$91+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Jul 19 — Jul 261
Round-trip
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 June 19, 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 June 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:14 am
TPA
- BDL
Nonstop2h 40m
Breeze Airways
Sun 10/46:10 am
BDL
- TPA
Nonstop3h 24m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:05 am
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Mon 8/317:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:43 pm
TPA
- BDL
1 stop5h 16m
Breeze Airways
Wed 9/26:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Wed 9/26:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$174
This Breeze Airways deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:14 am
TPA
- BDL
Nonstop2h 40m
Breeze Airways
Sun 10/186:10 am
BDL
- TPA
Nonstop3h 24m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Tue 9/88:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/18![Breeze Airways logo]()
$179
This Super.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:51 pm
TPA
- BDL
1 stop5h 08m
JetBlue
Sun 8/166:45 am
BDL
- TPA
1 stop8h 15m
JetBlue
Deal found 6/18![JetBlue logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:43 pm
TPA
- BDL
1 stop5h 16m
Breeze Airways
Tue 9/18:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$181
This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:15 am
TPA
- MVY
1 stop6h 54m
JetBlue
Wed 9/25:05 pm
MVY
- TPA
1 stop6h 07m
JetBlue
Deal found 6/18![JetBlue logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:20 am
TPA
- ACK
1 stop4h 52m
JetBlue
Wed 9/212:02 pm
ACK
- TPA
1 stop5h 54m
JetBlue
Deal found 6/16![JetBlue logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:05 am
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Fri 8/287:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Wed 9/26:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/19![Breeze Airways logo]()
$183
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 June 19, 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 June 19, 2026.
This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:15 am
TPA
- MVY
1 stop6h 54m
JetBlue
Wed 9/25:05 pm
MVY
- TPA
1 stop6h 07m
JetBlue
Deal found 6/18![JetBlue logo]()
$182
This Breeze Airways deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:52 pm
TPA
- BDL
1 stop5h 39m
Breeze Airways
Tue 8/258:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/16![Breeze Airways logo]()
$202
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:15 am
TPA
- BDL
1 stop5h 15m
Delta
Mon 7/277:10 pm
BDL
- TPA
1 stop5h 19m
Delta
Deal found 6/19![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:01 am
TPA
- MVY
1 stop5h 51m
American Airlines
Tue 8/1110:41 am
MVY
- TPA
1 stop6h 53m
American Airlines
Deal found 6/18![American Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:05 pm
TPA
- BDL
Nonstop2h 50m
Southwest
Thu 9/246:20 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 6/19![Southwest logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:20 am
TPA
- BDL
1 stop8h 07m
Multiple Airlines
Sat 8/17:32 pm
BDL
- TPA
1 stop5h 03m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$282
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:00 am
TPA
- BOS
2 stops8h 52m
United Airlines
Sat 10/38:00 am
BOS
- TPA
1 stop9h 43m
United Airlines
Deal found 6/18![United Airlines logo]()
$288
This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:15 am
TPA
- ACK
1 stop6h 08m
JetBlue
Wed 9/212:02 pm
ACK
- TPA
1 stop5h 54m
JetBlue
Deal found 6/18![JetBlue logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
TPA
- HYA
1 stop8h 51m
JetBlue
Sat 8/294:53 pm
HYA
- TPA
1 stop6h 19m
JetBlue
Deal found 6/16![JetBlue logo]()
$191
This Breeze Airways deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
TPA
- ALB
1 stop12h 37m
Breeze Airways
Thu 8/274:36 pm
ALB
- TPA
1 stop5h 11m
Breeze Airways
Deal found 6/19![Breeze Airways logo]()
$211
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:05 am
TPA
- MVY
1 stop5h 33m
Delta
Wed 8/121:18 pm
MVY
- TPA
1 stop7h 17m
Delta
Deal found 6/16![Delta logo]()
$222
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:08 pm
TPA
- BDL
1 stop5h 43m
Delta
Tue 9/86:00 am
BDL
- TPA
1 stop5h 31m
Delta
Deal found 6/17![Delta logo]()
$227
This Priceline deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:39 am
TPA
- ACK
1 stop6h 24m
JetBlue
Fri 7/1012:02 pm
ACK
- TPA
1 stop5h 56m
JetBlue
Deal found 6/15![JetBlue logo]()
$214
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:20 pm
TPA
- BDL
1 stop8h 55m
Southwest
Sat 7/45:50 am
BDL
- TPA
2 stops7h 05m
Southwest
Deal found 6/15![Southwest logo]()
$268
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:48 am
TPA
- ORH
1 stop6h 03m
American Airlines
Tue 7/145:16 pm
ORH
- TPA
1 stop18h 24m
American Airlines
Deal found 6/15![American Airlines logo]()
$272
This Breeze Airways deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:40 pm
TPA
- BDL
1 stop10h 56m
Breeze Airways
Mon 10/2611:35 am
BDL
- TPA
1 stop10h 51m
Breeze Airways
Deal found 6/18![Breeze Airways logo]()
$251
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:05 pm
TPA
- BOS
1 stop4h 54m
United Airlines
Fri 8/286:00 am
BOS
- TPA
2 stops9h 28m
United Airlines
Deal found 6/18![United Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:14 am
TPA
- ACK
1 stop7h 27m
Delta
Fri 9/43:24 pm
ACK
- TPA
2 stops9h 06m
Delta
Deal found 6/18![Delta logo]()
$243
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/314:51 pm
TPA
- ORH
2 stops24h 00m
American Airlines
Wed 8/55:23 pm
ORH
- TPA
1 stop18h 18m
American Airlines
Deal found 6/15![American Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:40 am
TPA
- BOS
1 stop7h 20m
Southwest
Wed 7/82:15 pm
BOS
- TPA
2 stops9h 20m
Southwest
Deal found 6/18![Southwest logo]()
$282
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:30 am
TPA
- BOS
2 stops11h 49m
United Airlines
Wed 9/306:00 am
BOS
- TPA
2 stops11h 43m
United Airlines
Deal found 6/16![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am
TPA
- BOS
Nonstop3h 09m
Delta
Sun 9/277:15 am
BOS
- TPA
Nonstop3h 16m
Delta
Deal found 6/14![Delta logo]()
$247
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:59 am
TPA
- ORH
1 stop5h 52m
American Airlines
Mon 8/35:16 pm
ORH
- TPA
2 stops15h 57m
American Airlines
Deal found 6/15![American Airlines logo]()
$282
This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3112:18 pm
TPA
- BOS
Nonstop3h 09m
JetBlue
Thu 8/68:50 pm
BOS
- TPA
Nonstop3h 19m
JetBlue
Deal found 6/18![JetBlue logo]()
$257
This Breeze Airways deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:40 pm
TPA
- BDL
1 stop10h 56m
Breeze Airways
Sun 10/182:05 pm
BDL
- TPA
1 stop7h 48m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$292
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:35 pm
TPA
- BOS
Nonstop3h 12m
Delta
Wed 7/297:00 am
BOS
- TPA
Nonstop3h 18m
Delta
Deal found 6/14![Delta logo]()
$257
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:15 am
TPA
- HYA
1 stop5h 58m
JetBlue
Sat 7/184:53 pm
HYA
- TPA
1 stop6h 21m
JetBlue
Deal found 6/15![JetBlue logo]()
$258
This Breeze Airways deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:00 am
TPA
- BDL
1 stop11h 52m
Breeze Airways
Wed 7/156:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$295
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am
TPA
- ORH
2 stops10h 49m
American Airlines
Tue 10/65:17 pm
ORH
- TPA
2 stops15h 31m
American Airlines
Deal found 6/19![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:15 am
TPA
- ACK
2 stops9h 26m
Delta
Wed 7/223:24 pm
ACK
- TPA
1 stop7h 56m
Delta
Deal found 6/17![Delta logo]()
$263
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated June 19, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated June 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:49 pm
TPA
- BDL
1 stop9h 44m
Breeze Airways
Tue 7/78:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/16![Breeze Airways logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:43 pm
TPA
- BDL
1 stop5h 16m
Breeze Airways
Wed 7/86:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 6/18![Breeze Airways logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:56 pm
TPA
- BDL
1 stop9h 31m
Breeze Airways
Tue 7/148:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/19![Breeze Airways logo]()
$210
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:51 pm
TPA
- BDL
1 stop6h 09m
American Airlines
Tue 7/146:01 am
BDL
- TPA
1 stop5h 03m
American Airlines
Deal found 6/19![American Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:33 pm
TPA
- BDL
1 stop6h 22m
American Airlines
Wed 7/155:28 pm
BDL
- TPA
1 stop4h 31m
American Airlines
Deal found 6/16![American Airlines logo]()
$203
This deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:13 am
TPA
- BOS
1 stop5h 20m
JetBlue
Tue 7/2112:45 pm
BOS
- TPA
1 stop5h 13m
JetBlue
Deal found 6/16![JetBlue logo]()
$203
This Super.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:15 am
TPA
- BOS
1 stop9h 12m
JetBlue
Thu 7/1612:45 pm
BOS
- TPA
1 stop5h 13m
JetBlue
Deal found 6/15![JetBlue logo]()
$212
This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:13 am
TPA
- BOS
1 stop8h 35m
JetBlue
Tue 7/218:41 am
BOS
- TPA
1 stop9h 17m
JetBlue
Deal found 6/18![JetBlue logo]()
$211
This Breeze Airways deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Tue 7/218:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$206
This Breeze Airways deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Thu 7/301:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$205
This Breeze Airways deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:52 pm
TPA
- BDL
1 stop5h 39m
Breeze Airways
Thu 7/301:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 6/18![Breeze Airways logo]()
$207
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:15 am
TPA
- HYA
1 stop5h 58m
JetBlue
Wed 8/124:23 pm
HYA
- TPA
1 stop6h 49m
JetBlue
Deal found 6/16![JetBlue logo]()
$201
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 June 19, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 19, 2026.
This JetBlue deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:15 am
TPA
- MVY
1 stop6h 55m
JetBlue
Deal found 6/17![JetBlue logo]()
$91
This JetBlue deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:15 am
TPA
- HYA
1 stop5h 58m
JetBlue
Deal found 6/17![JetBlue logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:49 pm
TPA
- ALB
1 stop11h 36m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$99
This Priceline deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:13 am
TPA
- HYA
1 stop9h 00m
JetBlue
Deal found 6/17![JetBlue logo]()
$102
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:05 am
TPA
- MVY
1 stop5h 33m
Delta
Deal found 6/15![Delta logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:44 pm
TPA
- ALB
1 stop20h 28m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:59 pm
TPA
- ALB
1 stop21h 26m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$106
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:14 am
TPA
- MVY
1 stop5h 24m
Delta
Deal found 6/16![Delta logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:57 pm
TPA
- ALB
1 stop13h 28m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:44 pm
TPA
- ALB
1 stop20h 28m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm
TPA
- ALB
1 stop7h 23m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:52 pm
TPA
- BDL
1 stop5h 39m
Breeze Airways
Deal found 6/19![Breeze Airways logo]()
$117
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 June 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $167 (Kiwi.com) |
One-way from | $91 (JetBlue) |
Popular in | March |
Cheapest in | September |
Average price | $302 |
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 June 19, 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
TampaWest Tisbury
TPA - MVY
TPAMVY
Tampa
Mon 8/31
9:15 am-4:09 pm
1 stop6h 54m
West Tisbury Martha's Vineyard
Wed 9/2
5:05 pm-11:12 pm
1 stop6h 07m
$182
TampaNantucket
TPA - ACK
TPAACK
Tampa
Mon 8/31
9:15 am-3:23 pm
1 stop6h 08m
Nantucket Memorial
Wed 9/2
12:02 pm-5:56 pm
1 stop5h 54m
$182
TampaHyannis
TPA - HYA
TPAHYA
Tampa
Tue 8/25
6:20 am-3:11 pm
1 stop8h 51m
Hyannis Barnstable
Sat 8/29
4:53 pm-11:12 pm
1 stop6h 19m
$191
TampaHartford
TPA - BDL
TPABDL
Tampa
Fri 8/21
5:52 pm-11:31 pm
1 stop5h 39m
Hartford Bradley Intl
Tue 8/25
8:10 am-6:29 pm
1 stop10h 19m
$202
TampaAlbany
TPA - ALB
TPAALB
Tampa
Mon 8/24
7:00 am-7:37 pm
1 stop12h 37m
Albany Intl
Thu 8/27
4:36 pm-9:47 pm
1 stop5h 11m
$211
TampaNantucket
TPA - ACK
TPAACK
Tampa
Sat 7/4
6:39 am-1:03 pm
1 stop6h 24m
Nantucket Memorial
Fri 7/10
12:02 pm-5:58 pm
1 stop5h 56m
$214
TampaHartford
TPA - BDL
TPABDL
Tampa
Fri 7/24
5:15 am-10:30 am
1 stop5h 15m
Hartford Bradley Intl
Mon 7/27
7:10 pm-12:29 am
1 stop5h 19m
$217
TampaWest Tisbury
TPA - MVY
TPAMVY
Tampa
Wed 7/29
7:05 am-12:38 pm
1 stop5h 33m
West Tisbury Martha's Vineyard
Wed 8/12
1:18 pm-8:35 pm
1 stop7h 17m
$222
TampaHartford
TPA - BDL
TPABDL
Tampa
Fri 9/4
6:08 pm-11:51 pm
1 stop5h 43m
Hartford Bradley Intl
Tue 9/8
6:00 am-11:31 am
1 stop5h 31m
$227
TampaWest Tisbury
TPA - MVY
TPAMVY
Tampa
Tue 7/28
6:01 am-11:52 am
1 stop5h 51m
West Tisbury Martha's Vineyard
Tue 8/11
10:41 am-5:34 pm
1 stop6h 53m
$238
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-MVY
TPA-HYA
TPA-ALB
TPA-BDL
TPA-BOS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Clearwater to Massachusetts
CL9-USMA
TPA-MVY
TPA-HYA
TPA-ALB
TPA-BDL
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 June 19, 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 52% 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 June 19, 2026.
The most flights from CL9 to USMA are scheduled on a Thursday (50 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (21 on average).
How much does it cost to fly round-trip from Clearwater to Massachusetts?
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 June 13, 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 June 19, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Clearwater to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Clearwater to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Clearwater to Massachusetts by cabin class
Find flights from Clearwater to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Clearwater and Massachusetts flights
Browse other Clearwater and Massachusetts flight options. Last updated on June 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Clearwater after your stay in Massachusetts
Clearwater to Massachusetts flights
Consider these flights traveling from Clearwater to Massachusetts.
Top 7 airlines flying from Clearwater to Massachusetts
Discover the top 7 airlines that operate flights from Clearwater to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$195 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$98 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$117 | Average$282 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$333 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$302 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$312 | FlexibilityNo cancel fee | On-time69% |