$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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Sep 26 — Oct 31
Round-trip
1 adult, Economy
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Find cheap flights from Clearwater to Massachusetts 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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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 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/237:00 pm -
1 stop4h 56m
Wed 9/307:16 am -
1 stop4h 58m
Deal found 8/26![American Airlines logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:51 pm -
1 stop23h 39m
Fri 9/189:25 pm -
1 stop23h 54m
Deal found 8/25![Frontier logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 8/25. 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 9/101:37 pm -
1 stop10h 07m
Thu 9/172:05 pm -
1 stop7h 53m
Deal found 8/25![Breeze Airways logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 10/74:05 pm -
Nonstop2h 41m
Sat 10/107:26 pm -
Nonstop3h 25m
Deal found 8/24![Breeze Airways logo]()
$182
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 10/2910:14 am -
Nonstop2h 40m
Mon 11/27:00 am -
Nonstop3h 25m
Deal found 8/24![Breeze Airways logo]()
$183
This Super.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:47 am -
1 stop9h 43m
Fri 9/189:25 pm -
1 stop23h 54m
Deal found 8/22![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/56:05 am -
Nonstop2h 56m
Sat 9/1211:36 am -
Nonstop3h 25m
Deal found 8/24![Breeze Airways logo]()
$187
This Trip.com deal was found by Cheapflights users on 8/26. 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.
Wed 9/910:47 am -
1 stop9h 43m
Mon 9/149:25 pm -
1 stop23h 49m
Deal found 8/26![Frontier logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Wed 9/1611:36 am -
Nonstop3h 25m
Deal found 8/25![Breeze Airways logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/27. 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
Sat 9/1211:36 am -
Nonstop3h 25m
Deal found 8/27![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 10/213:06 pm -
1 stop19h 59m
Sun 10/2511:55 am -
1 stop19h 10m
Deal found 8/25![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/1610:49 pm -
1 stop11h 36m
Sun 9/2011:15 am -
1 stop28h 46m
Deal found 8/26![Multiple Airlines logo]()
$207
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 27, 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 27, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:45 pm -
1 stop10h 51m
Mon 10/267:00 am -
Nonstop3h 25m
Deal found 8/22![Breeze Airways logo]()
$183
This Delta deal was found by Cheapflights users on 8/24. 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 9/294:55 pm -
1 stop6h 22m
Wed 10/71:20 pm -
1 stop6h 47m
Deal found 8/24![Delta logo]()
$229
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/25![American Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:35 pm -
1 stop7h 20m
Sat 9/265:50 am -
2 stops9h 15m
Deal found 8/22![Southwest logo]()
$268
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/1911:20 am -
1 stop6h 32m
Tue 9/229:30 am -
1 stop5h 58m
Deal found 8/25![United Airlines logo]()
$297
This JetBlue deal was found by Cheapflights users on 8/25. 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 9/182:00 pm -
1 stop8h 59m
Sun 9/207:03 am -
1 stop6h 05m
Deal found 8/25![JetBlue logo]()
$339
This Breeze Airways deal was found by Cheapflights users on 8/24. 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.
Tue 10/2712:20 pm -
Nonstop2h 41m
Tue 11/38:10 am -
Nonstop3h 25m
Deal found 8/24![Breeze Airways logo]()
$198
This Delta deal was found by Cheapflights users on 8/26. 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 10/155:15 am -
1 stop5h 04m
Tue 10/205:23 am -
1 stop6h 07m
Deal found 8/26![Delta logo]()
$237
This Breeze Airways deal was found by Cheapflights users on 8/26. 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.
Sat 11/74:05 pm -
Nonstop2h 41m
Sun 11/152:05 pm -
1 stop7h 53m
Deal found 8/26![Breeze Airways logo]()
$220
This Breeze Airways deal was found by Cheapflights users on 8/26. 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 9/1012:45 pm -
1 stop10h 51m
Sun 9/132:05 pm -
1 stop7h 53m
Deal found 8/26![Breeze Airways logo]()
$226
This KAYAK deal was found by Cheapflights users on 8/24. 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 8/24![Multiple Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:31 am -
1 stop8h 18m
Sat 10/315:16 pm -
1 stop17h 37m
Deal found 8/25![American Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 8/23. 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 11/45:55 pm -
Nonstop2h 50m
Tue 11/106:35 am -
Nonstop3h 15m
Deal found 8/23![Southwest logo]()
$301
This United Airlines deal was found by Cheapflights users on 8/23. 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 11/46:00 am -
2 stops8h 13m
Tue 11/104:55 pm -
1 stop7h 04m
Deal found 8/23![United Airlines logo]()
$316
This Breeze Airways deal was found by Cheapflights users on 8/25. 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 10/410:14 am -
Nonstop2h 40m
Sun 10/42:05 pm -
1 stop7h 53m
Deal found 8/25![Breeze Airways logo]()
$239
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:05 pm -
Nonstop2h 50m
Wed 10/76:50 am -
Nonstop3h 05m
Deal found 8/22![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 8/26. 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 9/257:59 pm -
Nonstop3h 11m
Wed 9/307:00 am -
1 stop6h 39m
Deal found 8/26![Delta logo]()
$313
This JetBlue deal was found by Cheapflights users on 8/26. 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 9/172:00 pm -
1 stop8h 59m
Sat 9/197:03 am -
1 stop6h 05m
Deal found 8/26![JetBlue logo]()
$368
This Southwest deal was found by Cheapflights users on 8/23. 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 9/222:05 pm -
Nonstop2h 50m
Thu 9/246:20 am -
Nonstop3h 00m
Deal found 8/23![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 8/26. 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 9/224:55 pm -
1 stop5h 31m
Sat 9/2611:05 am -
Nonstop3h 12m
Deal found 8/26![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 8/25. 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 10/59:10 am -
2 stops6h 55m
Wed 10/75:35 am -
1 stop5h 10m
Deal found 8/25![Southwest logo]()
$308
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/87:01 pm -
2 stops21h 48m
Sat 9/125:16 pm -
2 stops17h 48m
Deal found 8/24![American Airlines logo]()
$383
This Breeze Airways deal was found by Cheapflights users on 8/27. 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.
Fri 10/21:21 pm -
1 stop10h 23m
Mon 10/57:00 am -
Nonstop3h 25m
Deal found 8/27![Breeze Airways logo]()
$289
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
2 stops8h 58m
Sun 10/114:15 pm -
1 stop6h 08m
Deal found 8/22![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 8/27. 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 10/35:25 pm -
1 stop4h 40m
Mon 10/55:50 am -
2 stops9h 20m
Deal found 8/27![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 8/27. 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 10/142:35 pm -
1 stop6h 45m
Tue 10/206:45 am -
2 stops8h 25m
Deal found 8/27![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 8/27. 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 10/136:00 am -
2 stops8h 58m
Mon 10/264:10 pm -
2 stops8h 08m
Deal found 8/27![Delta logo]()
$357
This JetBlue deal was found by Cheapflights users on 8/23. 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 10/27:15 am -
1 stop8h 02m
Mon 10/53:54 pm -
1 stop6h 46m
Deal found 8/23![JetBlue logo]()
$502
This Delta deal was found by Cheapflights users on 8/25. 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 10/211:39 am -
Nonstop3h 16m
Wed 10/77:05 am -
Nonstop3h 25m
Deal found 8/25![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/111:22 pm -
2 stops10h 36m
Mon 9/212:49 pm -
1 stop5h 19m
Deal found 8/27![United Airlines logo]()
$540
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated August 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/56:05 am -
Nonstop2h 56m
Sat 9/1211:36 am -
Nonstop3h 25m
Deal found 8/24![Breeze Airways logo]()
$187
This Super.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:47 am -
1 stop9h 43m
Fri 9/189:25 pm -
1 stop23h 54m
Deal found 8/22![Frontier logo]()
$185
This Trip.com deal was found by Cheapflights users on 8/26. 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.
Wed 9/910:47 am -
1 stop9h 43m
Mon 9/149:25 pm -
1 stop23h 49m
Deal found 8/26![Frontier logo]()
$189
This Breeze Airways deal was found by Cheapflights users on 8/25. 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 9/101:37 pm -
1 stop10h 07m
Thu 9/172:05 pm -
1 stop7h 53m
Deal found 8/25![Breeze Airways logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/27. 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
Sat 9/1211:36 am -
Nonstop3h 25m
Deal found 8/27![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Wed 9/1611:36 am -
Nonstop3h 25m
Deal found 8/25![Breeze Airways logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:49 pm -
1 stop11h 36m
Thu 9/1711:15 am -
1 stop19h 50m
Deal found 8/22![Multiple Airlines logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:51 pm -
1 stop23h 39m
Fri 9/189:25 pm -
1 stop23h 54m
Deal found 8/25![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/168:15 am -
Nonstop2h 41m
Sat 9/2611:36 am -
Nonstop3h 25m
Deal found 8/25![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/1610:49 pm -
1 stop11h 36m
Sun 9/2011:15 am -
1 stop28h 46m
Deal found 8/26![Multiple Airlines logo]()
$207
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:15 am -
Nonstop2h 41m
Sat 9/2611:36 am -
Nonstop3h 25m
Deal found 8/22![Breeze Airways logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/237:00 pm -
1 stop4h 56m
Wed 9/307:16 am -
1 stop4h 58m
Deal found 8/26![American Airlines logo]()
$177
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 27, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/263:06 pm -
1 stop19h 19m
Deal found 8/24![Multiple Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/2310:49 pm -
1 stop11h 36m
Deal found 8/24![Multiple Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/193:06 pm -
1 stop19h 19m
Deal found 8/23![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 10/213:06 pm -
1 stop19h 59m
Deal found 8/25![Multiple Airlines logo]()
$100
This Breeze Airways deal was found by Cheapflights users on 8/26. 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 9/101:37 pm -
1 stop10h 07m
Deal found 8/26![Breeze Airways logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:45 pm -
1 stop10h 51m
Deal found 8/22![Breeze Airways logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/2812:20 pm -
1 stop7h 18m
Deal found 8/25![Breeze Airways logo]()
$102
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair 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 8/22![Breeze Airways logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/268:15 am -
Nonstop2h 41m
Deal found 8/26![Breeze Airways logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/182:49 pm -
Nonstop2h 41m
Deal found 8/24![Breeze Airways logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/237:00 am -
1 stop11h 18m
Deal found 8/23![Breeze Airways logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/296:00 pm -
2 stops40h 55m
Deal found 8/26![Multiple Airlines logo]()
$108
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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (American Airlines) |
One-way from | $95 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $303 |
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 7,457,451 searches. Data last updated August 27, 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 10/22
12:45 pm-11:36 pm
1 stop10h 51m
Hartford Bradley Intl
Mon 10/26
7:00 am-10:25 am
Nonstop3h 25m
$183
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Tue 10/27
12:20 pm-3:01 pm
Nonstop2h 41m
Hartford Bradley Intl
Tue 11/3
8:10 am-11:35 am
Nonstop3h 25m
$198
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Sat 11/7
4:05 pm-6:46 pm
Nonstop2h 41m
Hartford Bradley Intl
Sun 11/15
2:05 pm-9:58 pm
1 stop7h 53m
$220
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Thu 9/10
12:45 pm-11:36 pm
1 stop10h 51m
Hartford Bradley Intl
Sun 9/13
2:05 pm-9:58 pm
1 stop7h 53m
$226
TampaBoston
TPA Tampa - BOS Boston Logan Intl
TPABOS
Tampa
Tue 9/29
4:55 pm-11:17 pm
1 stop6h 22m
Boston Logan Intl
Wed 10/7
1:20 pm-8:07 pm
1 stop6h 47m
$229
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Thu 10/15
5:15 am-10:19 am
1 stop5h 04m
Hartford Bradley Intl
Tue 10/20
5:23 am-11:30 am
1 stop6h 07m
$237
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Sun 10/4
10:14 am-12:54 pm
Nonstop2h 40m
Hartford Bradley Intl
Sun 10/4
2:05 pm-9:58 pm
1 stop7h 53m
$239
TampaWorcester
TPA Tampa - ORH Worcester
TPAORH
Tampa
Thu 10/1
9:22 am-4:49 pm
1 stop7h 27m
Worcester
Tue 10/6
5:16 pm-9:50 am
1 stop16h 34m
$261
TampaBoston
TPA Tampa - BOS Boston Logan Intl
TPABOS
Tampa
Sat 9/19
12:35 pm-7:55 pm
1 stop7h 20m
Boston Logan Intl
Sat 9/26
5:50 am-3:05 pm
2 stops9h 15m
$268
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Fri 10/2
1:21 pm-11:44 pm
1 stop10h 23m
Hartford Bradley Intl
Mon 10/5
7:00 am-10:25 am
Nonstop3h 25m
$289
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-BDL
TPA-ALB
TPA-ORH
TPA-BOS
TPA-EWB
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-BDL
TPA-ALB
TPA-ORH
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 27, 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 50% 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 27, 2026.
The most flights from CL9 to USMA are scheduled on a Wednesday (46 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Clearwater to Massachusetts?
Airfare is typical for this route at the moment.
Clearwater to Massachusetts flights typically cost between $191 and $347 in September.The cheapest round-trip price found within the last 5 days was $219 on Delta (Sep 23-Sep 26).
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 22, 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 27, 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.
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
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
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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 27, 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 7,457,451 searches. Data last updated August 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$205 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$197 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$107 | Average$308 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$353 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$184 | Average$369 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$314 | FlexibilityNo cancel fee | On-time71% |