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Madison

$139+ Cheap flights from Clearwater, FL to Madison (MSN)

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Madison Truax Field are usually found in January or September, booked 19 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Cheap flight deals from Clearwater to Madison

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

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amTPA - MSN
Nonstop3h 08mMultiple Airlines
Sun 1/47:17 pmMSN - TPA
1 stop9h 14mMultiple Airlines
Deal found 12/15$216
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.
Wed 12/316:00 amTPA - MSN
1 stop5h 08mAmerican Airlines
Sun 1/45:55 pmMSN - TPA
1 stop5h 22mAmerican Airlines
Deal found 12/15$250
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 12/247:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Wed 12/319:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 12/16$288
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:09 pmTPA - MSN
1 stop5h 40mAmerican Airlines
Wed 12/317:00 amMSN - TPA
1 stop6h 49mAmerican Airlines
Deal found 12/16$334
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:50 pmTPA - MSN
1 stop6h 55mAmerican Airlines
Mon 1/124:30 pmMSN - TPA
1 stop5h 54mAmerican Airlines
Deal found 12/16$348
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.
Thu 12/189:00 amTPA - MSN
2 stops8h 45mUnited Airlines
Mon 1/123:48 pmMSN - TPA
1 stop5h 21mUnited Airlines
Deal found 12/16$354
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/2010:00 amTPA - MSN
1 stop7h 44mAmerican Airlines
Sun 12/213:24 pmMSN - TPA
1 stop7h 41mAmerican Airlines
Deal found 12/17$360

Find flight deals from Clearwater to Madison

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

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$191
(American Airlines)

One-way from

$139
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$301
Provider with most accurate pricing for Tampa-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Madison Truax Field flights.
Search Deals
From Clearwater to Madison Truax Field
Search Deals
One-way flight from Clearwater to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 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 Clearwater to Madison 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 Clearwater to Madison that are best for you.

Fly from

Clearwater

Fly to

Madison

Route

Depart

Return

Price

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 1/27

7:01 am-10:55 am

1 stop4h 54m

Madison Truax Field

Tue 2/3

3:09 pm-10:53 pm

1 stop6h 44m

$191

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 5/6

7:15 am-9:14 am

Nonstop2h 59m

Madison Truax Field

Sat 5/9

9:54 am-1:46 pm

Nonstop2h 52m

$208

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 1/13

7:01 am-10:55 am

1 stop4h 54m

Madison Truax Field

Tue 1/20

6:00 am-12:49 pm

1 stop5h 49m

$234

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 1/27

11:26 am-5:11 pm

1 stop6h 45m

Madison Truax Field

Thu 2/5

8:10 am-4:00 pm

1 stop6h 50m

$234

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 2/25

6:00 am-10:49 am

1 stop5h 49m

Madison Truax Field

Sun 3/1

5:06 pm-12:01 am

1 stop5h 55m

$239

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 3/10

6:05 am-12:40 pm

1 stop7h 35m

Madison Truax Field

Sun 3/15

6:28 pm-11:53 pm

1 stop4h 25m

$248

TampaMadison

TPA - MSN

TPAMSN

Tampa

Thu 1/1

10:33 am-4:20 pm

1 stop6h 47m

Madison Truax Field

Mon 1/5

7:00 am-2:49 pm

1 stop6h 49m

$250

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 5/6

7:15 am-11:38 am

1 stop5h 23m

Madison Truax Field

Sat 5/9

6:30 am-2:46 pm

1 stop7h 16m

$260

TampaMadison

TPA - MSN

TPAMSN

Tampa

Thu 2/26

8:25 am-2:25 pm

2 stops7h 00m

Madison Truax Field

Sun 3/1

10:50 am-6:50 pm

1 stop7h 00m

$266

TampaMadison

TPA - MSN

TPAMSN

Tampa

Fri 1/16

5:14 pm-10:40 pm

1 stop6h 26m

Madison Truax Field

Fri 1/23

4:30 pm-11:24 pm

1 stop5h 54m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 19 results
1
2

Best time to book a flight from Clearwater to Madison

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

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

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

Booking 19 days in advance of your planned departure date is, on average, the best time to get cheap flights from Clearwater to Madison. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, November is the cheapest month in which you can book a flight from Clearwater to Madison (average of $60). Flying from Clearwater to Madison in June is currently the most expensive (average of $120). 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 MSN?

Find hourly flight availability from Clearwater to Madison. 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.

Unlike in the evening, when flights are generally more expensive, you can save up to 40% on flights from Clearwater to Madison by exploring options for tickets in the morning.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and United Airlines from Clearwater to Madison to help guide your decision. 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

Comfort

8.2

Entertainment

6.7

Boarding

8.4

Crew

8.8

Overall

8.2

Food

6.7

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

Comfort

8.2

Entertainment

6.7

Boarding

8.4

Crew

8.8

Overall

8.2

Food

6.7

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

Comfort

8.2

Entertainment

6.7

Boarding

8.4

Crew

8.8

Overall

8.2

Food

6.7

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

Comfort

8.2

Entertainment

6.7

Boarding

8.4

Crew

8.8

Overall

8.2

Food

6.7

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

Comfort

8.2

Entertainment

6.7

Boarding

8.4

Crew

8.8

Overall

8.2

Food

6.7

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 Clearwater to Madison. 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 into for flights to Madison from Clearwater?

    If you book a flight to Madison from Clearwater, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison. There are 0 flights from Clearwater to Truax Field per day from 4 different airlines.

  • How long is the flight from Clearwater to Madison?

    American Airlines, Breeze Airways, and Delta can get you from Clearwater to Madison in just under 2h 59m. Your travel time can differ by up to 2h 50m. Clearwater and Madison are separated by a distance of 1113 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Clearwater to Madison for a low price.

  • What are the cheapest flights from Clearwater to Madison?

    While on average a flight from Clearwater to Madison is generally $258, our data shows the cheapest flight currently is $109. When looking at the most popular route, (Tampa - Madison Truax Field), you can expect to pay $208 for that flight.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Clearwater to Madison (average of $60). Flying from Clearwater to Madison in June is currently the most expensive (average of $120). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Clearwater to Madison

Discover the top 4 airlines that operate flights from Clearwater to Madison. 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
Breeze AirwaysCheapest$124Average$192FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$323FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$190Average$351FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$365FlexibilityNo cancel feeOn-time69%

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