Average$328FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$198Average$439FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$205Average$353FlexibilityNo cancel feeOn-time69%
Allegiant AirCheapest$214Average$372FlexibilityNo cancel feeOn-time88%

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