$105+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Jun 5 — Jun 121
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 May 6, 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 May 6, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Tue 8/258:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$186
This Priceline deal was found by Cheapflights users on 5/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:22 pm
TPA
- BDL
Nonstop2h 53m
Multiple Airlines
Wed 9/26:00 am
BDL
- TPA
Nonstop3h 08m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$190
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Wed 5/276:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$192
This Booking.com deal was found by Cheapflights users on 5/2. 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 Booking.com 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
Mon 8/248:00 am
BDL
- TPA
1 stop8h 32m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/169:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Tue 6/238:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$194
This Booking.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Fri 5/291:25 pm
TPA
- BDL
1 stop10h 08m
Breeze Airways
Tue 6/28:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$195
This Booking.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Thu 5/281:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Sun 5/311:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$196
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/296:30 pm
TPA
- BDL
1 stop4h 40m
Southwest
Sun 5/317:15 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 5/5![Southwest logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Mon 6/17:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/196:10 am
TPA
- BOS
Nonstop3h 05m
JetBlue
Tue 5/192:30 pm
BOS
- TPA
Nonstop3h 18m
JetBlue
Deal found 5/5![JetBlue logo]()
$212
This Frontier deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:07 pm
TPA
- BOS
1 stop10h 42m
Frontier
Tue 6/166:00 am
BOS
- TPA
1 stop5h 49m
Frontier
Deal found 5/5![Frontier logo]()
$214
This Frontier deal was found by Cheapflights users on 5/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:25 pm
TPA
- BOS
1 stop11h 59m
Frontier
Tue 5/266:00 am
BOS
- TPA
1 stop5h 39m
Frontier
Deal found 5/3![Frontier logo]()
$215
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 May 6, 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 May 6, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/37:00 am
TPA
- BDL
1 stop11h 52m
Breeze Airways
Wed 6/107:32 pm
BDL
- TPA
1 stop4h 27m
Breeze Airways
Deal found 5/4![Breeze Airways logo]()
$197
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/282:10 pm
TPA
- BDL
2 stops9h 00m
Southwest
Sun 5/317:15 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 5/5![Southwest logo]()
$202
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/196:00 pm
TPA
- ORH
2 stops20h 14m
American Airlines
Sat 5/235:18 pm
ORH
- TPA
2 stops16h 02m
American Airlines
Deal found 5/4![American Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:00 am
TPA
- BOS
Nonstop3h 11m
Delta
Mon 6/157:30 pm
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 5/3![Delta logo]()
$247
This JetBlue deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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.
Sat 5/308:09 pm
TPA
- BOS
Nonstop3h 08m
JetBlue
Tue 6/27:30 pm
BOS
- TPA
Nonstop3h 20m
JetBlue
Deal found 5/4![JetBlue logo]()
$251
This Breeze Airways deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 10/267:00 am
BDL
- TPA
Nonstop3h 25m
Breeze Airways
Deal found 5/4![Breeze Airways logo]()
$201
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:10 am
TPA
- BOS
2 stops6h 55m
Southwest
Tue 6/26:20 am
BOS
- TPA
2 stops6h 50m
Southwest
Deal found 5/6![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:46 pm
TPA
- BDL
1 stop6h 47m
Delta
Mon 6/15:15 pm
BDL
- TPA
1 stop5h 42m
Delta
Deal found 5/3![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 10/223:48 pm
TPA
- BDL
1 stop6h 14m
Delta
Mon 10/267:00 am
BDL
- TPA
1 stop7h 44m
Delta
Deal found 5/4![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:30 am
TPA
- BDL
1 stop5h 30m
Southwest
Wed 7/155:50 am
BDL
- TPA
2 stops6h 20m
Southwest
Deal found 5/3![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:33 pm
TPA
- BOS
Nonstop3h 08m
JetBlue
Mon 6/298:50 pm
BOS
- TPA
Nonstop3h 19m
JetBlue
Deal found 5/1![JetBlue logo]()
$297
This Breeze Airways deal was found by Cheapflights users on 5/1. 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.
Fri 6/1912:49 pm
TPA
- BDL
1 stop10h 34m
Breeze Airways
Sun 7/121:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$274
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/16:42 am
TPA
- ORH
2 stops14h 25m
American Airlines
Tue 10/65:17 pm
ORH
- TPA
1 stop18h 19m
American Airlines
Deal found 5/5![American Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/235:47 pm
TPA
- BOS
Nonstop3h 20m
Delta
Tue 5/264:00 pm
BOS
- TPA
1 stop6h 32m
Delta
Deal found 5/5![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:20 pm
TPA
- BDL
Nonstop2h 55m
JetBlue
Tue 6/23:35 pm
BDL
- TPA
Nonstop3h 01m
JetBlue
Deal found 5/1![JetBlue logo]()
$312
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 7/316:45 pm
TPA
- BOS
1 stop5h 20m
Southwest
Tue 8/45:35 am
BOS
- TPA
2 stops9h 20m
Southwest
Deal found 5/4![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/177:05 am
TPA
- MVY
1 stop5h 33m
Delta
Wed 6/243:43 pm
MVY
- TPA
1 stop6h 13m
Delta
Deal found 5/5![Delta logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1912:49 pm
TPA
- BDL
1 stop10h 34m
Breeze Airways
Mon 6/297:00 am
BDL
- TPA
1 stop5h 04m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$324
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 9/35:10 pm
TPA
- BDL
1 stop5h 00m
Southwest
Mon 9/710:15 am
BDL
- TPA
2 stops8h 00m
Southwest
Deal found 5/5![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 5/1. 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.
Tue 7/145:15 am
TPA
- MVY
2 stops9h 44m
Delta
Wed 7/223:43 pm
MVY
- TPA
1 stop6h 32m
Delta
Deal found 5/1![Delta logo]()
$288
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:04 am
TPA
- MVY
1 stop7h 43m
American Airlines
Thu 8/131:40 pm
MVY
- TPA
1 stop5h 20m
American Airlines
Deal found 5/6![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 5/2. 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.
Sat 5/163:30 pm
TPA
- ORH
1 stop24h 03m
Delta
Mon 5/184:15 pm
ORH
- TPA
1 stop6h 22m
Delta
Deal found 5/2![Delta logo]()
$290
This Southwest deal was found by Cheapflights users on 5/2. 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 7/306:45 pm
TPA
- BOS
1 stop5h 20m
Southwest
Fri 8/79:40 am
BOS
- TPA
2 stops8h 35m
Southwest
Deal found 5/2![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 7/316:00 am
TPA
- MVY
1 stop5h 52m
American Airlines
Tue 8/41:49 pm
MVY
- TPA
1 stop5h 06m
American Airlines
Deal found 5/4![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/5![Delta logo]()
$292
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:15 am
TPA
- MVY
1 stop6h 54m
JetBlue
Sat 7/115:05 pm
MVY
- TPA
1 stop6h 07m
JetBlue
Deal found 5/1![JetBlue logo]()
$432
This Southwest deal was found by Cheapflights users on 5/1. 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.
Fri 7/1010:15 am
TPA
- BOS
1 stop7h 50m
Southwest
Mon 7/135:45 am
BOS
- TPA
2 stops9h 30m
Southwest
Deal found 5/1![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/179:13 am
TPA
- BOS
1 stop5h 52m
Delta
Fri 6/197:30 pm
BOS
- TPA
Nonstop3h 22m
Delta
Deal found 5/5![Delta logo]()
$292
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:50 pm
TPA
- ACK
2 stops14h 00m
American Airlines
Sat 7/253:09 pm
ACK
- TPA
1 stop6h 16m
American Airlines
Deal found 5/1![American Airlines logo]()
$431
This Southwest deal was found by Cheapflights users on 5/2. 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.
Tue 6/92:20 pm
TPA
- ALB
2 stops8h 15m
Southwest
Tue 6/163:05 pm
ALB
- TPA
1 stop8h 45m
Southwest
Deal found 5/2![Southwest logo]()
$331
Last-minute flights from Clearwater to MassachusettsDiscover last-minute flight deals from Clearwater to Massachusetts. Data last updated May 6, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Massachusetts. Data last updated May 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/141:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Fri 6/57:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$204
This Expedia deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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.
Sat 5/169:07 pm
TPA
- BOS
1 stop11h 37m
Frontier
Tue 5/199:31 am
BOS
- TPA
1 stop11h 56m
Frontier
Deal found 5/4![Frontier logo]()
$226
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sat 5/164:50 pm
TPA
- BOS
1 stop6h 17m
American Airlines
Mon 5/186:53 pm
BOS
- TPA
1 stop5h 18m
American Airlines
Deal found 5/2![American Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/197:00 am
TPA
- ORH
1 stop7h 14m
American Airlines
Sat 5/235:18 pm
ORH
- TPA
1 stop18h 44m
American Airlines
Deal found 5/4![American Airlines logo]()
$232
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:34 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Wed 5/276:00 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$192
This Booking.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Thu 5/281:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Sun 5/311:54 pm
BDL
- TPA
1 stop8h 17m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$196
This Breeze Airways deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:02 pm
TPA
- BDL
1 stop10h 09m
Breeze Airways
Mon 6/17:25 am
BDL
- TPA
Nonstop3h 08m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$199
This Booking.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Fri 5/291:25 pm
TPA
- BDL
1 stop10h 08m
Breeze Airways
Tue 6/28:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$195
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/295:05 pm
TPA
- BDL
1 stop6h 05m
Southwest
Sat 5/306:25 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 5/5![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/292:10 pm
TPA
- BDL
2 stops9h 00m
Southwest
Fri 6/55:20 am
BDL
- TPA
Nonstop3h 00m
Southwest
Deal found 5/4![Southwest logo]()
$202
This CheapOair deal was found by Cheapflights users on 5/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:59 pm
TPA
- BDL
Nonstop2h 56m
Breeze Airways
Mon 6/17:10 am
BDL
- TPA
1 stop9h 22m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/169:20 am
TPA
- BDL
1 stop8h 07m
Breeze Airways
Tue 6/238:10 am
BDL
- TPA
1 stop10h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$194
One-way flights from Clearwater to MassachusettsSearch for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 6, 2026.
Search for one-way flight options from Clearwater to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Tue 10/278:00 am
TPA
- ALB
1 stop6h 07m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
TPA
- ALB
1 stop12h 37m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$108
This WAYA deal was found by Cheapflights users on 5/1. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:00 pm
TPA
- ALB
1 stop7h 03m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$111
This Breeze Airways deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:00 am
TPA
- ALB
1 stop8h 52m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/4![Multiple Airlines logo]()
$114
This CheapOair deal was found by Cheapflights users on 5/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:52 pm
TPA
- BDL
1 stop5h 39m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$116
This Super.com deal was found by Cheapflights users on 5/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:51 am
TPA
- BDL
Nonstop2h 48m
JetBlue
Deal found 5/2![JetBlue logo]()
$117
This Trip.com deal was found by Cheapflights users on 5/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:46 pm
TPA
- BOS
1 stop8h 41m
Frontier
Deal found 5/1![Frontier logo]()
$118
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/286:00 am
TPA
- HYA
1 stop6h 15m
American Airlines
Deal found 5/5![American Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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
- BOS
1 stop6h 25m
Delta
Deal found 5/5![Delta logo]()
$119
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:30 pm
TPA
- BDL
1 stop12h 25m
Southwest
Deal found 5/6![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Tue 6/24:46 pm
TPA
- BOS
2 stops18h 20m
Frontier
Deal found 5/3![Frontier logo]()
$120
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 May 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $186 (Breeze Airways) |
One-way from | $105 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $234 |
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 May 6, 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
Wed 6/3
7:00 am-6:52 pm
1 stop11h 52m
Hartford Bradley Intl
Wed 6/10
7:32 pm-11:59 pm
1 stop4h 27m
$197
TampaHartford
TPA - BDL
TPABDL
Tampa
Thu 10/22
12:40 pm-11:36 pm
1 stop10h 56m
Hartford Bradley Intl
Mon 10/26
7:00 am-10:25 am
Nonstop3h 25m
$201
TampaHartford
TPA - BDL
TPABDL
Tampa
Thu 5/28
2:10 pm-11:10 pm
2 stops9h 00m
Hartford Bradley Intl
Sun 5/31
7:15 am-10:15 am
Nonstop3h 00m
$202
TampaBoston
TPA - BOS
TPABOS
Tampa
Thu 5/28
9:10 am-4:05 pm
2 stops6h 55m
Boston Logan Intl
Tue 6/2
6:20 am-1:10 pm
2 stops6h 50m
$227
TampaWorcester
TPA - ORH
TPAORH
Tampa
Tue 5/19
6:00 pm-2:14 pm
2 stops20h 14m
Worcester
Sat 5/23
5:18 pm-9:20 am
2 stops16h 02m
$247
TampaBoston
TPA - BOS
TPABOS
Tampa
Wed 6/10
7:00 am-10:11 am
Nonstop3h 11m
Boston Logan Intl
Mon 6/15
7:30 pm-10:52 pm
Nonstop3h 22m
$247
TampaHartford
TPA - BDL
TPABDL
Tampa
Wed 5/27
5:46 pm-12:33 am
1 stop6h 47m
Hartford Bradley Intl
Mon 6/1
5:15 pm-10:57 pm
1 stop5h 42m
$248
TampaBoston
TPA - BOS
TPABOS
Tampa
Sat 5/30
8:09 pm-11:17 pm
Nonstop3h 08m
Boston Logan Intl
Tue 6/2
7:30 pm-10:50 pm
Nonstop3h 20m
$251
TampaHartford
TPA - BDL
TPABDL
Tampa
Thu 10/22
3:48 pm-10:02 pm
1 stop6h 14m
Hartford Bradley Intl
Mon 10/26
7:00 am-2:44 pm
1 stop7h 44m
$257
TampaHartford
TPA - BDL
TPABDL
Tampa
Tue 7/7
8:30 am-2:00 pm
1 stop5h 30m
Hartford Bradley Intl
Wed 7/15
5:50 am-12:10 pm
2 stops6h 20m
$262
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-HYA
TPA-ORH
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-HYA
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 May 6, 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 54% 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 May 2, 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 May 6, 2026.
The most flights from CL9 to USMA are scheduled on a Wednesday (49 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (15 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 May 6, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 6, 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 May 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$37 | Average$142 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$53 | Average$179 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$69 | Average$182 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$310 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$100 | Average$270 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$310 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$167 | Average$290 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$312 | FlexibilityNo cancel fee | On-time69% |