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Madison

$69+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Madison Truax Field are usually found in January or December, booked 19 days in advance, depart on a Thursday or Tuesday and return on a Monday

Cheap flight deals from Clearwater to Madison

Keep the following information in mind while searching for Clearwater to Madison flight deals. Data was last updated September 16, 2025.

Round-trip from

$138
(Breeze Airways)

One-way from

$69
(Breeze Airways)

Popular in

March

Cheapest in

January

Average price

$274
From Clearwater to Madison Truax Field
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One-way flight from Clearwater to Madison Truax Field
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Highest demand for flights based on searches. 9% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% 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 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 September 16, 2025.

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.
Sat 10/47:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 10/119:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 9/15$138
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 10/49:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 9/15$148
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/207:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 9/279:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 9/14$158
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:37 amTPA - MSN
1 stop13h 38mFrontier
Fri 11/78:00 pmMSN - TPA
1 stop8h 22mFrontier
Deal found 9/16$170
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.
Sat 11/17:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 11/89:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 9/15$188
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:03 pmTPA - MSN
1 stop7h 26mAmerican Airlines
Sat 11/89:48 amMSN - TPA
1 stop7h 41mAmerican Airlines
Deal found 9/15$191
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:37 amTPA - MSN
1 stop13h 37mFrontier
Mon 10/67:59 pmMSN - TPA
1 stop8h 32mFrontier
Deal found 9/15$201
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:37 amTPA - MSN
1 stop13h 37mFrontier
Mon 10/67:59 pmMSN - TPA
1 stop8h 32mFrontier
Deal found 9/14$205
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:37 amTPA - MSN
1 stop12h 36mFrontier
Fri 10/247:59 pmMSN - TPA
1 stop8h 23mFrontier
Deal found 9/15$208
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:00 amTPA - MSN
1 stop4h 32mDelta
Tue 10/285:30 amMSN - TPA
1 stop5h 04mDelta
Deal found 9/15$217
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:37 amTPA - MSN
1 stop13h 37mFrontier
Mon 10/277:59 pmMSN - TPA
1 stop8h 23mFrontier
Deal found 9/15$228
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/77:00 amTPA - MSN
1 stop4h 32mDelta
Wed 10/151:19 pmMSN - TPA
1 stop7h 10mDelta
Deal found 9/15$238

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 September 16, 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

Sat 10/4

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Sat 10/11

9:48 am-1:41 pm

Nonstop2h 53m

$138

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 11/1

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Sat 11/8

9:48 am-1:41 pm

Nonstop2h 53m

$188

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 10/11

7:02 pm-10:45 pm

1 stop4h 43m

Madison Truax Field

Sat 10/18

7:00 am-2:51 pm

1 stop6h 51m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sun 10/12

7:00 am-10:32 am

1 stop4h 32m

Madison Truax Field

Sat 10/18

7:00 am-2:51 pm

1 stop6h 51m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 10/7

7:00 am-10:32 am

1 stop4h 32m

Madison Truax Field

Wed 10/15

1:19 pm-9:29 pm

1 stop7h 10m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

Thu 10/23

6:37 am-7:14 pm

1 stop13h 37m

Madison Truax Field

Mon 10/27

7:59 pm-5:22 am

1 stop8h 23m

$251

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 11/26

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Sat 11/29

9:48 am-1:41 pm

Nonstop2h 53m

$258

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 9/27

6:00 am-12:26 pm

1 stop7h 26m

Madison Truax Field

Sat 10/4

5:40 am-1:56 pm

1 stop7h 16m

$261

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 11/26

12:30 pm-7:21 pm

1 stop7h 51m

Madison Truax Field

Sat 11/29

9:30 pm-3:41 am

1 stop5h 11m

$264

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 10/1

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Mon 10/6

7:59 pm-5:31 am

1 stop8h 32m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 24 results
1
2
3

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 September 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, January is the cheapest month in which you can book a flight from Clearwater to Madison (average of $338). Flying from Clearwater to Madison in March is currently the most expensive (average of $422). 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 September 16, 2025.

When flying from Clearwater to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 16, 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
8.0
Very good
205 reviews

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Comfort

8.1

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Comfort

8.1

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
8.0
Very good
7,957 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Comfort

8.1

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,924 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Comfort

8.1

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Comfort

8.1

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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?

    Breeze Airways and Delta can get you from Clearwater to Madison in just under 3h 08m. Your travel time can differ by up to 1h 35m. 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 $129. However, be on the lookout for offers from Delta and American Airlines, 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 $158, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Tampa - Madison Truax Field), you can expect to pay $138 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, January is the cheapest month in which you can book a flight from Clearwater to Madison (average of $338). Flying from Clearwater to Madison in March is currently the most expensive (average of $422). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$124Average$186FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$188Average$323FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$356FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$243Average$365FlexibilityNo cancel feeOn-time69%

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