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Massachusetts

$63+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
1 adult, Economy
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Cheap flight deals from Clearwater to Massachusetts

Cheapest flights from Clearwater to Massachusetts
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 January 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Wed 3/255:30 am
TPA
-
BOS
1 stop5h 43m
Frontier
Tue 3/3112:36 pm
BOS
-
TPA
1 stop8h 24m
Frontier
Deal found 1/21$123
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Sat 2/148:30 am
TPA
-
BOS
1 stop8h 45m
Multiple Airlines
Tue 3/36:00 am
BOS
-
TPA
1 stop14h 38m
Multiple Airlines
Deal found 1/21$124
This Super.com deal was found by Cheapflights users on 1/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:00 pm
TPA
-
BOS
Nonstop3h 05m
JetBlue
Mon 3/28:20 pm
BOS
-
TPA
Nonstop3h 31m
JetBlue
Deal found 1/20$125
This WAYA deal was found by Cheapflights users on 1/19. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:51 pm
TPA
-
BOS
1 stop7h 22m
Frontier
Sun 2/2210:01 am
BOS
-
TPA
1 stop7h 48m
Frontier
Deal found 1/19$126
This Delta deal was found by Cheapflights users on 1/20. 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 2/178:56 pm
TPA
-
BOS
Nonstop3h 03m
Delta
Tue 2/247:05 am
BOS
-
TPA
Nonstop3h 37m
Delta
Deal found 1/20$127
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/176:38 pm
TPA
-
BOS
1 stop5h 06m
Multiple Airlines
Mon 3/26:00 am
BOS
-
TPA
1 stop18h 25m
Multiple Airlines
Deal found 1/20$128
This WAYA deal was found by Cheapflights users on 1/22. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:13 pm
TPA
-
BOS
1 stop7h 00m
Frontier
Tue 2/36:00 am
BOS
-
TPA
1 stop7h 34m
Frontier
Deal found 1/22$129
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Sat 1/314:00 pm
TPA
-
BOS
1 stop9h 13m
Frontier
Wed 2/46:00 am
BOS
-
TPA
1 stop7h 34m
Frontier
Deal found 1/21$130
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Fri 2/1310:44 am
TPA
-
BOS
1 stop24h 06m
Frontier
Mon 2/236:00 am
BOS
-
TPA
1 stop12h 26m
Frontier
Deal found 1/20$131
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/46:55 pm
TPA
-
BOS
1 stop5h 02m
Multiple Airlines
Sun 2/86:00 am
BOS
-
TPA
1 stop27h 39m
Multiple Airlines
Deal found 1/20$132
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Thu 1/296:13 pm
TPA
-
BOS
1 stop7h 00m
Frontier
Mon 2/26:00 am
BOS
-
TPA
1 stop18h 26m
Frontier
Deal found 1/21$133
This Expedia deal was found by Cheapflights users on 1/19. 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.
Wed 2/254:12 pm
TPA
-
BOS
1 stop9h 01m
Multiple Airlines
Sat 2/288:20 pm
BOS
-
TPA
Nonstop3h 31m
Multiple Airlines
Deal found 1/19$134

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 January 22, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$123
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

November

Cheapest in

March

Average price

$164
Provider with most accurate pricing for Tampa-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Boston Logan Intl flights.
Search Deals
From Clearwater to Massachusetts
Search Deals
One-way flight from Clearwater to Massachusetts
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 22, 2026.
Use the filters below to find and compare flights from Clearwater to Massachusetts that are best for you.

Fly from

Clearwater

Fly to

Massachusetts

Route

Depart

Return

Price

TampaBoston

TPA - BOS

TPABOS

Tampa

Tue 2/17

8:56 pm-11:59 pm

Nonstop3h 03m

Boston Logan Intl

Tue 2/24

7:05 am-10:42 am

Nonstop3h 37m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Tue 3/17

7:10 am-10:13 am

Nonstop3h 03m

Boston Logan Intl

Tue 3/17

7:50 pm-11:18 pm

Nonstop3h 28m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Tue 2/17

8:56 pm-11:59 pm

Nonstop3h 03m

Boston Logan Intl

Mon 3/2

4:19 pm-7:49 pm

Nonstop3h 30m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Wed 2/18

8:56 pm-11:59 pm

Nonstop3h 03m

Boston Logan Intl

Wed 2/25

11:00 am-4:31 pm

1 stop5h 31m

$137

TampaBoston

TPA - BOS

TPABOS

Tampa

Tue 2/17

9:30 am-3:19 pm

1 stop5h 49m

Boston Logan Intl

Tue 3/3

4:19 pm-7:49 pm

Nonstop3h 30m

$137

TampaBoston

TPA - BOS

TPABOS

Tampa

Tue 3/17

7:10 am-10:13 am

Nonstop3h 03m

Boston Logan Intl

Mon 3/23

7:50 pm-11:18 pm

Nonstop3h 28m

$147

TampaHartford

TPA - BDL

TPABDL

Tampa

Thu 3/5

7:06 pm-10:04 pm

Nonstop2h 58m

Hartford Bradley Intl

Sun 3/8

3:00 pm-6:26 pm

Nonstop3h 26m

$157

TampaHartford

TPA - BDL

TPABDL

Tampa

Sat 2/14

6:40 pm-9:29 pm

Nonstop2h 49m

Hartford Bradley Intl

Wed 2/18

2:46 pm-5:57 pm

Nonstop3h 11m

$157

TampaBoston

TPA - BOS

TPABOS

Tampa

Thu 2/5

8:56 pm-11:59 pm

Nonstop3h 03m

Boston Logan Intl

Sun 2/8

10:05 am-6:08 pm

1 stop8h 03m

$157

TampaHartford

TPA - BDL

TPABDL

Tampa

Sat 2/14

6:40 pm-9:29 pm

Nonstop2h 49m

Hartford Bradley Intl

Tue 2/17

2:42 pm-5:53 pm

Nonstop3h 11m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from Clearwater to Massachusetts?

Currently, March is the cheapest month in which you can book a flight from Clearwater to Massachusetts (average of $37). Flying from Clearwater to Massachusetts in July is currently the most expensive (average of $101). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CL9 to MA?

Find hourly flight availability from Clearwater to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 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 64% 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 January 17, 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. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Clearwater to Massachusetts

Explore weekly flight availability from Clearwater to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 22, 2026.

The most flights from CL9 to USMA are scheduled on a Thursday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 on average).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated January 22, 2026.
Read reviews from past customers who have flown Delta, American Airlines, and JetBlue from Clearwater to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,088 reviews
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,177 reviews
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,891 reviews
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,365 reviews
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,056 reviews
Delta
7.9
Good
8,088 reviews

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • How long is the flight from Clearwater to Massachusetts?

    For as low as $157, Delta can have you in Massachusetts from Clearwater in 2h 49m. Airlines will cover a distance of 1112 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Clearwater to Massachusetts one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $35. Frontier flights start at $39 while deals on Allegiant Air start at $51 one-way.

  • What are the most popular routes from Clearwater to Massachusetts?

    While some choose either Tampa - Hartford Bradley Intl or Tampa - Albany Intl, Tampa - Boston Logan Intl is the most popular route from Clearwater to Massachusetts.

  • What are the most reliable airlines from Clearwater to Massachusetts?

    Before booking your flight to Massachusetts from Clearwater, check out the most reliable airlines to get you to your destination on time: Korean Air (95%), Frontier (89%), Spirit Airlines( 85%).

  • What are the cheapest flights from Clearwater to Massachusetts?

    While on average a flight from Clearwater to Massachusetts is generally $401, our data shows the cheapest flight currently is $47. When looking at the most popular route, (Tampa - Boston Logan Intl), you can expect to pay $96 for that flight.

  • Can I find deals for flights from Clearwater to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Clearwater to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Clearwater to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Clearwater to Massachusetts.

  • Can I find deals for business class flights from Clearwater to Massachusetts?

    Yes. Cheapflights offers flight deals from Clearwater to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Clearwater to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from Clearwater to Massachusetts (average of $37). Flying from Clearwater to Massachusetts in July is currently the most expensive (average of $101). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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See prices for flight routes from nearby airports that may be better suited for you.
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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 January 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$35Average$121FlexibilityNo cancel feeOn-time65%
FrontierCheapest$37Average$131FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$53Average$177FlexibilityNo cancel feeOn-time88%
DeltaCheapest$78Average$256FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$296FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$120Average$290FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$139Average$334FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$167Average$293FlexibilityNo cancel feeOn-time71%

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