$138+ Cheap flights from Fort Myers to Boston (RSW - BOS)
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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — BOS
Oct 20 — Oct 271
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers to Boston 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Boston Logan Intl are usually found in January or February, booked 46 days in advance, depart on a Friday or Saturday and return on a Monday
Cheap flight deals from Fort Myers to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Fort Myers to BostonExplore the most affordable flight options available from Fort Myers to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
Explore the most affordable flight options available from Fort Myers to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
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 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 KAYAK deal was found by Cheapflights users on 9/15. 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 9/15![JetBlue logo]()
$226
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.
Sat 11/147:10 am -
1 stop7h 50m
Mon 11/163:55 pm -
Nonstop3h 40m
Deal found 9/18![JetBlue logo]()
$227
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:35 pm -
1 stop6h 10m
Tue 10/205:45 am -
1 stop5h 25m
Deal found 9/17![United Airlines logo]()
$230
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 9/16. 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.
Thu 11/127:10 am -
1 stop7h 50m
Tue 11/178:19 pm -
Nonstop3h 40m
Deal found 9/16![JetBlue logo]()
$234
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 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.
Wed 11/186:35 am -
1 stop7h 55m
Tue 12/11:20 pm -
1 stop7h 50m
Deal found 9/16![Southwest logo]()
$238
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
Fri 11/136:05 am -
1 stop5h 41m
Deal found 9/17![Delta logo]()
$239
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.
Sat 11/74:55 pm -
1 stop5h 10m
Sat 11/149:30 am -
2 stops11h 05m
Deal found 9/16![Southwest logo]()
$243
Best flights from Fort Myers to BostonDiscover carefully curated flight deals from Fort Myers to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
Discover carefully curated flight deals from Fort Myers to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
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.
Wed 10/146:30 pm -
1 stop6h 50m
Sat 10/176:00 am -
1 stop5h 37m
Deal found 9/16![Delta logo]()
$239
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 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 12/91:50 pm -
Nonstop3h 12m
Thu 12/176:30 pm -
1 stop5h 50m
Deal found 9/19![JetBlue logo]()
$318
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/146:50 am -
1 stop7h 45m
Sat 10/175:45 am -
2 stops12h 48m
Deal found 9/15![United Airlines logo]()
$344
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 9/19. 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.
Thu 12/102:40 pm -
1 stop5h 10m
Thu 12/176:30 pm -
1 stop5h 50m
Deal found 9/19![JetBlue logo]()
$344
This Southwest deal was found by Cheapflights users on 9/15. 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 11/207:10 am -
1 stop9h 00m
Tue 12/11:20 pm -
1 stop7h 50m
Deal found 9/15![Southwest logo]()
$352
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 10/810:35 am -
Nonstop3h 14m
Sun 10/116:00 am -
1 stop5h 37m
Deal found 9/17![Delta logo]()
$329
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:10 am -
2 stops9h 24m
Mon 11/23:41 pm -
1 stop7h 49m
Deal found 9/19![United Airlines logo]()
$404
This United 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 United Airlines is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Fri 10/912:07 pm -
1 stop5h 45m
Sun 10/115:45 am -
1 stop5h 25m
Deal found 9/19![United Airlines logo]()
$409
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.
Fri 11/207:00 am -
1 stop6h 43m
Sat 11/288:15 pm -
Nonstop3h 40m
Deal found 9/16![JetBlue logo]()
$410
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/159:00 am -
1 stop5h 35m
Wed 10/219:30 am -
2 stops11h 06m
Deal found 9/15![United Airlines logo]()
$468
Last-minute flights from Fort Myers to BostonDiscover last-minute flight deals from Fort Myers to Boston. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Boston. Data last updated September 20, 2026 and is based on user searches.
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 10/711:48 am -
1 stop5h 54m
Tue 10/139:30 am -
1 stop6h 47m
Deal found 9/16![American Airlines logo]()
$244
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.
Sat 10/104:45 pm -
1 stop5h 04m
Wed 10/216:00 am -
1 stop4h 58m
Deal found 9/16![American Airlines logo]()
$239
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 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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:35 pm -
1 stop6h 10m
Tue 10/205:45 am -
1 stop5h 25m
Deal found 9/17![United Airlines logo]()
$230
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 9/20. 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.
Sat 10/172:14 pm -
2 stops8h 31m
Wed 10/215:45 am -
1 stop5h 25m
Deal found 9/20![United Airlines logo]()
$254
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.
Tue 10/2010:35 am -
Nonstop3h 14m
Tue 10/275:30 am -
1 stop6h 37m
Deal found 9/16![Delta logo]()
$229
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 10/207:20 am -
2 stops7h 35m
Tue 10/272:50 pm -
2 stops7h 15m
Deal found 9/16![Southwest logo]()
$248
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 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 BostonSearch for one-way flight options from Fort Myers to Boston. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
Search for one-way flight options from Fort Myers to Boston. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
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.
Wed 12/167:30 am -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$138
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 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 11/129:20 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$140
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 10/278:35 am -
2 stops8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$144
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 10/146:50 am -
1 stop5h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines 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 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:34 pm -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$150
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 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.
Sat 10/172:14 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![United Airlines logo]()
$155
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 10/63:10 pm -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$156
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.
Mon 10/267:20 pm -
1 stop4h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$157
Find flight deals from Fort Myers to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $223 (KAYAK) |
One-way from | $138 (Southwest) |
Popular in | November |
Cheapest in | January |
Average price | $351 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Myers to Boston 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 20, 2026.
Use the filters below to find and compare flights from Fort Myers to Boston 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
Wed 10/7
12:16 pm-10:45 pm
2 stops10h 29m
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 11/5
7:10 am-3:00 pm
1 stop7h 50m
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
Mon 11/2
4:50 pm-11:40 pm
1 stop6h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
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
Mon 11/9
7:10 am-3:00 pm
1 stop7h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$180
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Thu 10/29
6:00 am-12:26 pm
1 stop6h 26m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
Quickest round-trip
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Sun 12/6
10:00 am-2:30 pm
1 stop4h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
Fort MyersBoston
RSW Fort Myers SW Florida Intl - BOS Boston Logan Intl
RSWBOS
Fort Myers SW Florida Intl
Tue 12/1
7:10 am-2:30 pm
2 stops7h 20m
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
Mon 10/19
7:00 am-7:04 pm
2 stops12h 04m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$221
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Fort Myers to Boston
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Fort Myers to Boston in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Fort Myers-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Fort Myers-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Fort Myers-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Fort Myers to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Fort Myers with our price prediction graph.
RSW-BOS
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 Boston
Prices
Airlines
How far ahead should I book a flight from Fort Myers to Boston?
To ensure you get the cheapest price possible for a flight from Fort Myers to Boston, you should look to book at least 45 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 month to book a flight from Fort Myers to Boston?
Currently, January is the cheapest month in which you can book a flight from Fort Myers to Boston (average of $204). Flying from Fort Myers to Boston 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 BOS?
Find hourly flight availability from Fort Myers to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 20, 2026.
When flying from Fort Myers to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 17% versus a flight in the morning.
What is the cheapest day to fly from Fort Myers to Boston?
Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Boston. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Fort Myers to Boston flight should consider departing on Sunday evenings 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.
The best insider tips for Fort Myers to Boston flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Fort Myers to Boston trip
Our travel experts
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated September 20, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Fort Myers to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
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 Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
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Dedham
Cranston
Revere
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Pawtucket
Peabody
Auburn
Londonderry
York Beach
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
Sandwich
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Other flights to Boston
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Fort Myers and Boston flights
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Top 5 airlines flying from Fort Myers to Boston
Discover the top 5 airlines that operate flights from Fort Myers to Boston. 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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$300 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$327 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$182 | Average$292 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$288 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$321 | FlexibilityNo cancel fee | On-time63% |