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Clearwater

$82+ Cheap flights from Madison (MSN) to Clearwater, FL

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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Clearwater are usually found in August or June, booked 45 days in advance, depart on a Monday or Tuesday and return on a Wednesday

Cheap flight deals from Madison to Clearwater

Cheapest flights from Madison to Clearwater
Explore the most affordable flight options available from Madison to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Breeze Airways deal was found by Cheapflights users on 12/16. 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 12/179:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Wed 12/247:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 12/16$238
This Breeze Airways deal was found by Cheapflights users on 12/16. 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 12/319:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Wed 1/77:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 12/16$258
This Delta deal was found by Cheapflights users on 12/16. 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 12/206:34 pmMSN - TPA
1 stop4h 51mDelta
Thu 1/225:30 amTPA - MSN
1 stop5h 58mDelta
Deal found 12/16$281
This Delta deal was found by Cheapflights users on 12/16. 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 12/206:34 pmMSN - TPA
1 stop4h 51mDelta
Thu 1/87:00 amTPA - MSN
1 stop8h 10mDelta
Deal found 12/16$290
This Breeze Airways deal was found by Cheapflights users on 12/16. 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 12/179:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Sat 12/207:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 12/16$298
This Delta deal was found by Cheapflights users on 12/16. 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 12/179:40 amMSN - TPA
1 stop6h 23mDelta
Wed 12/247:20 amTPA - MSN
1 stop7h 56mDelta
Deal found 12/16$301
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:30 amMSN - TPA
2 stops7h 43mUnited Airlines
Wed 12/242:50 pmTPA - MSN
1 stop7h 00mUnited Airlines
Deal found 12/15$306
This Delta deal was found by Cheapflights users on 12/16. 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 12/206:34 pmMSN - TPA
1 stop4h 51mDelta
Sat 1/106:15 pmTPA - MSN
1 stop5h 35mDelta
Deal found 12/16$310
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/165:00 amMSN - TPA
2 stops6h 06mAmerican Airlines
Tue 12/232:04 pmTPA - MSN
2 stops6h 36mAmerican Airlines
Deal found 12/15$311
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/202:29 pmMSN - TPA
1 stop6h 14mUnited Airlines
Thu 1/227:00 amTPA - MSN
2 stops8h 52mUnited Airlines
Deal found 12/16$318

Find flight deals from Madison to Clearwater

Keep the following information in mind while searching for Madison to Clearwater flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$187
(Kiwi.com)

One-way from

$82
(Frontier)

Popular in

March

Cheapest in

August

Average price

$300
Provider with most accurate pricing for Madison Truax Field-Tampa flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Tampa flights.
Search Deals
From Madison Truax Field to Clearwater
Search Deals
One-way flight from Madison Truax Field to Clearwater
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Clearwater 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 December 18, 2025.
Use the filters below to find and compare flights from Madison to Clearwater that are best for you.

Fly from

Madison

Fly to

Clearwater

Route

Depart

Return

Price

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 2/4

9:48 am-1:42 pm

Nonstop2h 54m

Tampa

Wed 2/11

7:00 am-9:08 am

Nonstop3h 08m

$208

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 2/18

5:50 pm-11:38 pm

1 stop4h 48m

Tampa

Tue 3/3

6:00 am-10:49 am

1 stop5h 49m

$217

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 1/27

5:06 pm-12:25 am

1 stop6h 19m

Tampa

Fri 2/6

6:15 pm-10:50 pm

1 stop5h 35m

$239

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 1/28

5:06 pm-12:25 am

1 stop6h 19m

Tampa

Fri 2/6

6:15 pm-10:50 pm

1 stop5h 35m

$239

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Mon 1/26

5:06 pm-10:41 pm

1 stop4h 35m

Tampa

Tue 2/3

7:00 am-2:10 pm

1 stop8h 10m

$239

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 2/4

4:30 pm-11:13 pm

1 stop5h 43m

Tampa

Mon 2/9

8:30 am-12:51 pm

1 stop5h 21m

$248

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 12/31

9:48 am-1:41 pm

Nonstop2h 53m

Tampa

Wed 1/7

7:00 am-9:08 am

Nonstop3h 08m

$258

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Fri 2/20

5:06 pm-12:01 am

1 stop5h 55m

Tampa

Tue 3/3

6:00 am-10:49 am

1 stop5h 49m

$268

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Thu 1/8

2:50 pm-10:24 pm

1 stop6h 34m

Tampa

Sun 1/11

5:30 am-10:18 am

1 stop5h 48m

$277

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Mon 1/5

5:38 am-11:27 am

1 stop4h 49m

Tampa

Tue 1/13

7:00 am-2:10 pm

1 stop8h 10m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 21 results
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Best time to book a flight from Madison to Clearwater

Have a flexible travel schedule? Discover the best time to fly to Clearwater from Madison 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 Madison to Clearwater

How far ahead should I book a flight from Madison to Clearwater?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Clearwater. Price data was last updated on December 12, 2025.

The best time to book flights from Madison to Clearwater is 45 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, May is the cheapest month in which you can book a flight from Madison to Clearwater (average of $71). Flying from Madison to Clearwater in November is currently the most expensive (average of $104). 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 MSN to CL9?

Find hourly flight availability from Madison to Clearwater. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Madison to Clearwater in the afternoon. Doing so could potentially save you 39% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Madison to Clearwater?

Use this chart to determine the cheapest time to fly round-trip from Madison to Clearwater. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Madison to Clearwater flight should consider departing on Monday mornings 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.

Reviews of airlines servicing Clearwater

Get insights into the airlines that provide service to Clearwater. 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 Clearwater. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Madison to Clearwater, such as Breeze Airways, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,006 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,092 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,053 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Madison to Clearwater. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Clearwater?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Clearwater. On average, Truax Field has 0 outbound flights to Clearwater per day from 6 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Clearwater?

    Departing from Madison to Clearwater will take you 2h 54m. The distance from Madison to Clearwater is about 1113 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $62. Users have also found prices from $108 and $108 on United Airlines and Delta, respectively.

  • What are the cheapest flights from Madison to Clearwater?

    Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Madison Truax Field - Tampa) can be booked for $197 on average, our data indicates $191 when flying from Madison to Clearwater.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Clearwater 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 Madison to Clearwater?

    Currently, May is the cheapest month in which you can book a flight from Madison to Clearwater (average of $71). Flying from Madison to Clearwater in November is currently the most expensive (average of $104). 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.

See more FAQs

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Top 6 airlines flying from Madison to Clearwater

Discover the top 6 airlines that operate flights from Madison to Clearwater. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$151FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$215FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$158Average$350FlexibilityNo cancel feeOn-time62%
DeltaCheapest$158Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$192Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$350FlexibilityNo cancel feeOn-time69%

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