Massachusetts

$175+ Cheap flights from Fort Myers (RSW) to Massachusetts

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

Cheapest flights from Fort Myers to Massachusetts

Fri 12/47:50 pm -
Nonstop3h 09m
Mon 12/77:20 am -
Nonstop3h 49m
Deal found 11/2$219
Sat 11/76:00 am -
Nonstop3h 09m
Mon 11/910:59 am -
Nonstop3h 36m
Deal found 11/1$231
Fri 12/1110:00 am -
1 stop4h 30m
Mon 12/145:10 am -
1 stop8h 50m
Deal found 11/3$234
Thu 12/37:15 am -
1 stop6h 09m
Thu 12/1012:00 pm -
1 stop7h 57m
Deal found 11/3$239
Sat 12/127:15 am -
1 stop6h 09m
Mon 12/145:45 am -
2 stops8h 35m
Deal found 11/2$244
Thu 12/37:50 pm -
Nonstop3h 09m
Thu 12/1010:10 am -
1 stop6h 43m
Deal found 11/3$249
Sat 11/78:25 pm -
Nonstop3h 14m
Tue 11/108:19 pm -
Nonstop3h 40m
Deal found 11/1$251
Sat 11/73:30 pm -
Nonstop3h 48m
Wed 11/1110:59 am -
Nonstop3h 36m
Deal found 11/1$257
Thu 12/36:27 pm -
1 stop6h 43m
Tue 12/85:27 am -
1 stop6h 05m
Deal found 11/4$259
Thu 12/38:05 am -
1 stop5h 19m
Tue 12/82:36 pm -
2 stops8h 54m
Deal found 11/4$264
Mon 12/77:00 am -
1 stop5h 33m
Fri 12/113:15 pm -
Nonstop3h 38m
Deal found 11/2$269
Tue 12/228:28 pm -
1 stop22h 10m
Tue 12/297:03 pm -
2 stops23h 39m
Deal found 11/1$378

Find flight deals from Fort Myers to Massachusetts

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(Delta)

One-way from

$175
(United Airlines)

Popular in

October

Cheapest in

January

Average price

$383
Provider with most accurate pricing for Fort Myers SW Florida Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Boston Logan Intl flights.
From Fort Myers SW Florida Intl to Massachusetts
One-way flight from Fort Myers SW Florida Intl to Massachusetts
Highest demand for flights based on searches. 16% potential increase in price ($64 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 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 Fort Myers to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Fri 12/18

3:52 pm-11:47 pm

1 stop7h 55m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$202

Fort MyersWorcester

RSW Fort Myers SW Florida Intl - ORH Worcester

RSWORH

Fort Myers SW Florida Intl

Thu 1/14

7:46 am-3:47 pm

2 stops8h 01m

Worcester

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$214

Fort MyersWorcester

RSW Fort Myers SW Florida Intl - ORH Worcester

RSWORH

Fort Myers SW Florida Intl

Thu 1/14

5:33 am-3:49 pm

2 stops10h 16m

Worcester

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$214

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Tue 1/5

6:30 am-1:48 pm

1 stop7h 18m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$219

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Thu 1/7

3:44 pm-6:54 pm

Nonstop3h 10m

Boston Logan Intl

Mon 1/11

7:00 am-11:00 am

Nonstop4h 00m

$219

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Sat 12/26

6:00 am-12:04 pm

1 stop6h 04m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$225

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Thu 12/10

7:50 pm-10:59 pm

Nonstop3h 09m

Boston Logan Intl

Mon 12/14

6:25 am-1:36 pm

1 stop7h 11m

$229

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Fri 12/11

1:02 pm-7:01 pm

1 stop5h 59m

Boston Logan Intl

Tue 12/15

7:20 am-11:09 am

Nonstop3h 49m

$229
Quickest round-trip

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Sun 4/11

7:00 am-10:12 am

Nonstop3h 12m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$234

Fort MyersBoston

RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl

RSWBOS

Fort Myers SW Florida Intl

Wed 11/25

7:05 am-2:20 pm

2 stops7h 15m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 39 resultsSorted by cheapest first
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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

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 $208). Flying from Fort Myers to Massachusetts in October is currently the most expensive (average of $403). 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?

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 28% on airfare.

Weekly flight availability from Fort Myers to Massachusetts

The most flights from RSW to USMA are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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

Airfare is below average for this route at the moment.
Fort Myers to Massachusetts flights typically cost between $288 and $451 in January.
The cheapest round-trip price found within the last 5 days was $219 on Delta (Jan 7-Jan 12).

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 75 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 day to fly from Fort Myers to Massachusetts?

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. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Massachusetts

Read through reviews of airlines operating flights from Fort Myers to Massachusetts, such as Southwest,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Related info for your journey

  • 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?

  • 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 10m. Fly via Delta or American Airlines 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 American Airlines, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from Allegiant Air and Frontier, 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?

  • 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 (93%), Etihad Airways (86%), Delta( 85%).

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

    On average you can expect to pay $1,027 for a flight from Fort Myers to Massachusetts. The cheapest flight overall is $211 while the most popular route, (Fort Myers SW Florida Intl - Boston Logan Intl) is currently priced at $219.

  • 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 $208). Flying from Fort Myers to Massachusetts in October is currently the most expensive (average of $403). 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

Top 5 airlines flying from Fort Myers to Massachusetts

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$312FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$154Average$569FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$163Average$307FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$315FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$307FlexibilityNo cancel feeOn-time63%

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