$95+ Cheap flights from Clearwater, FL to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Clearwater to Massachusetts with Cheapflights
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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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Cheapest flights from Clearwater to MassachusettsExplore the most affordable flight options available from Clearwater to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2026.
Explore the most affordable flight options available from Clearwater to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2026.
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:50 pm -
1 stop14h 57m
Mon 9/71:42 pm -
1 stop31h 03m
Deal found 8/13![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/261:56 pm -
1 stop9h 31m
Sat 8/299:41 am -
Nonstop3h 08m
Deal found 8/11![Breeze Airways logo]()
$184
This Southwest deal was found by Cheapflights users on 8/11. 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 8/317:45 am -
Nonstop2h 45m
Wed 9/166:50 am -
Nonstop3h 00m
Deal found 8/11![Southwest logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/198:15 am -
Nonstop2h 41m
Sun 9/203:16 pm -
2 stops20h 23m
Deal found 8/11![Multiple Airlines logo]()
$186
This Trip.com deal was found by Cheapflights users on 8/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:51 pm -
1 stop23h 39m
Wed 9/169:25 pm -
1 stop22h 21m
Deal found 8/11![Frontier logo]()
$187
This Breeze Airways deal was found by Cheapflights users on 8/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:45 pm -
1 stop10h 51m
Sun 10/42:05 pm -
1 stop7h 53m
Deal found 8/12![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Fri 9/111:21 pm -
1 stop10h 23m
Mon 9/146:30 pm -
1 stop20h 21m
Deal found 8/11![Breeze Airways logo]()
$189
This Southwest deal was found by Cheapflights users on 8/12. 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 9/266:20 am -
1 stop4h 10m
Wed 9/306:50 am -
Nonstop3h 00m
Deal found 8/12![Southwest logo]()
$190
This CheapOair deal was found by Cheapflights users on 8/11. 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.
Fri 9/111:21 pm -
1 stop10h 23m
Sun 9/132:05 pm -
1 stop7h 53m
Deal found 8/11![Breeze Airways logo]()
$191
This Breeze Airways deal was found by Cheapflights users on 8/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:45 pm -
1 stop10h 51m
Sat 10/101:39 pm -
1 stop10h 05m
Deal found 8/12![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/261:56 pm -
1 stop9h 31m
Wed 9/1611:36 am -
Nonstop3h 25m
Deal found 8/11![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/28:57 pm -
1 stop13h 28m
Thu 9/1011:15 am -
1 stop19h 50m
Deal found 8/12![Multiple Airlines logo]()
$196
Best flights from Clearwater to MassachusettsDiscover carefully curated flight deals from Clearwater to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2026.
Discover carefully curated flight deals from Clearwater to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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 10/299:10 am -
2 stops8h 05m
Mon 11/25:55 am -
1 stop4h 55m
Deal found 8/13![Southwest logo]()
$210
This Delta deal was found by Cheapflights users on 8/11. 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 9/95:49 pm -
1 stop6h 10m
Tue 10/135:23 am -
1 stop6h 07m
Deal found 8/11![Delta logo]()
$217
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:21 pm -
1 stop7h 37m
Wed 9/2311:36 am -
Nonstop3h 25m
Deal found 8/13![Breeze Airways logo]()
$217
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/16:44 am -
1 stop6h 49m
Sat 9/52:51 pm -
1 stop7h 22m
Deal found 8/9![American Airlines logo]()
$226
This JetBlue deal was found by Cheapflights users on 8/9. 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 9/86:45 am -
1 stop6h 05m
Thu 9/103:10 pm -
1 stop8h 31m
Deal found 8/9![JetBlue logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/10. 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 9/1211:20 am -
1 stop6h 32m
Tue 9/156:00 am -
2 stops9h 28m
Deal found 8/10![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 8/10. 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 9/1211:40 am -
Nonstop3h 16m
Tue 9/151:00 pm -
1 stop5h 47m
Deal found 8/10![Delta logo]()
$219
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/256:44 am -
1 stop6h 49m
Thu 8/272:03 pm -
2 stops9h 56m
Deal found 8/11![American Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 8/13. 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 9/128:05 am -
1 stop7h 15m
Sat 9/265:50 am -
2 stops9h 15m
Deal found 8/13![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 8/12. 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 9/17:14 am -
1 stop7h 27m
Sat 9/53:24 pm -
1 stop7h 56m
Deal found 8/12![Delta logo]()
$226
This Breeze Airways deal was found by Cheapflights users on 8/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:02 pm -
1 stop10h 09m
Sat 9/59:41 am -
Nonstop3h 08m
Deal found 8/10![Breeze Airways logo]()
$255
This Southwest deal was found by Cheapflights users on 8/13. 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 9/147:45 am -
Nonstop2h 45m
Fri 9/186:20 am -
Nonstop3h 00m
Deal found 8/13![Southwest logo]()
$236
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/19:22 am -
1 stop7h 27m
Tue 10/65:16 pm -
1 stop16h 34m
Deal found 8/13![American Airlines logo]()
$256
This KAYAK deal was found by Cheapflights users on 8/10. 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 9/237:20 am -
2 stops9h 15m
Wed 9/306:45 am -
2 stops15h 53m
Deal found 8/10![Multiple Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 8/11. 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 8/265:15 am -
1 stop5h 10m
Wed 8/265:24 pm -
1 stop7h 06m
Deal found 8/11![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 8/10. 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 9/16:45 am -
1 stop6h 05m
Wed 9/93:10 pm -
1 stop8h 31m
Deal found 8/10![JetBlue logo]()
$292
This Southwest deal was found by Cheapflights users on 8/12. 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 11/175:35 pm -
1 stop4h 30m
Sun 11/224:50 pm -
Nonstop3h 10m
Deal found 8/12![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 8/10. 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 9/36:08 pm -
1 stop5h 43m
Tue 9/86:00 am -
1 stop5h 30m
Deal found 8/10![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 8/13. 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 10/19:45 am -
Nonstop2h 50m
Mon 10/55:45 pm -
Nonstop3h 05m
Deal found 8/13![Southwest logo]()
$259
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Mon 8/317:05 pm -
1 stop4h 54m
Wed 9/212:41 pm -
2 stops7h 27m
Deal found 8/14![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 8/14. 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 9/97:00 am -
Nonstop3h 09m
Tue 9/157:15 am -
Nonstop3h 16m
Deal found 8/14![Delta logo]()
$243
This American Airlines deal was found by Cheapflights users on 8/12. 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 8/267:14 am -
1 stop6h 00m
Wed 9/21:47 pm -
1 stop5h 13m
Deal found 8/12![American Airlines logo]()
$295
This JetBlue deal was found by Cheapflights users on 8/14. 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 10/12:00 pm -
1 stop8h 59m
Sun 10/47:03 am -
1 stop6h 05m
Deal found 8/14![JetBlue logo]()
$332
This American Airlines deal was found by Cheapflights users on 8/10. 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 8/2511:46 am -
1 stop5h 43m
Sat 8/2910:49 am -
1 stop7h 34m
Deal found 8/10![American Airlines logo]()
$295
This United Airlines deal was found by Cheapflights users on 8/13. 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 10/311:54 pm -
2 stops9h 49m
Tue 11/34:55 pm -
1 stop7h 04m
Deal found 8/13![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 8/9. 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 9/147:45 am -
Nonstop2h 45m
Tue 9/226:50 am -
Nonstop3h 00m
Deal found 8/9![Southwest logo]()
$287
This JetBlue deal was found by Cheapflights users on 8/11. 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 8/2612:18 pm -
Nonstop3h 09m
Wed 9/96:45 am -
Nonstop3h 17m
Deal found 8/11![JetBlue logo]()
$357
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/179:22 am -
1 stop7h 27m
Mon 9/215:16 pm -
1 stop5h 34m
Deal found 8/14![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 8/12. 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 9/305:15 am -
2 stops10h 22m
Wed 10/74:15 pm -
1 stop6h 08m
Deal found 8/12![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 8/9. 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 10/311:05 am -
Nonstop2h 50m
Sat 10/33:40 pm -
1 stop4h 50m
Deal found 8/9![Southwest logo]()
$297
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated August 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/261:56 pm -
1 stop9h 31m
Sat 8/299:41 am -
Nonstop3h 08m
Deal found 8/11![Breeze Airways logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/261:56 pm -
1 stop9h 31m
Fri 8/287:25 am -
Nonstop3h 08m
Deal found 8/10![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/261:56 pm -
1 stop9h 31m
Wed 9/1611:36 am -
Nonstop3h 25m
Deal found 8/11![Breeze Airways logo]()
$194
This Breeze Airways deal was found by Cheapflights users on 8/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:02 pm -
1 stop10h 09m
Mon 8/317:25 am -
Nonstop3h 08m
Deal found 8/9![Breeze Airways logo]()
$193
This Southwest deal was found by Cheapflights users on 8/11. 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 8/317:45 am -
Nonstop2h 45m
Wed 9/166:50 am -
Nonstop3h 00m
Deal found 8/11![Southwest logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/28:57 pm -
1 stop13h 28m
Thu 9/1011:15 am -
1 stop19h 50m
Deal found 8/12![Multiple Airlines logo]()
$196
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:50 pm -
1 stop14h 57m
Mon 9/71:42 pm -
1 stop31h 03m
Deal found 8/13![Frontier logo]()
$183
This Trip.com deal was found by Cheapflights users on 8/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:51 pm -
1 stop23h 39m
Wed 9/169:25 pm -
1 stop22h 21m
Deal found 8/11![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Fri 9/111:21 pm -
1 stop10h 23m
Mon 9/146:30 pm -
1 stop20h 21m
Deal found 8/11![Breeze Airways logo]()
$189
This CheapOair deal was found by Cheapflights users on 8/11. 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.
Fri 9/111:21 pm -
1 stop10h 23m
Sun 9/132:05 pm -
1 stop7h 53m
Deal found 8/11![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/198:15 am -
Nonstop2h 41m
Sun 9/203:16 pm -
2 stops20h 23m
Deal found 8/11![Multiple Airlines logo]()
$186
This Southwest deal was found by Cheapflights users on 8/12. 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 9/266:20 am -
1 stop4h 10m
Wed 9/306:50 am -
Nonstop3h 00m
Deal found 8/12![Southwest logo]()
$190
One-way flights from Clearwater to MassachusettsSearch for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/1010:49 pm -
1 stop12h 31m
Deal found 8/13![Multiple Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 2/76:00 am -
1 stop4h 20m
Deal found 8/11![Breeze Airways logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/310:49 pm -
1 stop13h 26m
Deal found 8/13![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/98:15 am -
Nonstop2h 41m
Deal found 8/13![Breeze Airways logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/910:49 pm -
1 stop11h 36m
Deal found 8/11![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1012:45 pm -
1 stop10h 51m
Deal found 8/13![Breeze Airways logo]()
$100
This Southwest deal was found by Cheapflights users on 8/11. 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 8/315:10 pm -
1 stop5h 00m
Deal found 8/11![Southwest logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/122:15 pm -
1 stop9h 27m
Deal found 8/11![Breeze Airways logo]()
$103
This Super.com deal was found by Cheapflights users on 8/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:51 pm -
1 stop23h 39m
Deal found 8/12![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 11/1212:45 pm -
1 stop10h 51m
Deal found 8/11![Breeze Airways logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/58:57 pm -
1 stop13h 28m
Deal found 8/10![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/92:10 pm -
2 stops24h 08m
Deal found 8/11![Frontier logo]()
$106
Find flight deals from Clearwater to Massachusetts
Keep the following information in mind while searching for Clearwater to Massachusetts flight deals. Data was last updated August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $184 (Kiwi.com) |
One-way from | $95 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $291 |
Cheapflights Fare Finder
Customize your flight search to find flights from Clearwater 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 2,558,603 searches. Data last updated August 14, 2026.
Use the filters below to find and compare flights from Clearwater to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Thu 10/29
9:10 am-5:15 pm
2 stops8h 05m
Hartford Bradley Intl
Mon 11/2
5:55 am-10:50 am
1 stop4h 55m
$210
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Wed 9/9
5:49 pm-11:59 pm
1 stop6h 10m
Hartford Bradley Intl
Tue 10/13
5:23 am-11:30 am
1 stop6h 07m
$217
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Mon 9/14
1:21 pm-8:58 pm
1 stop7h 37m
Hartford Bradley Intl
Wed 9/23
11:36 am-3:01 pm
Nonstop3h 25m
$217
TampaBoston
TPA Tampa - BOS Boston Logan Intl
TPABOS
Tampa
Sat 9/12
11:40 am-2:56 pm
Nonstop3h 16m
Boston Logan Intl
Tue 9/15
1:00 pm-6:47 pm
1 stop5h 47m
$219
TampaNantucket
TPA Tampa - ACK Nantucket Memorial
TPAACK
Tampa
Tue 9/1
6:44 am-1:33 pm
1 stop6h 49m
Nantucket Memorial
Sat 9/5
2:51 pm-10:13 pm
1 stop7h 22m
$226
TampaNantucket
TPA Tampa - ACK Nantucket Memorial
TPAACK
Tampa
Tue 9/1
7:14 am-2:41 pm
1 stop7h 27m
Nantucket Memorial
Sat 9/5
3:24 pm-11:20 pm
1 stop7h 56m
$226
TampaNantucket
TPA Tampa - ACK Nantucket Memorial
TPAACK
Tampa
Tue 8/25
6:44 am-1:33 pm
1 stop6h 49m
Nantucket Memorial
Thu 8/27
2:03 pm-11:59 pm
2 stops9h 56m
$232
TampaBoston
TPA Tampa - BOS Boston Logan Intl
TPABOS
Tampa
Sat 9/12
8:05 am-3:20 pm
1 stop7h 15m
Boston Logan Intl
Sat 9/26
5:50 am-3:05 pm
2 stops9h 15m
$234
Quickest round-trip
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Mon 9/14
7:45 am-10:30 am
Nonstop2h 45m
Hartford Bradley Intl
Fri 9/18
6:20 am-9:20 am
Nonstop3h 00m
$236
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Wed 8/26
5:15 am-10:25 am
1 stop5h 10m
Hartford Bradley Intl
Wed 8/26
5:24 pm-12:30 am
1 stop7h 06m
$237
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Clearwater to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Clearwater with our price prediction graph.
TPA-ALB
TPA-BDL
TPA-ACK
TPA-BOS
TPA-MVY
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 Clearwater to Massachusetts
CL9-USMA
TPA-ALB
TPA-BDL
TPA-ACK
TPA-BOS
What is the cheapest time of day to fly from CL9 to MA?
Find hourly flight availability from Clearwater 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 August 14, 2026.
A simple way to save on the total cost of your ticket is to fly from Clearwater to Massachusetts in the evening. If you’re flexible enough to do this you can expect to save up to 49% on your trip compared to booking a flight in the afternoon.
Weekly flight availability from Clearwater to Massachusetts
Explore weekly flight availability from Clearwater 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 August 14, 2026.
The most flights from CL9 to USMA are scheduled on a Thursday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 on average).
How much does it cost to fly round-trip from Clearwater to Massachusetts?
Airfare is below average for this route at the moment.
Clearwater to Massachusetts flights typically cost between $231 and $369 in September.The cheapest round-trip price found within the last 5 days was $207 on JetBlue (Sep 30-Oct 10).
What is the cheapest day to fly from Clearwater to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Clearwater to Massachusetts. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Clearwater to Massachusetts flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday at noon 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 August 14, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Clearwater 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 Clearwater to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Clearwater to Massachusetts by cabin class
Find flights from Clearwater to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Clearwater and Massachusetts flights
Browse other Clearwater and Massachusetts flight options. Last updated on August 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Clearwater after your stay in Massachusetts
Clearwater to Massachusetts flights
Consider these flights traveling from Clearwater to Massachusetts.
Top 7 airlines flying from Clearwater to Massachusetts
Discover the top 7 airlines that operate flights from Clearwater 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 2,558,603 searches. Data last updated August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$47 | Average$194 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$195 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$103 | Average$324 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$297 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$348 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$184 | Average$361 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$308 | FlexibilityNo cancel fee | On-time71% |