$92+ Cheap flights from Clearwater, FL to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Oct 12 — Oct 191
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 September 12, 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 September 12, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/9. 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.
Wed 10/212:15 pm -
1 stop9h 27m
Wed 10/281:39 pm -
1 stop10h 05m
Deal found 9/9![Breeze Airways logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:14 am -
Nonstop2h 40m
Tue 11/38:10 am -
Nonstop3h 25m
Deal found 9/8![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/212:15 pm -
1 stop9h 27m
Thu 10/296:10 am -
Nonstop3h 24m
Deal found 9/10![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/132:49 pm -
Nonstop2h 41m
Sun 11/156:10 am -
Nonstop3h 24m
Deal found 9/10![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/221:40 pm -
1 stop30h 50m
Tue 10/68:10 am -
Nonstop3h 25m
Deal found 9/7![Multiple Airlines logo]()
$191
This Breeze Airways deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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.
Wed 11/42:15 pm -
1 stop9h 27m
Sat 11/77:26 pm -
Nonstop3h 25m
Deal found 9/7![Breeze Airways logo]()
$192
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:14 am -
Nonstop2h 40m
Sun 11/86:10 am -
Nonstop3h 24m
Deal found 9/10![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:14 am -
Nonstop2h 40m
Mon 11/211:40 am -
1 stop10h 51m
Deal found 9/7![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/221:40 pm -
1 stop30h 50m
Fri 9/259:25 pm -
1 stop15h 12m
Deal found 9/8![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:05 pm -
Nonstop2h 41m
Sat 11/147:26 pm -
Nonstop3h 25m
Deal found 9/9![Breeze Airways logo]()
$197
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Thu 10/18:51 pm -
1 stop23h 39m
Mon 10/59:25 pm -
1 stop23h 49m
Deal found 9/8![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:49 pm -
1 stop12h 16m
Sun 11/111:55 am -
1 stop19h 15m
Deal found 9/9![Multiple Airlines logo]()
$201
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 September 12, 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 September 12, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:14 am -
Nonstop2h 40m
Tue 11/107:05 am -
1 stop11h 37m
Deal found 9/11![Breeze Airways logo]()
$206
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
2 stops8h 58m
Wed 10/284:10 pm -
1 stop6h 13m
Deal found 9/7![Delta logo]()
$222
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/299:45 am -
2 stops8h 57m
Tue 11/35:02 pm -
1 stop6h 59m
Deal found 9/8![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:15 am -
Nonstop2h 50m
Tue 10/203:30 pm -
Nonstop3h 05m
Deal found 9/10![Southwest logo]()
$301
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Wed 10/284:05 pm -
Nonstop2h 41m
Tue 11/38:10 am -
Nonstop3h 25m
Deal found 9/10![Breeze Airways logo]()
$208
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Tue 10/273:36 pm -
1 stop6h 57m
Tue 11/38:10 am -
Nonstop3h 25m
Deal found 9/10![Breeze Airways logo]()
$220
This KAYAK deal was found by Cheapflights users on 9/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:15 am -
1 stop7h 49m
Sat 10/103:55 pm -
1 stop7h 49m
Deal found 9/11![JetBlue logo]()
$556
This Breeze Airways deal was found by Cheapflights users on 9/9. 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.
Fri 2/52:49 pm -
Nonstop2h 41m
Tue 2/97:10 am -
1 stop11h 32m
Deal found 9/9![Breeze Airways logo]()
$244
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/227:00 am -
1 stop7h 37m
Sun 1/243:18 pm -
1 stop7h 14m
Deal found 9/9![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/159:45 am -
Nonstop2h 50m
Mon 10/195:45 pm -
Nonstop3h 05m
Deal found 9/9![Southwest logo]()
$301
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:00 am -
1 stop7h 37m
Sun 1/243:18 pm -
1 stop7h 14m
Deal found 9/9![Delta logo]()
$298
This KAYAK deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/287:00 am -
1 stop6h 11m
Sat 10/314:20 pm -
1 stop7h 52m
Deal found 9/6![Multiple Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 9/269:50 am -
Nonstop2h 45m
Tue 9/296:50 am -
Nonstop3h 00m
Deal found 9/6![Southwest logo]()
$307
This Breeze Airways deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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.
Wed 10/72:15 pm -
1 stop9h 27m
Mon 10/127:00 am -
Nonstop3h 25m
Deal found 9/7![Breeze Airways logo]()
$268
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/317:30 am -
1 stop7h 19m
Mon 11/27:05 pm -
Nonstop3h 24m
Deal found 9/6![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/287:45 am -
Nonstop2h 45m
Wed 9/306:50 am -
Nonstop3h 00m
Deal found 9/8![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/272:59 pm -
1 stop7h 25m
Sun 11/17:05 am -
Nonstop3h 25m
Deal found 9/6![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/301:25 pm -
2 stops8h 40m
Tue 11/311:20 am -
2 stops7h 35m
Deal found 9/6![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 9/11. 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 11/187:59 pm -
Nonstop3h 05m
Mon 11/237:50 pm -
Nonstop3h 27m
Deal found 9/11![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/284:30 pm -
2 stops6h 15m
Mon 11/212:45 pm -
2 stops10h 45m
Deal found 9/6![Southwest logo]()
$308
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Fri 2/267:00 am -
1 stop4h 40m
Sun 2/284:57 pm -
1 stop6h 47m
Deal found 9/10![Breeze Airways logo]()
$310
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/106:12 pm -
1 stop5h 47m
Thu 10/159:10 am -
1 stop8h 30m
Deal found 9/7![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/216:20 am -
2 stops7h 50m
Wed 10/213:30 pm -
Nonstop3h 05m
Deal found 9/8![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/275:40 am -
1 stop6h 25m
Sun 12/64:50 pm -
Nonstop3h 10m
Deal found 9/8![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/16:11 pm -
1 stop5h 47m
Tue 10/65:35 am -
1 stop5h 57m
Deal found 9/8![Delta logo]()
$318
This KAYAK deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/17:20 am -
1 stop7h 44m
Mon 10/53:54 pm -
1 stop6h 46m
Deal found 9/8![JetBlue logo]()
$569
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/227:45 am -
2 stops9h 25m
Tue 10/611:30 am -
2 stops8h 30m
Deal found 9/7![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 2/46:20 am -
2 stops8h 17m
Tue 2/93:18 pm -
1 stop7h 14m
Deal found 9/11![Delta logo]()
$348
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Thu 12/247:00 am -
1 stop8h 52m
Tue 12/292:47 pm -
1 stop8h 57m
Deal found 9/10![Breeze Airways logo]()
$422
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/226:00 am -
1 stop11h 09m
Sun 1/241:30 pm -
1 stop9h 34m
Deal found 9/9![Multiple Airlines logo]()
$689
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated September 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/221:40 pm -
1 stop30h 50m
Tue 10/68:10 am -
Nonstop3h 25m
Deal found 9/7![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/221:40 pm -
1 stop30h 50m
Fri 9/259:25 pm -
1 stop15h 12m
Deal found 9/8![Frontier logo]()
$196
This Trip.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/248:51 pm -
1 stop23h 39m
Mon 9/289:25 pm -
1 stop23h 49m
Deal found 9/7![Frontier logo]()
$197
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Thu 10/18:51 pm -
1 stop23h 39m
Mon 10/59:25 pm -
1 stop23h 49m
Deal found 9/8![Frontier logo]()
$200
This Breeze Airways deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/32:15 pm -
1 stop9h 27m
Tue 10/68:10 am -
Nonstop3h 25m
Deal found 9/8![Breeze Airways logo]()
$202
This Breeze Airways deal was found by Cheapflights users on 9/9. 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.
Wed 10/212:15 pm -
1 stop9h 27m
Wed 10/281:39 pm -
1 stop10h 05m
Deal found 9/9![Breeze Airways logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/212:15 pm -
1 stop9h 27m
Thu 10/296:10 am -
Nonstop3h 24m
Deal found 9/10![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/2110:49 pm -
1 stop12h 16m
Sun 10/2511:55 am -
1 stop19h 15m
Deal found 9/7![Multiple Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:49 pm -
1 stop12h 16m
Sun 11/111:55 am -
1 stop19h 15m
Deal found 9/9![Multiple Airlines logo]()
$201
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:15 pm -
1 stop9h 27m
Sat 10/317:26 pm -
Nonstop3h 25m
Deal found 9/11![Breeze Airways logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:14 am -
Nonstop2h 40m
Tue 11/38:10 am -
Nonstop3h 25m
Deal found 9/8![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:14 am -
Nonstop2h 40m
Mon 11/211:40 am -
1 stop10h 51m
Deal found 9/7![Breeze Airways logo]()
$194
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 September 12, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/512:20 pm -
1 stop7h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:49 pm -
1 stop12h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/3110:49 pm -
1 stop13h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/1010:49 pm -
1 stop12h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:45 pm -
1 stop10h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/173:11 pm -
1 stop20h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am -
1 stop6h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/62:49 pm -
Nonstop2h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:41 pm -
2 stops9h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/153:36 pm -
1 stop6h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$110
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am -
1 stop9h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:15 pm -
1 stop9h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$112
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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Breeze Airways) |
One-way from | $92 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $287 |
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 September 12, 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
Sat 11/7
4:41 pm-9:19 pm
1 stop4h 38m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Mon 12/7
3:20 pm-8:35 pm
1 stop5h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Sun 12/6
5:10 am-10:24 am
1 stop5h 14m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Wed 12/9
7:11 am-7:00 pm
2 stops11h 49m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Tue 12/8
9:00 am-7:00 pm
2 stops10h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Mon 12/7
2:00 pm-11:48 pm
2 stops9h 48m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Fri 9/25
6:47 pm-11:59 pm
1 stop5h 12m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Fri 11/13
3:20 pm-10:18 pm
1 stop6h 58m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Fri 10/16
4:00 pm-11:59 pm
2 stops7h 59m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
TampaHartford
TPA Tampa - BDL Hartford Bradley Intl
TPABDL
Tampa
Mon 9/14
1:21 pm-11:44 pm
1 stop10h 23m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
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-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-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 September 12, 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 September 12, 2026.
The most flights from CL9 to USMA are scheduled on a Thursday (42 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (25 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 $211 and $371 in October.The cheapest round-trip price found within the last 5 days was $219 on Delta (Oct 20-Oct 27).
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 September 5, 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 September 12, 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.
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
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 September 12, 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 September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$216 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$200 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$108 | Average$311 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$360 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$184 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$317 | FlexibilityNo cancel fee | On-time71% |