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$69+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$117
(Delta)

One-way from

$69
(Delta)

Popular in

October

Cheapest in

January

Average price

$180
Provider with most accurate pricing for Tampa-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Tampa-Boston Logan Intl flights.
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From Clearwater to Massachusetts
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One-way flight from Clearwater to Massachusetts
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Highest demand for flights based on searches. 12% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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 12/48:35 pmTPA - BOS
Nonstop3h 00mDelta
Mon 12/811:13 amBOS - TPA
Nonstop3h 31mDelta
Deal found 11/5$117
This Breeze Airways deal was found by Cheapflights users on 11/6. 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 12/59:50 amTPA - BDL
Nonstop2h 55mBreeze Airways
Mon 12/86:00 amBDL - TPA
Nonstop3h 10mBreeze Airways
Deal found 11/6$118
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amTPA - BOS
Nonstop2h 59mJetBlue
Tue 12/95:45 pmBOS - TPA
Nonstop3h 31mJetBlue
Deal found 11/4$119
This Delta deal was found by Cheapflights users on 11/4. 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 12/48:35 pmTPA - BOS
Nonstop3h 00mDelta
Sat 12/68:30 pmBOS - TPA
Nonstop3h 29mDelta
Deal found 11/4$122
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:35 pmTPA - BOS
Nonstop3h 00mJetBlue
Sun 12/78:00 amBOS - TPA
Nonstop3h 32mJetBlue
Deal found 11/4$124
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Wed 12/245:45 amTPA - BOS
1 stop19h 29mFrontier
Fri 1/210:57 amBOS - TPA
1 stop7h 51mFrontier
Deal found 11/6$125
This eDestinos deal was found by Cheapflights users on 11/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:35 pmTPA - BOS
Nonstop3h 00mJetBlue
Mon 12/88:00 amBOS - TPA
Nonstop3h 32mJetBlue
Deal found 11/4$126
This Delta deal was found by Cheapflights users on 11/5. 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 12/135:08 pmTPA - BOS
Nonstop3h 11mDelta
Wed 12/177:20 amBOS - TPA
Nonstop3h 37mDelta
Deal found 11/5$127
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:59 amTPA - BOS
1 stop21h 34mFrontier
Sun 12/711:28 amBOS - TPA
1 stop12h 48mFrontier
Deal found 11/4$128
This JetBlue deal was found by Cheapflights users on 11/4. 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.
Fri 12/56:16 pmTPA - BOS
1 stop5h 47mJetBlue
Tue 12/95:45 pmBOS - TPA
Nonstop3h 31mJetBlue
Deal found 11/4$130
This Delta deal was found by Cheapflights users on 11/5. 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.
Mon 12/88:08 pmTPA - BOS
1 stop5h 19mDelta
Wed 12/108:30 pmBOS - TPA
Nonstop3h 29mDelta
Deal found 11/5$132
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 11/146:00 amTPA - BDL
1 stop28h 17mMultiple Airlines
Tue 11/1812:53 pmBDL - TPA
1 stop4h 37mMultiple Airlines
Deal found 11/5$133

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 November 6, 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

TampaHartford

TPA - BDL

TPABDL

Tampa

Fri 12/5

9:50 am-12:45 pm

Nonstop2h 55m

Hartford Bradley Intl

Mon 12/8

6:00 am-9:10 am

Nonstop3h 10m

$118

TampaBoston

TPA - BOS

TPABOS

Tampa

Sat 12/13

7:00 am-2:27 pm

1 stop7h 27m

Boston Logan Intl

Wed 12/17

9:15 am-3:58 pm

1 stop6h 43m

$137

TampaBoston

TPA - BOS

TPABOS

Tampa

Mon 12/15

5:30 am-12:30 pm

1 stop7h 00m

Boston Logan Intl

Wed 12/17

7:20 am-10:57 am

Nonstop3h 37m

$137

TampaBoston

TPA - BOS

TPABOS

Tampa

Thu 12/4

3:05 pm-9:26 pm

1 stop6h 21m

Boston Logan Intl

Sat 12/6

1:40 pm-7:03 pm

1 stop5h 23m

$142

TampaBoston

TPA - BOS

TPABOS

Tampa

Thu 1/15

12:00 pm-3:04 pm

Nonstop3h 04m

Boston Logan Intl

Mon 1/19

7:30 pm-11:05 pm

Nonstop3h 35m

$147

TampaHartford

TPA - BDL

TPABDL

Tampa

Sat 12/6

9:45 am-12:28 pm

Nonstop2h 43m

Hartford Bradley Intl

Sat 12/13

1:30 pm-4:35 pm

Nonstop3h 05m

$147

TampaHartford

TPA - BDL

TPABDL

Tampa

Wed 12/17

9:45 am-12:28 pm

Nonstop2h 43m

Hartford Bradley Intl

Tue 1/13

8:00 am-11:13 am

Nonstop3h 13m

$147

TampaBoston

TPA - BOS

TPABOS

Tampa

Fri 12/5

8:35 pm-11:35 pm

Nonstop3h 00m

Boston Logan Intl

Sun 12/7

8:30 pm-11:59 pm

Nonstop3h 29m

$147

TampaBoston

TPA - BOS

TPABOS

Tampa

Wed 1/14

2:23 pm-5:25 pm

Nonstop3h 02m

Boston Logan Intl

Mon 1/19

4:19 pm-7:51 pm

Nonstop3h 32m

$147

TampaBoston

TPA - BOS

TPABOS

Tampa

Sat 2/7

6:05 pm-9:09 pm

Nonstop3h 04m

Boston Logan Intl

Tue 2/10

7:05 am-10:43 am

Nonstop3h 38m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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, February 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 $100). 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 November 6, 2025.

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 59% on your trip compared to booking a flight at noon.

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 December 16, 2024.

Travelers seeking maximum savings on their Clearwater to Massachusetts flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday 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 November 6, 2025.

The most flights from CL9 to USMA are scheduled on a Thursday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (30 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 November 6, 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
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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
2,907 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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
8,122 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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
3,115 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

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 $147, Breeze Airways can have you in Massachusetts from Clearwater in 2h 43m. 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 Delta, which is currently one of the cheapest options available, starting at $69. JetBlue flights start at $74 while deals on Southwest start at $89 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 (93%), Japan Airlines (93%), Frontier( 89%).

  • What are the cheapest flights from Clearwater to Massachusetts?

    While on average a flight from Clearwater to Massachusetts is generally $988, our data shows the cheapest flight currently is $55. When looking at the most popular route, (Tampa - Boston Logan Intl), you can expect to pay $103 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, February 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 $100). 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 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$133FlexibilityNo cancel feeOn-time65%
FrontierCheapest$37Average$129FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$53Average$176FlexibilityNo cancel feeOn-time88%
DeltaCheapest$78Average$261FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$107Average$286FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$156Average$300FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$298FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$184Average$336FlexibilityNo cancel feeOn-time69%

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