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Massachusetts

$71+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Clearwater to Massachusetts

Keep the following information in mind while searching for Clearwater to Massachusetts flight deals. Data was last updated September 15, 2025.

Round-trip from

$101
(flygcity.se)

One-way from

$71
(Booking.com)

Popular in

October

Cheapest in

January

Average price

$206
From Clearwater to Massachusetts
Search Deals
One-way flight from Clearwater to Massachusetts
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Highest demand for flights based on searches. 8% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This flygcity.se deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amTPA - BOS
Nonstop2h 55mJetBlue
Mon 11/38:09 pmBOS - TPA
Nonstop3h 31mJetBlue
Deal found 9/13$101
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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.
Sat 9/205:01 amTPA - BOS
Nonstop3h 10mFrontier
Sat 9/278:56 amBOS - TPA
Nonstop3h 22mFrontier
Deal found 9/13$102
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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.
Sun 9/286:08 amTPA - BOS
Nonstop3h 10mFrontier
Thu 10/210:13 amBOS - TPA
Nonstop3h 22mFrontier
Deal found 9/13$103
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/12:15 pmTPA - BOS
1 stop6h 35mSouthwest
Wed 11/55:30 amBOS - TPA
1 stop7h 10mSouthwest
Deal found 9/12$106
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:57 pmTPA - BOS
Nonstop3h 08mDelta
Tue 11/47:10 amBOS - TPA
Nonstop3h 27mDelta
Deal found 9/14$117
This Breeze Airways deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/319:50 amTPA - BDL
Nonstop2h 55mBreeze Airways
Mon 11/36:00 amBDL - TPA
Nonstop3h 10mBreeze Airways
Deal found 9/13$123
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:08 amTPA - BOS
Nonstop3h 10mFrontier
Sun 10/58:47 amBOS - TPA
1 stop15h 12mFrontier
Deal found 9/14$124
This Breeze Airways deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:50 amTPA - BDL
Nonstop2h 55mBreeze Airways
Tue 10/2812:53 pmBDL - TPA
1 stop4h 37mBreeze Airways
Deal found 9/15$124
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:08 amTPA - BOS
Nonstop3h 10mMultiple Airlines
Tue 10/73:00 pmBOS - TPA
1 stop8h 52mMultiple Airlines
Deal found 9/14$126
This JetBlue deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:32 pmTPA - BDL
Nonstop2h 47mJetBlue
Mon 10/278:05 amBDL - TPA
Nonstop3h 10mJetBlue
Deal found 9/15$127
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/234:32 pmTPA - BDL
Nonstop2h 47mJetBlue
Sun 10/268:05 amBDL - TPA
Nonstop3h 10mJetBlue
Deal found 9/14$128
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:08 amTPA - BOS
Nonstop3h 10mMultiple Airlines
Wed 10/13:00 pmBOS - TPA
1 stop8h 51mMultiple Airlines
Deal found 9/14$131

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 September 15, 2025.
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

Sat 11/8

2:19 pm-5:31 pm

Nonstop3h 12m

Boston Logan Intl

Sun 11/9

8:26 pm-11:59 pm

Nonstop3h 33m

$117

TampaHartford

TPA - BDL

TPABDL

Tampa

Fri 10/24

4:32 pm-7:19 pm

Nonstop2h 47m

Hartford Bradley Intl

Sun 10/26

8:05 am-11:15 am

Nonstop3h 10m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Sun 10/19

7:00 am-10:04 am

Nonstop3h 04m

Boston Logan Intl

Wed 10/22

8:20 pm-11:42 pm

Nonstop3h 22m

$127

TampaHartford

TPA - BDL

TPABDL

Tampa

Wed 10/22

4:32 pm-7:19 pm

Nonstop2h 47m

Hartford Bradley Intl

Wed 10/29

8:05 am-11:15 am

Nonstop3h 10m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Thu 11/13

7:59 pm-11:04 pm

Nonstop3h 05m

Boston Logan Intl

Sat 11/15

9:15 am-5:00 pm

1 stop7h 45m

$127

TampaHartford

TPA - BDL

TPABDL

Tampa

Thu 10/23

4:32 pm-7:19 pm

Nonstop2h 47m

Hartford Bradley Intl

Sun 10/26

8:05 am-11:15 am

Nonstop3h 10m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Fri 10/24

7:57 pm-11:05 pm

Nonstop3h 08m

Boston Logan Intl

Tue 10/28

10:30 am-4:50 pm

1 stop6h 20m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Wed 10/22

11:35 am-2:40 pm

Nonstop3h 05m

Boston Logan Intl

Wed 10/29

8:45 am-4:36 pm

1 stop7h 51m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Fri 11/7

6:10 pm-11:49 pm

1 stop5h 39m

Boston Logan Intl

Mon 11/10

11:25 am-2:55 pm

Nonstop3h 30m

$127

TampaBoston

TPA - BOS

TPABOS

Tampa

Wed 11/5

7:57 pm-11:05 pm

Nonstop3h 08m

Boston Logan Intl

Wed 11/12

10:30 am-4:36 pm

1 stop6h 06m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, January is the cheapest month in which you can book a flight from Clearwater to Massachusetts (average of $218). Flying from Clearwater to Massachusetts in July is currently the most expensive (average of $311). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Clearwater to Massachusetts as you normally would.

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 September 15, 2025.

The most flights from CL9 to USMA are scheduled on a Sunday (61 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (24 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 September 15, 2025.
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
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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
2,912 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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
8,015 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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
5.8
Fair
3,172 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

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 $127, Delta can have you in Massachusetts from Clearwater in 2h 47m. Airlines will cover a distance of 1112 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $76. United Airlines flights start at $76 while deals on Frontier start at $78 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: KLM (94%), Frontier (93%), Japan Airlines( 87%).

  • What are the cheapest flights from Clearwater to Massachusetts?

    While on average a flight from Clearwater to Massachusetts is generally $715, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Tampa - Boston Logan Intl), you can expect to pay $117 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, January is the cheapest month in which you can book a flight from Clearwater to Massachusetts (average of $218). Flying from Clearwater to Massachusetts in July is currently the most expensive (average of $311). 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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Alternative routes for Clearwater to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Clearwater to Massachusetts

Discover the top 9 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$131FlexibilityNo cancel feeOn-time65%
FrontierCheapest$37Average$125FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$49Average$111FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$53Average$174FlexibilityNo cancel feeOn-time88%
DeltaCheapest$98Average$281FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$101Average$308FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$168Average$334FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$176Average$338FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$198Average$333FlexibilityNo cancel feeOn-time69%

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