$80+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Apr 2 — Apr 91
1 adult, Economy
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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 March 3, 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 March 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/317:50 pm
TPA
- BOS
1 stop15h 57m
Multiple Airlines
Tue 4/75:45 am
BOS
- TPA
1 stop11h 56m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
Tue 5/128:44 am
TPA
- BOS
1 stop16h 07m
Frontier
Tue 5/196:00 am
BOS
- TPA
1 stop18h 26m
Frontier
Deal found 2/27![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/177:50 pm
TPA
- BOS
1 stop14h 39m
Frontier
Tue 3/2412:36 pm
BOS
- TPA
1 stop8h 24m
Frontier
Deal found 3/2![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/17:54 pm
TPA
- BDL
1 stop18h 04m
Frontier
Sun 4/52:55 pm
BDL
- TPA
1 stop9h 31m
Frontier
Deal found 2/26![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/85:20 am
TPA
- BOS
1 stop6h 24m
Frontier
Mon 4/135:20 am
BOS
- TPA
1 stop26h 14m
Frontier
Deal found 2/26![Frontier logo]()
$153
This Breeze Airways deal was found by Cheapflights users on 2/27. 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.
Wed 5/131:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Mon 5/187:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 2/27![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 4/95:20 am
TPA
- BDL
1 stop8h 38m
Frontier
Mon 4/203:50 pm
BDL
- TPA
1 stop15h 44m
Frontier
Deal found 2/27![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/245:30 am
TPA
- BOS
1 stop6h 11m
Multiple Airlines
Tue 3/3112:36 pm
BOS
- TPA
2 stops18h 43m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$156
This Expedia deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/710:30 am
TPA
- BDL
1 stop18h 35m
Multiple Airlines
Fri 9/117:25 am
BDL
- TPA
Nonstop3h 08m
Multiple Airlines
Deal found 2/28![Multiple Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/16:30 pm
TPA
- BDL
1 stop4h 40m
Southwest
Mon 5/46:15 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 2/28![Southwest logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/307:55 pm
TPA
- BOS
1 stop15h 46m
Frontier
Wed 4/112:42 pm
BOS
- TPA
1 stop19h 22m
Frontier
Deal found 3/2![Frontier logo]()
$158
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:15 am
TPA
- BDL
1 stop6h 36m
American Airlines
Tue 6/25:45 am
BDL
- TPA
1 stop7h 28m
American Airlines
Deal found 2/27![American Airlines logo]()
$159
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 March 3, 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 March 3, 2026.
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/239:50 pm
TPA
- BDL
1 stop10h 20m
Southwest
Mon 4/272:05 pm
BDL
- TPA
1 stop6h 10m
Southwest
Deal found 3/2![Southwest logo]()
$172
This Breeze Airways deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 6/31:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Wed 6/107:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 3/1![Breeze Airways logo]()
$175
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/137:00 am
TPA
- BOS
Nonstop3h 08m
Delta
Sun 5/177:10 am
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 3/1![Delta logo]()
$177
This JetBlue deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/16:30 pm
TPA
- BOS
Nonstop3h 06m
JetBlue
Sun 4/511:00 am
BOS
- TPA
Nonstop3h 15m
JetBlue
Deal found 3/2![JetBlue logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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.
Fri 3/206:00 pm
TPA
- ORH
1 stop19h 19m
American Airlines
Mon 3/231:44 pm
ORH
- TPA
1 stop21h 22m
American Airlines
Deal found 2/28![American Airlines logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Thu 4/307:10 am
TPA
- ALB
1 stop6h 53m
United Airlines
Sat 5/166:00 am
ALB
- TPA
1 stop5h 33m
United Airlines
Deal found 2/27![United Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/294:45 pm
TPA
- BOS
1 stop5h 40m
Delta
Wed 6/37:10 am
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 2/28![Delta logo]()
$187
This JetBlue deal was found by Cheapflights users on 2/26. 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.
Fri 5/157:50 pm
TPA
- BOS
Nonstop3h 11m
JetBlue
Mon 5/186:00 am
BOS
- TPA
Nonstop3h 15m
JetBlue
Deal found 2/26![JetBlue logo]()
$202
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/811:05 am
TPA
- BOS
2 stops8h 35m
Southwest
Sat 4/1112:50 pm
BOS
- TPA
1 stop6h 50m
Southwest
Deal found 3/2![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/137:00 am
TPA
- BOS
Nonstop3h 08m
Delta
Wed 5/2011:00 am
BOS
- TPA
1 stop7h 52m
Delta
Deal found 3/1![Delta logo]()
$187
This Breeze Airways deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 6/251:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Mon 6/297:00 am
BDL
- TPA
1 stop5h 04m
Breeze Airways
Deal found 3/1![Breeze Airways logo]()
$216
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/61:45 pm
TPA
- BOS
2 stops8h 45m
Southwest
Tue 5/129:15 am
BOS
- TPA
2 stops8h 50m
Southwest
Deal found 3/1![Southwest logo]()
$207
This Breeze Airways deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 6/101:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Sat 6/137:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 3/3![Breeze Airways logo]()
$232
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:59 pm
TPA
- BOS
1 stop6h 14m
Delta
Mon 4/67:50 pm
BOS
- TPA
Nonstop3h 28m
Delta
Deal found 3/1![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/266:00 am
TPA
- BOS
Nonstop3h 04m
JetBlue
Mon 4/62:25 pm
BOS
- TPA
1 stop6h 50m
JetBlue
Deal found 3/2![JetBlue logo]()
$245
This Southwest deal was found by Cheapflights users on 2/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:50 pm
TPA
- BDL
1 stop10h 20m
Southwest
Wed 4/224:05 pm
BDL
- TPA
1 stop6h 50m
Southwest
Deal found 2/26![Southwest logo]()
$240
This Mytrip deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/178:14 am
TPA
- HYA
2 stops9h 06m
Multiple Airlines
Sat 3/217:05 am
HYA
- TPA
2 stops24h 14m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$602
This American Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/183:36 pm
TPA
- ORH
2 stops21h 43m
American Airlines
Sun 3/221:44 pm
ORH
- TPA
1 stop20h 06m
American Airlines
Deal found 3/2![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/28:20 pm
TPA
- BOS
Nonstop3h 05m
Delta
Mon 4/67:50 pm
BOS
- TPA
Nonstop3h 28m
Delta
Deal found 3/2![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 5/156:30 pm
TPA
- BDL
1 stop4h 40m
Southwest
Sun 5/176:00 am
BDL
- TPA
2 stops8h 15m
Southwest
Deal found 3/2![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/284:45 pm
TPA
- ORH
1 stop22h 48m
Delta
Wed 6/34:15 pm
ORH
- TPA
1 stop6h 17m
Delta
Deal found 2/28![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:10 am
TPA
- ALB
1 stop6h 53m
United Airlines
Sat 5/96:00 am
ALB
- TPA
2 stops9h 57m
United Airlines
Deal found 2/26![United Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/311:15 pm
TPA
- BDL
2 stops9h 40m
Southwest
Tue 4/77:50 am
BDL
- TPA
2 stops8h 05m
Southwest
Deal found 3/1![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/306:44 pm
TPA
- ALB
1 stop6h 04m
United Airlines
Mon 5/46:00 am
ALB
- TPA
1 stop8h 51m
United Airlines
Deal found 3/1![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:00 am
TPA
- BOS
Nonstop3h 09m
Delta
Fri 7/178:15 pm
BOS
- TPA
1 stop5h 07m
Delta
Deal found 3/2![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/175:50 am
TPA
- BDL
1 stop5h 55m
Southwest
Thu 3/197:05 pm
BDL
- TPA
1 stop5h 45m
Southwest
Deal found 2/28![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/138:20 pm
TPA
- BOS
Nonstop3h 05m
Delta
Mon 3/166:50 pm
BOS
- TPA
1 stop5h 33m
Delta
Deal found 2/28![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 2/27. 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.
Thu 4/99:10 am
TPA
- BDL
2 stops7h 00m
Southwest
Mon 4/2011:40 am
BDL
- TPA
2 stops11h 50m
Southwest
Deal found 2/27![Southwest logo]()
$304
This United Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 6/249:00 am
TPA
- ALB
1 stop5h 13m
United Airlines
Tue 6/306:10 am
ALB
- TPA
2 stops9h 05m
United Airlines
Deal found 2/28![United Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/277:30 am
TPA
- ORH
1 stop8h 03m
Delta
Wed 6/34:15 pm
ORH
- TPA
1 stop6h 17m
Delta
Deal found 2/28![Delta logo]()
$310
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated March 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/1610:24 pm
TPA
- BOS
1 stop13h 17m
Frontier
Sat 3/2112:36 pm
BOS
- TPA
1 stop11h 50m
Frontier
Deal found 3/2![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/177:50 pm
TPA
- BOS
1 stop14h 39m
Frontier
Tue 3/2412:36 pm
BOS
- TPA
1 stop8h 24m
Frontier
Deal found 3/2![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/186:46 pm
TPA
- BOS
1 stop5h 13m
Multiple Airlines
Wed 3/2512:09 pm
BOS
- TPA
1 stop8h 51m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/245:30 am
TPA
- BOS
1 stop6h 11m
Multiple Airlines
Tue 3/3112:36 pm
BOS
- TPA
2 stops18h 43m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$156
This Expedia deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/258:14 am
TPA
- BOS
1 stop7h 14m
Multiple Airlines
Tue 4/76:50 pm
BOS
- TPA
Nonstop3h 29m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 3/307:55 pm
TPA
- BOS
1 stop15h 46m
Frontier
Wed 4/112:42 pm
BOS
- TPA
1 stop19h 22m
Frontier
Deal found 3/2![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/317:50 pm
TPA
- BOS
1 stop15h 57m
Multiple Airlines
Tue 4/75:45 am
BOS
- TPA
1 stop11h 56m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/17:54 pm
TPA
- BDL
1 stop18h 04m
Frontier
Sun 4/52:55 pm
BDL
- TPA
1 stop9h 31m
Frontier
Deal found 2/26![Frontier logo]()
$152
This Expedia deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/710:30 am
TPA
- BDL
1 stop18h 35m
Multiple Airlines
Fri 9/117:25 am
BDL
- TPA
Nonstop3h 08m
Multiple Airlines
Deal found 2/28![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 4/85:20 am
TPA
- BOS
1 stop6h 24m
Frontier
Mon 4/135:20 am
BOS
- TPA
1 stop26h 14m
Frontier
Deal found 2/26![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 4/95:20 am
TPA
- BDL
1 stop8h 38m
Frontier
Mon 4/203:50 pm
BDL
- TPA
1 stop15h 44m
Frontier
Deal found 2/27![Frontier logo]()
$154
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/239:50 pm
TPA
- BDL
1 stop10h 20m
Southwest
Mon 4/276:15 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 3/2![Southwest logo]()
$163
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 March 3, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Mon 5/181:25 pm
TPA
- ALB
1 stop6h 12m
Breeze Airways
Deal found 2/26![Breeze Airways logo]()
$80
This CheapOair deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 3/267:06 pm
TPA
- BDL
Nonstop2h 58m
Breeze Airways
Deal found 3/3![Breeze Airways logo]()
$81
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Fri 5/86:57 pm
TPA
- BDL
1 stop5h 02m
American Airlines
Deal found 2/26![American Airlines logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Mon 6/81:25 pm
TPA
- ALB
1 stop6h 12m
Breeze Airways
Deal found 2/26![Breeze Airways logo]()
$83
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:35 pm
TPA
- BOS
Nonstop3h 06m
JetBlue
Deal found 2/27![JetBlue logo]()
$84
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Thu 3/267:35 pm
TPA
- BDL
1 stop4h 53m
American Airlines
Deal found 2/26![American Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/117:50 pm
TPA
- BOS
1 stop16h 15m
Frontier
Deal found 2/28![Frontier logo]()
$85
This Breeze Airways deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 6/41:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Deal found 3/1![Breeze Airways logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/58:31 pm
TPA
- BOS
1 stop27h 26m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 3/125:30 am
TPA
- BOS
1 stop6h 11m
Frontier
Deal found 3/3![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/27:06 pm
TPA
- BDL
Nonstop2h 58m
Breeze Airways
Deal found 3/1![Breeze Airways logo]()
$87
This Trip.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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.
Tue 3/1710:05 pm
TPA
- BOS
1 stop12h 24m
Frontier
Deal found 2/28![Frontier logo]()
$88
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 March 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $147 (Kiwi.com) |
One-way from | $80 (Kiwi.com) |
Popular in | November |
Cheapest in | September |
Average price | $205 |
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 March 3, 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
TampaHartford
TPA - BDL
TPABDL
Tampa
Thu 4/23
9:50 pm-8:10 am
1 stop10h 20m
Hartford Bradley Intl
Mon 4/27
2:05 pm-8:15 pm
1 stop6h 10m
$172
TampaHartford
TPA - BDL
TPABDL
Tampa
Wed 6/3
1:34 pm-4:30 pm
Nonstop2h 56m
Hartford Bradley Intl
Wed 6/10
7:32 pm-11:59 pm
1 stop4h 27m
$175
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 5/13
7:00 am-10:08 am
Nonstop3h 08m
Boston Logan Intl
Sun 5/17
7:10 am-10:32 am
Nonstop3h 22m
$177
TampaBoston
TPA - BOS
TPABOS
Tampa
Fri 5/29
4:45 pm-10:25 pm
1 stop5h 40m
Boston Logan Intl
Wed 6/3
7:10 am-10:32 am
Nonstop3h 22m
$187
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 5/13
7:00 am-10:08 am
Nonstop3h 08m
Boston Logan Intl
Wed 5/20
11:00 am-6:52 pm
1 stop7h 52m
$187
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 4/1
6:30 pm-9:36 pm
Nonstop3h 06m
Boston Logan Intl
Sun 4/5
11:00 am-2:15 pm
Nonstop3h 15m
$197
TampaBoston
TPA - BOS
TPABOS
Tampa
Fri 5/15
7:50 pm-11:01 pm
Nonstop3h 11m
Boston Logan Intl
Mon 5/18
6:00 am-9:15 am
Nonstop3h 15m
$202
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 4/8
11:05 am-7:40 pm
2 stops8h 35m
Boston Logan Intl
Sat 4/11
12:50 pm-7:40 pm
1 stop6h 50m
$202
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 5/6
1:45 pm-10:30 pm
2 stops8h 45m
Boston Logan Intl
Tue 5/12
9:15 am-6:05 pm
2 stops8h 50m
$207
TampaHartford
TPA - BDL
TPABDL
Tampa
Thu 6/25
1:02 pm-11:11 pm
1 stop10h 09m
Hartford Bradley Intl
Mon 6/29
7:00 am-12:04 pm
1 stop5h 04m
$216
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-BOS
TPA-BDL
TPA-ALB
TPA-ORH
TPA-HYA
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-BOS
TPA-BDL
TPA-ALB
TPA-ORH
What is the cheapest month to book a flight from Clearwater to Massachusetts?
Currently, March is the cheapest month in which you can book a flight from Clearwater to Massachusetts (average of $46). Flying from Clearwater to Massachusetts in July is currently the most expensive (average of $101). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from 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 March 3, 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 61% on your trip compared to booking a flight in the afternoon.
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 February 21, 2026.
Travelers seeking maximum savings on their Clearwater to Massachusetts flight should consider departing on Monday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 March 3, 2026.
The most flights from CL9 to USMA are scheduled on a Monday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).
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 March 3, 2026.
Read reviews from past customers who have flown Delta, JetBlue, and American Airlines from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
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 March 3, 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 8 airlines flying from Clearwater to Massachusetts
Discover the top 8 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 March 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$34 | Average$131 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$37 | Average$135 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$53 | Average$187 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$96 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$96 | Average$257 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$296 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$167 | Average$292 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$342 | FlexibilityNo cancel fee | On-time69% |