$69+ Cheap flights from Massachusetts to Fort Myers (RSW)
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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RSW
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Fort Myers with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Massachusetts to Fort Myers
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Cheapest flights from Massachusetts to Fort MyersExplore the most affordable flight options available from Massachusetts to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
Explore the most affordable flight options available from Massachusetts to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:08 pm -
Nonstop3h 34m
Wed 10/72:25 pm -
Nonstop3h 03m
Deal found 9/16![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:39 pm -
1 stop8h 34m
Tue 1/127:33 pm -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$203
This Southwest deal was found by Cheapflights users on 9/16. 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 11/31:10 pm -
1 stop8h 35m
Wed 11/47:10 am -
2 stops8h 40m
Deal found 9/16![Southwest logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
Nonstop3h 36m
Tue 12/811:40 am -
1 stop11h 51m
Deal found 9/16![Breeze Airways logo]()
$204
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 11/148:19 pm -
Nonstop3h 40m
Sat 12/56:55 am -
1 stop6h 53m
Deal found 9/20![JetBlue logo]()
$205
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:43 pm -
Nonstop3h 34m
Tue 11/177:00 am -
1 stop7h 07m
Deal found 9/20![Breeze Airways logo]()
$205
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:39 pm -
1 stop8h 34m
Wed 10/711:21 am -
Nonstop3h 04m
Deal found 9/18![Breeze Airways logo]()
$210
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 12/28:15 am -
1 stop7h 41m
Tue 12/86:24 pm -
1 stop6h 00m
Deal found 9/16![American Airlines logo]()
$211
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.
Sat 11/71:00 pm -
1 stop7h 47m
Sat 12/56:55 am -
1 stop6h 53m
Deal found 9/19![JetBlue logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
Nonstop3h 36m
Wed 10/711:21 am -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$212
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.
Wed 10/288:19 pm -
Nonstop3h 40m
Fri 11/66:00 am -
Nonstop3h 09m
Deal found 9/20![JetBlue logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:39 pm -
1 stop8h 34m
Mon 1/116:14 pm -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$213
Best flights from Massachusetts to Fort MyersDiscover carefully curated flight deals from Massachusetts to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
Discover carefully curated flight deals from Massachusetts to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/76:00 am -
2 stops10h 27m
Wed 11/1112:35 pm -
1 stop6h 07m
Deal found 9/16![United Airlines logo]()
$232
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.
Thu 12/37:06 pm -
1 stop5h 36m
Sat 12/55:20 am -
1 stop7h 03m
Deal found 9/17![Delta logo]()
$291
This JetBlue deal was found by Cheapflights users on 9/16. 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 10/316:00 am -
1 stop5h 39m
Sun 11/88:02 pm -
Nonstop3h 00m
Deal found 9/16![JetBlue logo]()
$307
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.
Tue 2/910:25 am -
1 stop5h 35m
Thu 2/117:10 am -
2 stops8h 00m
Deal found 9/17![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/35:36 pm -
2 stops17h 21m
Sun 11/86:46 am -
1 stop10h 21m
Deal found 9/16![American Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/306:00 am -
2 stops8h 49m
Mon 11/22:15 pm -
1 stop7h 32m
Deal found 9/16![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 9/16. 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.
Mon 1/116:00 am -
1 stop6h 01m
Sat 1/164:15 pm -
1 stop6h 55m
Deal found 9/16![Delta logo]()
$306
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/66:03 am -
2 stops8h 54m
Wed 10/142:14 pm -
1 stop7h 08m
Deal found 9/16![United Airlines logo]()
$286
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.
Wed 1/274:05 pm -
1 stop5h 55m
Mon 2/18:00 am -
1 stop8h 40m
Deal found 9/19![Southwest logo]()
$334
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.
Fri 10/167:16 pm -
1 stop5h 05m
Mon 10/196:30 pm -
1 stop5h 29m
Deal found 9/17![Delta logo]()
$307
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.
Thu 1/147:30 am -
2 stops10h 40m
Thu 1/212:00 pm -
1 stop27h 09m
Deal found 9/21![Multiple Airlines logo]()
$722
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 10/141:00 pm -
1 stop8h 21m
Wed 10/218:20 pm -
Nonstop3h 19m
Deal found 9/19![JetBlue logo]()
$370
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:30 pm -
2 stops10h 30m
Mon 10/197:20 pm -
1 stop4h 35m
Deal found 9/20![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/16. 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 11/127:05 pm -
1 stop5h 35m
Sun 11/155:30 am -
1 stop5h 04m
Deal found 9/16![Delta logo]()
$307
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.
Thu 1/287:40 am -
2 stops8h 20m
Mon 2/111:00 am -
2 stops9h 20m
Deal found 9/19![Southwest logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/35:36 pm -
1 stop22h 06m
Wed 11/45:11 pm -
2 stops23h 56m
Deal found 9/16![American Airlines logo]()
$413
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:15 pm -
Nonstop3h 40m
Mon 11/237:00 am -
1 stop6h 43m
Deal found 9/18![JetBlue logo]()
$407
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.
Wed 2/171:44 pm -
1 stop8h 15m
Mon 2/227:16 pm -
1 stop18h 03m
Deal found 9/20![American Airlines logo]()
$414
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:15 am -
1 stop8h 10m
Tue 11/310:35 am -
Nonstop3h 14m
Deal found 9/18![Delta logo]()
$343
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:30 pm -
1 stop8h 10m
Sat 11/217:05 pm -
1 stop4h 50m
Deal found 9/18![Southwest logo]()
$347
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.
Sun 12/65:45 am -
2 stops10h 51m
Thu 12/171:50 pm -
1 stop7h 36m
Deal found 9/20![United Airlines logo]()
$388
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.
Mon 2/112:00 pm -
1 stop6h 54m
Sun 2/283:45 pm -
Nonstop3h 12m
Deal found 9/20![Delta logo]()
$343
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.
Mon 11/233:00 pm -
1 stop7h 50m
Wed 11/2511:00 am -
Nonstop3h 10m
Deal found 9/20![JetBlue logo]()
$422
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/182:30 pm -
2 stops8h 25m
Tue 2/237:00 am -
2 stops8h 10m
Deal found 9/20![Southwest logo]()
$359
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop8h 57m
Wed 10/2112:16 pm -
1 stop6h 50m
Deal found 9/18![United Airlines logo]()
$399
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:16 pm -
1 stop5h 05m
Sun 10/185:30 am -
1 stop4h 49m
Deal found 9/18![Delta logo]()
$357
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 10/222:35 pm -
2 stops8h 25m
Tue 10/277:20 am -
2 stops7h 35m
Deal found 9/17![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/145:45 am -
1 stop5h 25m
Mon 10/1912:16 pm -
2 stops10h 29m
Deal found 9/16![United Airlines logo]()
$439
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.
Sun 1/175:40 am -
2 stops10h 20m
Fri 1/227:00 am -
2 stops9h 35m
Deal found 9/17![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 9/16. 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 1/234:05 pm -
Nonstop3h 34m
Sun 1/313:45 pm -
Nonstop3h 12m
Deal found 9/16![Delta logo]()
$407
Last-minute flights from Massachusetts to Fort MyersDiscover last-minute flight deals from Massachusetts to Fort Myers. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Fort Myers. Data last updated September 21, 2026 and is based on user searches.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:39 pm -
1 stop8h 34m
Wed 10/711:21 am -
Nonstop3h 04m
Deal found 9/18![Breeze Airways logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
Nonstop3h 36m
Wed 10/711:21 am -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:08 pm -
Nonstop3h 34m
Wed 10/72:25 pm -
Nonstop3h 03m
Deal found 9/16![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:39 pm -
1 stop8h 34m
Tue 1/127:33 pm -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:39 pm -
1 stop8h 34m
Mon 1/116:14 pm -
Nonstop3h 04m
Deal found 9/16![Breeze Airways logo]()
$213
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.
Sat 10/171:00 pm -
1 stop7h 48m
Wed 11/118:25 pm -
Nonstop3h 14m
Deal found 9/17![JetBlue logo]()
$217
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.
Tue 10/206:00 am -
1 stop5h 45m
Tue 10/277:20 am -
2 stops8h 20m
Deal found 9/17![Southwest logo]()
$217
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/217:20 pm -
1 stop4h 38m
Wed 10/284:48 pm -
1 stop6h 45m
Deal found 9/16![American Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 9/16. 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 10/2710:55 am -
2 stops8h 50m
Tue 11/108:25 am -
2 stops7h 25m
Deal found 9/16![Southwest logo]()
$209
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.
Wed 10/288:19 pm -
Nonstop3h 40m
Fri 11/66:00 am -
Nonstop3h 09m
Deal found 9/20![JetBlue logo]()
$213
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.
Wed 10/288:19 pm -
Nonstop3h 40m
Thu 11/58:25 pm -
Nonstop3h 15m
Deal found 9/21![JetBlue logo]()
$216
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.
Sat 10/3110:35 am -
1 stop8h 00m
Tue 11/38:25 am -
2 stops7h 25m
Deal found 9/21![Southwest logo]()
$204
One-way flights from Massachusetts to Fort MyersSearch for one-way flight options from Massachusetts to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
Search for one-way flight options from Massachusetts to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2512:20 pm -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:00 am -
Nonstop3h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$74
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/236:08 pm -
Nonstop3h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:43 pm -
Nonstop3h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:00 am -
1 stop10h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:00 am -
Nonstop3h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$93
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:43 pm -
Nonstop3h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Breeze Airways logo]()
$93
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.
Tue 11/176:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![JetBlue logo]()
$94
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.
Sat 11/146:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![JetBlue logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:43 pm -
Nonstop3h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:47 pm -
1 stop7h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$100
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:00 am -
Nonstop3h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$103
Find flight deals from Massachusetts to Fort Myers
Keep the following information in mind while searching for Massachusetts to Fort Myers flight deals. Data was last updated September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $182 (Kiwi.com) |
One-way from | $69 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $347 |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Fort Myers 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 21, 2026.
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
Cheapest round-trip
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Wed 12/9
1:30 pm-6:52 pm
1 stop5h 22m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Tue 10/20
12:55 pm-10:05 pm
2 stops9h 10m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Thu 12/17
12:45 pm-8:35 pm
1 stop7h 50m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Thu 12/10
6:00 am-4:54 pm
2 stops10h 54m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
AlbanyFort Myers
ALB Albany Intl - RSW Fort Myers SW Florida Intl
ALBRSW
Albany Intl
Tue 1/12
6:00 am-2:45 pm
1 stop8h 45m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
AlbanyFort Myers
ALB Albany Intl - RSW Fort Myers SW Florida Intl
ALBRSW
Albany Intl
Wed 1/6
12:45 pm-8:35 pm
1 stop7h 50m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
AlbanyFort Myers
ALB Albany Intl - RSW Fort Myers SW Florida Intl
ALBRSW
Albany Intl
Tue 10/13
7:06 pm-12:21 am
1 stop5h 15m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Mon 10/26
7:05 pm-12:21 am
1 stop5h 16m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Wed 10/28
8:10 am-3:06 pm
1 stop6h 56m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
HartfordFort Myers
BDL Hartford Bradley Intl - RSW Fort Myers SW Florida Intl
BDLRSW
Hartford Bradley Intl
Sun 10/25
5:23 am-11:11 am
1 stop5h 48m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
Showing 1-10 of 60 resultsSorted by cheapest first
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.
BDL-RSW
ORH-RSW
ALB-RSW
BOS-RSW
PVC-RSW
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 Massachusetts to Fort Myers
USMA-RSW
BDL-RSW
ORH-RSW
ALB-RSW
BOS-RSW
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 $265). Flying from Massachusetts to Fort Myers in April is currently the most expensive (average of $384). 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?
Find hourly flight availability from Massachusetts to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 21, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 15% on flights from Massachusetts to Fort Myers by exploring options for tickets in the afternoon.
Weekly flight availability from Massachusetts to Fort Myers
Explore weekly flight availability from Massachusetts to Fort Myers. 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 21, 2026.
The most flights from USMA to RSW are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 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 $256 and $474 in November.The cheapest round-trip price found within the last 5 days was $204 on Southwest (Nov 3-Nov 10).
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?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Fort Myers. Price data was last updated on September 19, 2026.
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
Find useful and relevant information for your journey from Massachusetts to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Lehigh Acres
Sanibel
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Alternative routes for Massachusetts to Fort Myers
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Fort Myers by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Fort Myers by cabin class
Find flights from Massachusetts to Fort Myers, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Fort Myers flights
Browse other Massachusetts and Fort Myers flight options. Last updated on September 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Massachusetts to Fort Myers flights
Consider these flights traveling from Massachusetts to Fort Myers.
Top 8 airlines flying from Massachusetts to Fort Myers
Discover the top 8 airlines that operate flights from Massachusetts to Fort Myers. 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$76 | Average$236 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$78 | Average$291 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$144 | Average$343 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$303 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$180 | Average$434 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$186 | Average$353 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$224 | Average$372 | FlexibilityNo cancel fee | On-time88% |