$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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
May 24 — May 311
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 April 24, 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 April 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/129:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Sat 5/167:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$170
This Breeze Airways deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/217:00 am
TPA
- BDL
1 stop5h 17m
Breeze Airways
Tue 8/258:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$171
This Breeze Airways deal was found by Cheapflights users on 4/19. 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.
Thu 8/271:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Mon 8/318:00 am
BDL
- TPA
1 stop8h 32m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$172
This Priceline deal was found by Cheapflights users on 4/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:55 pm
TPA
- BDL
1 stop8h 15m
Multiple Airlines
Sun 5/177:30 am
BDL
- TPA
Nonstop3h 06m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$174
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/137:00 am
TPA
- BDL
1 stop6h 57m
American Airlines
Wed 5/205:30 am
BDL
- TPA
1 stop4h 24m
American Airlines
Deal found 4/20![American Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/129:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Tue 5/198:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/141:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Sat 5/167:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$177
This Breeze Airways deal was found by Cheapflights users on 4/19. 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.
Thu 8/201:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Sun 8/231:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$179
This Booking.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
TPA
- BDL
1 stop11h 52m
Breeze Airways
Wed 5/276:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:00 pm
TPA
- ALB
1 stop7h 03m
Multiple Airlines
Mon 6/158:17 pm
ALB
- TPA
1 stop28h 13m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:46 pm
TPA
- ALB
1 stop21h 17m
Multiple Airlines
Mon 6/17:53 pm
ALB
- TPA
1 stop17h 08m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:25 am
TPA
- ALB
1 stop10h 38m
Multiple Airlines
Mon 6/17:53 pm
ALB
- TPA
1 stop17h 08m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$206
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 April 24, 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 April 24, 2026.
This Breeze Airways deal was found by Cheapflights users on 4/18. 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 8/271:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Mon 8/318:00 am
BDL
- TPA
1 stop8h 32m
Breeze Airways
Deal found 4/18![Breeze Airways logo]()
$172
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:10 am
TPA
- BDL
1 stop5h 55m
Southwest
Mon 6/85:20 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 4/22![Southwest logo]()
$195
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 7/75:20 am
TPA
- BDL
1 stop5h 10m
Delta
Mon 7/135:20 pm
BDL
- TPA
1 stop6h 09m
Delta
Deal found 4/20![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:57 pm
TPA
- BDL
1 stop5h 02m
United Airlines
Wed 7/86:00 am
BDL
- TPA
1 stop5h 32m
United Airlines
Deal found 4/22![United Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/57:00 am
TPA
- ORH
1 stop7h 14m
American Airlines
Sat 5/92:39 pm
ORH
- TPA
1 stop8h 17m
American Airlines
Deal found 4/20![American Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Wed 5/139:46 pm
TPA
- BDL
2 stops25h 27m
Multiple Airlines
Tue 5/198:10 am
BDL
- TPA
1 stop10h 19m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$239
This JetBlue deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/74:45 pm
TPA
- BOS
Nonstop3h 08m
JetBlue
Thu 8/138:50 pm
BOS
- TPA
Nonstop3h 19m
JetBlue
Deal found 4/23![JetBlue logo]()
$317
This Breeze Airways deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Wed 5/277:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/22![Breeze Airways logo]()
$207
This Delta deal was found by Cheapflights users on 4/19. 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.
Wed 7/225:20 am
TPA
- BDL
1 stop7h 25m
Delta
Mon 7/277:05 pm
BDL
- TPA
1 stop5h 25m
Delta
Deal found 4/19![Delta logo]()
$217
This Breeze Airways deal was found by Cheapflights users on 4/19. 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.
Fri 5/82:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Wed 5/136:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$208
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:30 am
TPA
- BDL
2 stops10h 45m
Southwest
Wed 8/2612:40 pm
BDL
- TPA
2 stops8h 45m
Southwest
Deal found 4/21![Southwest logo]()
$240
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Mon 5/184:50 pm
TPA
- ORH
2 stops21h 24m
American Airlines
Mon 5/255:18 pm
ORH
- TPA
1 stop16h 22m
American Airlines
Deal found 4/20![American Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:50 pm
TPA
- BOS
1 stop7h 35m
Delta
Mon 5/257:10 am
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 4/23![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/196:20 am
TPA
- BDL
2 stops8h 20m
Southwest
Tue 5/266:15 am
BDL
- TPA
1 stop4h 50m
Southwest
Deal found 4/21![Southwest logo]()
$252
This Breeze Airways deal was found by Cheapflights users on 4/19. 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.
Fri 8/72:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Tue 8/118:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$245
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/88:35 pm
TPA
- BOS
Nonstop3h 16m
Delta
Fri 6/127:00 am
BOS
- TPA
Nonstop3h 17m
Delta
Deal found 4/21![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:10 pm
TPA
- ALB
Nonstop2h 50m
Southwest
Wed 5/2712:45 pm
ALB
- TPA
1 stop7h 45m
Southwest
Deal found 4/22![Southwest logo]()
$270
This Breeze Airways deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/151:25 pm
TPA
- BDL
1 stop9h 37m
Breeze Airways
Sun 5/171:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$258
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:00 am
TPA
- BOS
Nonstop3h 08m
Delta
Mon 6/17:10 am
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 4/22![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sat 6/207:00 am
TPA
- ACK
2 stops9h 39m
American Airlines
Wed 6/242:43 pm
ACK
- TPA
2 stops9h 57m
American Airlines
Deal found 4/19![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
TPA
- ORH
1 stop7h 37m
Delta
Thu 10/293:18 pm
ORH
- TPA
1 stop5h 44m
Delta
Deal found 4/22![Delta logo]()
$272
This JetBlue deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:20 am
TPA
- ACK
1 stop4h 52m
JetBlue
Wed 8/1212:02 pm
ACK
- TPA
1 stop5h 54m
JetBlue
Deal found 4/23![JetBlue logo]()
$417
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:45 pm
TPA
- BOS
1 stop5h 20m
Southwest
Tue 7/142:15 pm
BOS
- TPA
2 stops9h 15m
Southwest
Deal found 4/23![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 8/187:59 pm
TPA
- BOS
Nonstop3h 11m
Delta
Thu 8/277:25 am
BOS
- TPA
Nonstop3h 20m
Delta
Deal found 4/21![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 4/19. 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 6/238:00 am
TPA
- BOS
2 stops7h 40m
Southwest
Tue 6/235:30 pm
BOS
- TPA
1 stop6h 20m
Southwest
Deal found 4/19![Southwest logo]()
$322
This JetBlue deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:15 am
TPA
- MVY
1 stop6h 54m
JetBlue
Fri 8/145:05 pm
MVY
- TPA
1 stop6h 07m
JetBlue
Deal found 4/20![JetBlue logo]()
$455
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 8/216:00 am
TPA
- HYA
2 stops7h 13m
American Airlines
Mon 8/241:47 pm
HYA
- TPA
1 stop5h 13m
American Airlines
Deal found 4/19![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 10/17:00 am
TPA
- ORH
1 stop7h 39m
Delta
Tue 10/63:18 pm
ORH
- TPA
1 stop7h 43m
Delta
Deal found 4/21![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 7/159:40 am
TPA
- BOS
2 stops8h 05m
Southwest
Wed 7/295:00 pm
BOS
- TPA
1 stop5h 35m
Southwest
Deal found 4/20![Southwest logo]()
$322
This JetBlue deal was found by Cheapflights users on 4/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:20 am
TPA
- ACK
1 stop4h 52m
JetBlue
Wed 9/93:30 pm
ACK
- TPA
1 stop8h 32m
JetBlue
Deal found 4/19![JetBlue logo]()
$456
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated April 24, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Wed 5/61:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Tue 5/128:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$184
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
TPA
- BDL
1 stop11h 52m
Breeze Airways
Mon 5/117:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Thu 5/79:46 pm
TPA
- ALB
1 stop12h 16m
Multiple Airlines
Mon 5/1110:52 am
ALB
- TPA
1 stop20h 38m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/129:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Sat 5/167:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/129:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Tue 5/198:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$176
This Expedia deal was found by Cheapflights users on 4/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:20 am
TPA
- BDL
1 stop8h 07m
Multiple Airlines
Tue 5/197:30 am
BDL
- TPA
Nonstop2h 58m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/131:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Sat 5/167:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$175
This Priceline deal was found by Cheapflights users on 4/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:55 pm
TPA
- BDL
1 stop8h 15m
Multiple Airlines
Sun 5/177:30 am
BDL
- TPA
Nonstop3h 06m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/141:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Sat 5/167:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$177
This Booking.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
TPA
- BDL
1 stop11h 52m
Breeze Airways
Wed 5/276:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:46 pm
TPA
- ALB
1 stop21h 17m
Multiple Airlines
Mon 6/17:53 pm
ALB
- TPA
1 stop17h 08m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:25 am
TPA
- ALB
1 stop10h 38m
Multiple Airlines
Mon 6/17:53 pm
ALB
- TPA
1 stop17h 08m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$206
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 April 24, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Thu 6/49:46 pm
TPA
- ALB
1 stop21h 17m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 8/211:49 pm
TPA
- ALB
1 stop5h 48m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$93
This Breeze Airways deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:00 am
TPA
- ALB
1 stop4h 40m
Breeze Airways
Deal found 4/23![Breeze Airways logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 10/208:00 am
TPA
- ALB
1 stop6h 07m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$101
This WAYA deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:00 pm
TPA
- ALB
1 stop7h 03m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:49 pm
TPA
- ALB
1 stop11h 36m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/13:49 pm
TPA
- ALB
1 stop4h 31m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 9/182:49 pm
TPA
- BDL
Nonstop2h 41m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$108
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/205:40 am
TPA
- BDL
1 stop6h 27m
Delta
Deal found 4/20![Delta logo]()
$109
This Mytrip deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:30 pm
TPA
- BDL
1 stop4h 22m
Breeze Airways
Deal found 4/22![Breeze Airways logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/187:00 am
TPA
- ALB
1 stop12h 37m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$111
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/36:20 am
TPA
- BDL
2 stops8h 20m
Southwest
Deal found 4/20![Southwest logo]()
$111
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 April 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Kiwi.com) |
One-way from | $91 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $286 |
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 April 24, 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 - BDL
TPABDL
Tampa
Thu 8/27
1:02 pm-11:11 pm
1 stop10h 09m
Hartford Bradley Intl
Mon 8/31
8:00 am-4:32 pm
1 stop8h 32m
$172
TampaHartford
TPA - BDL
TPABDL
Tampa
Sat 6/6
6:10 am-12:05 pm
1 stop5h 55m
Hartford Bradley Intl
Mon 6/8
5:20 am-8:20 am
Nonstop3h 00m
$195
TampaHartford
TPA - BDL
TPABDL
Tampa
Fri 5/22
2:59 pm-5:55 pm
Nonstop2h 56m
Hartford Bradley Intl
Wed 5/27
7:32 pm-11:59 pm
1 stop4h 27m
$207
Quickest round-trip
TampaHartford
TPA - BDL
TPABDL
Tampa
Fri 5/8
2:59 pm-5:55 pm
Nonstop2h 56m
Hartford Bradley Intl
Wed 5/13
6:00 am-9:08 am
Nonstop3h 08m
$208
TampaHartford
TPA - BDL
TPABDL
Tampa
Tue 7/7
5:20 am-10:30 am
1 stop5h 10m
Hartford Bradley Intl
Mon 7/13
5:20 pm-11:29 pm
1 stop6h 09m
$217
TampaHartford
TPA - BDL
TPABDL
Tampa
Tue 6/16
6:57 pm-11:59 pm
1 stop5h 02m
Hartford Bradley Intl
Wed 7/8
6:00 am-11:32 am
1 stop5h 32m
$217
TampaHartford
TPA - BDL
TPABDL
Tampa
Wed 7/22
5:20 am-12:45 pm
1 stop7h 25m
Hartford Bradley Intl
Mon 7/27
7:05 pm-12:30 am
1 stop5h 25m
$217
TampaWorcester
TPA - ORH
TPAORH
Tampa
Tue 5/5
7:00 am-2:14 pm
1 stop7h 14m
Worcester
Sat 5/9
2:39 pm-10:56 pm
1 stop8h 17m
$232
TampaHartford
TPA - BDL
TPABDL
Tampa
Wed 5/13
9:46 pm-11:13 pm
2 stops25h 27m
Hartford Bradley Intl
Tue 5/19
8:10 am-6:29 pm
1 stop10h 19m
$239
TampaHartford
TPA - BDL
TPABDL
Tampa
Mon 8/17
11:30 am-10:15 pm
2 stops10h 45m
Hartford Bradley Intl
Wed 8/26
12:40 pm-9:25 pm
2 stops8h 45m
$240
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Clearwater to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Clearwater with our price prediction graph.
TPA-ALB
TPA-BDL
TPA-BOS
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-ALB
TPA-BDL
TPA-BOS
TPA-ORH
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 April 24, 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 58% 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 April 18, 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.
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 April 24, 2026.
The most flights from CL9 to USMA are scheduled on a Thursday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
How much does it cost to fly round-trip from Clearwater to Massachusetts?
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 April 24, 2026.
Read reviews from past customers who have flown Delta,JetBlue, andAmerican Airlines from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
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 April 24, 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 April 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$37 | Average$142 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$53 | Average$172 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$68 | Average$173 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$102 | Average$265 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$277 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$167 | Average$297 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$320 | FlexibilityNo cancel fee | On-time69% |