$139+ Cheap flights from Fort Myers (RSW) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers to Massachusetts with Cheapflights
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Cheapest flights from Fort Myers to MassachusettsExplore 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 22, 2026.
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 22, 2026.
This Southwest deal was found by Cheapflights users on 9/21. 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 11/107:10 am -
2 stops10h 00m
Tue 11/171:20 pm -
2 stops8h 40m
Deal found 9/21![Southwest logo]()
$209
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
Nonstop3h 09m
Mon 11/98:19 pm -
Nonstop3h 40m
Deal found 9/21![JetBlue logo]()
$215
This Southwest deal was found by Cheapflights users on 9/21. 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 11/177:30 am -
1 stop6h 10m
Wed 12/210:35 am -
1 stop6h 25m
Deal found 9/21![Southwest logo]()
$219
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:20 pm -
Nonstop3h 19m
Sun 10/258:19 pm -
Nonstop3h 40m
Deal found 9/17![JetBlue logo]()
$223
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:20 pm -
Nonstop3h 19m
Sun 10/258:19 pm -
Nonstop3h 40m
Deal found 9/18![JetBlue logo]()
$226
This Delta deal was found by Cheapflights users on 9/17. 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 11/42:52 pm -
1 stop8h 22m
Thu 11/123:05 pm -
Nonstop3h 37m
Deal found 9/17![Delta logo]()
$229
This JetBlue deal was found by Cheapflights users on 9/20. 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.
Sat 10/178:20 pm -
Nonstop3h 19m
Sat 10/241:00 pm -
1 stop8h 21m
Deal found 9/20![JetBlue logo]()
$231
This JetBlue deal was found by Cheapflights users on 9/17. 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 10/2210:47 am -
Nonstop3h 19m
Sat 10/311:00 pm -
1 stop7h 47m
Deal found 9/17![JetBlue logo]()
$236
This Delta deal was found by Cheapflights users on 9/17. 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 11/45:30 am -
1 stop5h 32m
Mon 11/95:30 am -
1 stop5h 48m
Deal found 9/17![Delta logo]()
$239
This KAYAK deal was found by Cheapflights users on 9/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:07 pm -
Nonstop2h 59m
Sun 12/62:40 pm -
Nonstop3h 25m
Deal found 9/20![JetBlue logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/207:00 am -
1 stop9h 49m
Tue 10/275:16 pm -
1 stop6h 02m
Deal found 9/20![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Sun 12/206:51 am -
1 stop11h 47m
Thu 12/317:03 pm -
1 stop20h 09m
Deal found 9/20![American Airlines logo]()
$434
Best flights from Fort Myers to MassachusettsDiscover carefully curated flight deals from Fort Myers to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Fort Myers to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 11/187:10 am -
2 stops7h 20m
Wed 12/23:30 pm -
1 stop5h 40m
Deal found 9/17![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 9/17. 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 11/410:35 am -
Nonstop3h 14m
Mon 11/92:55 pm -
1 stop6h 39m
Deal found 9/17![Delta logo]()
$229
This JetBlue deal was found by Cheapflights users on 9/17. 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 10/2210:47 am -
Nonstop3h 19m
Sat 10/311:00 pm -
1 stop7h 47m
Deal found 9/17![JetBlue logo]()
$236
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/208:45 am -
2 stops9h 07m
Wed 10/287:31 am -
1 stop7h 18m
Deal found 9/22![United Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Thu 10/227:00 am -
1 stop9h 49m
Sun 10/255:16 pm -
1 stop18h 35m
Deal found 9/21![American Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 9/19. 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.
Fri 12/116:10 am -
2 stops9h 30m
Tue 12/157:10 am -
2 stops9h 50m
Deal found 9/19![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 9/20. 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 1/511:00 am -
1 stop6h 48m
Mon 1/114:05 pm -
Nonstop3h 34m
Deal found 9/20![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 9/19. 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 11/117:40 pm -
Nonstop3h 07m
Tue 12/156:25 am -
1 stop7h 11m
Deal found 9/19![Delta logo]()
$323
This JetBlue deal was found by Cheapflights users on 9/17. 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 11/187:10 am -
1 stop7h 50m
Wed 12/27:00 pm -
Nonstop3h 42m
Deal found 9/17![JetBlue logo]()
$361
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 11/126:30 am -
1 stop10h 37m
Tue 11/175:36 pm -
2 stops23h 58m
Deal found 9/19![American Airlines logo]()
$424
This JetBlue deal was found by Cheapflights users on 9/21. 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.
Mon 11/237:00 am -
1 stop6h 43m
Wed 11/258:15 pm -
Nonstop3h 40m
Deal found 9/21![JetBlue logo]()
$422
This United deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:50 am -
2 stops7h 55m
Tue 10/1310:26 am -
2 stops24h 44m
Deal found 9/22![Multiple Airlines logo]()
$1,022
This Delta deal was found by Cheapflights users on 9/20. 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 10/710:35 am -
Nonstop3h 14m
Tue 10/135:39 am -
1 stop5h 32m
Deal found 9/20![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 9/21. 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.
Fri 3/197:58 pm -
Nonstop3h 09m
Sun 3/213:20 pm -
Nonstop3h 34m
Deal found 9/21![Delta logo]()
$452
This Delta deal was found by Cheapflights users on 9/20. 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 11/45:30 am -
2 stops9h 57m
Sun 11/84:10 pm -
1 stop26h 49m
Deal found 9/20![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 9/20. 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.
Sat 11/711:41 am -
2 stops27h 46m
Tue 11/104:00 pm -
2 stops8h 40m
Deal found 9/20![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 9/20. 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 12/37:59 pm -
1 stop19h 08m
Mon 12/74:08 pm -
2 stops8h 34m
Deal found 9/20![Delta logo]()
$499
This Expedia deal was found by Cheapflights users on 9/17. 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.
Mon 10/1910:47 am -
2 stops8h 41m
Thu 10/229:20 am -
1 stop12h 01m
Deal found 9/17![Multiple Airlines logo]()
$1,095
This Justfly.com deal was found by Cheapflights users on 9/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:52 pm -
1 stop22h 12m
Mon 10/53:54 pm -
1 stop22h 53m
Deal found 9/22![JetBlue logo]()
$1,051
This Expedia deal was found by Cheapflights users on 9/17. 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.
Fri 10/211:05 am -
1 stop10h 50m
Tue 10/612:50 pm -
1 stop6h 31m
Deal found 9/17![Multiple Airlines logo]()
$1,234
This Expedia deal was found by Cheapflights users on 9/20. 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.
Tue 10/2010:47 am -
1 stop8h 58m
Tue 10/275:30 pm -
1 stop6h 29m
Deal found 9/20![Multiple Airlines logo]()
$1,284
This Expedia deal was found by Cheapflights users on 9/19. 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.
Sun 10/411:05 am -
1 stop10h 05m
Thu 10/811:25 am -
1 stop9h 56m
Deal found 9/19![Multiple Airlines logo]()
$1,303
This United deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:00 am -
2 stops11h 19m
Tue 10/67:31 am -
2 stops13h 05m
Deal found 9/22![Multiple Airlines logo]()
$1,330
Last-minute flights from Fort Myers to MassachusettsDiscover last-minute flight deals from Fort Myers to Massachusetts. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Massachusetts. Data last updated September 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 9/254:14 pm -
2 stops24h 35m
Fri 10/25:16 pm -
1 stop18h 40m
Deal found 9/18![American Airlines logo]()
$522
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/136:50 am -
1 stop7h 45m
Wed 10/145:45 am -
1 stop5h 25m
Deal found 9/22![United Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/136:50 am -
1 stop7h 45m
Wed 10/215:45 am -
1 stop5h 25m
Deal found 9/20![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 9/20. 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 10/147:00 am -
2 stops7h 58m
Mon 10/194:15 pm -
2 stops8h 06m
Deal found 9/20![Delta logo]()
$519
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:20 pm -
Nonstop3h 19m
Sun 10/258:19 pm -
Nonstop3h 40m
Deal found 9/17![JetBlue logo]()
$223
This JetBlue deal was found by Cheapflights users on 9/20. 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.
Sat 10/178:20 pm -
Nonstop3h 19m
Sat 10/241:00 pm -
1 stop8h 21m
Deal found 9/20![JetBlue logo]()
$231
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Sat 10/172:14 pm -
1 stop7h 45m
Wed 10/215:45 am -
1 stop5h 25m
Deal found 9/21![United Airlines logo]()
$248
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/207:00 am -
1 stop9h 49m
Tue 10/275:16 pm -
1 stop6h 02m
Deal found 9/20![American Airlines logo]()
$414
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:20 pm -
Nonstop3h 19m
Sun 10/258:19 pm -
Nonstop3h 40m
Deal found 9/18![JetBlue logo]()
$226
This Delta deal was found by Cheapflights users on 9/21. 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 10/216:30 pm -
1 stop6h 50m
Sun 10/257:10 am -
Nonstop3h 36m
Deal found 9/21![Delta logo]()
$239
This JetBlue deal was found by Cheapflights users on 9/17. 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 10/2210:47 am -
Nonstop3h 19m
Sat 10/311:00 pm -
1 stop7h 47m
Deal found 9/17![JetBlue logo]()
$236
This KAYAK deal was found by Cheapflights users on 9/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:25 pm -
Nonstop3h 15m
Mon 11/28:19 pm -
Nonstop3h 40m
Deal found 9/19![JetBlue logo]()
$260
One-way flights from Fort Myers to MassachusettsSearch for one-way flight options from Fort Myers to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Fort Myers to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This JetBlue deal was found by Cheapflights users on 9/20. 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 11/117:10 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![JetBlue logo]()
$139
This JetBlue deal was found by Cheapflights users on 9/21. 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 11/127:10 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$140
This Southwest deal was found by Cheapflights users on 9/21. 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.
Mon 11/24:50 pm -
2 stops7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$145
This JetBlue deal was found by Cheapflights users on 9/19. 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 10/141:40 pm -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![JetBlue logo]()
$148
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/154:35 pm -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$150
This JetBlue deal was found by Cheapflights users on 9/21. 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 10/297:10 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$152
This Southwest deal was found by Cheapflights users on 9/17. 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 12/1710:00 am -
1 stop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$153
This JetBlue deal was found by Cheapflights users on 9/21. 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 11/187:10 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$154
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 10/172:14 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$155
This United Airlines deal was found by Cheapflights users on 9/22. 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 11/172:21 pm -
2 stops9h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$160
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 10/246:50 am -
3 stops17h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$165
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1710:38 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![JetBlue logo]()
$207
Find 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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Southwest) |
One-way from | $139 (JetBlue) |
Popular in | November |
Cheapest in | January |
Average price | $351 |
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 7,457,451 searches. Data last updated September 22, 2026.
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
Cheapest round-trip
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Mon 1/11
7:00 am-4:05 pm
2 stops9h 05m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Thu 11/5
1:45 pm-7:41 pm
1 stop5h 56m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Thu 10/22
6:25 pm-11:55 pm
1 stop5h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Wed 11/4
2:21 pm-11:59 pm
2 stops9h 38m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Sat 11/14
3:36 pm-11:59 pm
2 stops8h 23m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Sat 12/5
12:41 pm-7:12 pm
1 stop6h 31m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$175
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Fri 11/13
9:10 am-6:34 pm
2 stops9h 24m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Thu 11/5
2:37 pm-11:59 pm
2 stops9h 22m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
Quickest round-trip
Fort MyersWorcester
RSW Fort Myers SW Florida Intl - ORH Worcester
RSWORH
Fort Myers SW Florida Intl
Thu 11/19
10:10 am-1:08 pm
Nonstop2h 58m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$210
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Tue 11/17
7:40 pm-10:47 pm
Nonstop3h 07m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
Showing 1-10 of 45 resultsSorted by cheapest first
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.
RSW-BOS
RSW-ORH
RSW-HYA
RSW-MVY
RSW-ACK
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
RSW-USMA
RSW-BOS
RSW-ORH
RSW-HYA
RSW-MVY
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 $204). Flying from Fort Myers to Massachusetts in November is currently the most expensive (average of $361). 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 22, 2026.
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 29% on airfare.
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 22, 2026.
The most flights from RSW to USMA are scheduled on a Monday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 $258 and $449 in November.The cheapest round-trip price found within the last 5 days was $209 on Southwest (Nov 10-Nov 17).
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 45 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?
Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Massachusetts. Price data was last updated on September 19, 2026.
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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 22, 2026.
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.
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
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Alternative routes for Fort Myers to Massachusetts
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Complete your trip
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Fort Myers and Massachusetts flights
Browse other Fort Myers and Massachusetts flight options. Last updated on September 22, 2026.
Popular flight searches
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Consider these flights traveling from Fort Myers to Massachusetts.
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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$139 | Average$560 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$163 | Average$307 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$304 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$321 | FlexibilityNo cancel fee | On-time63% |