HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Clearwater to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Clearwater to Madison Truax Field are usually found in January or December, booked 53 days in advance, depart on a Tuesday or Thursday 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 August 1, 2025.

Round-trip from

$142
(Priceline)

One-way from

$69
(Breeze Airways)

Popular in

March

Cheapest in

January

Average price

$348
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. 7% potential increase in price ($24 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 August 2025
Search Deals

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 August 1, 2025.

This Priceline deal was found by Cheapflights users on 7/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 9/279:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 7/31$142
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/244:49 pmTPA - MSN
1 stop7h 21mAmerican Airlines
Sat 9/277:30 amMSN - TPA
1 stop5h 27mAmerican Airlines
Deal found 7/31$191
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 11/411:16 amTPA - MSN
2 stops9h 05mUnited Airlines
Fri 11/142:48 pmMSN - TPA
1 stop6h 04mUnited Airlines
Deal found 7/30$243
This Frontier deal was found by Cheapflights users on 7/30. 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 9/126:37 amTPA - MSN
1 stop13h 37mFrontier
Sun 9/147:59 pmMSN - TPA
1 stop8h 32mFrontier
Deal found 7/30$258
This Delta deal was found by Cheapflights users on 7/31. 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 8/95:54 pmTPA - MSN
1 stop5h 40mDelta
Tue 8/125:40 amMSN - TPA
1 stop7h 15mDelta
Deal found 7/31$261
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/411:00 amTPA - MSN
1 stop9h 14mMultiple Airlines
Wed 9/109:48 amMSN - TPA
Nonstop2h 53mMultiple Airlines
Deal found 7/30$280

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 August 1, 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

Wed 9/24

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Sat 9/27

9:48 am-1:41 pm

Nonstop2h 53m

$142

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 9/24

4:49 pm-11:10 pm

1 stop7h 21m

Madison Truax Field

Sat 9/27

7:30 am-1:57 pm

1 stop5h 27m

$191

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 11/4

11:16 am-7:21 pm

2 stops9h 05m

Madison Truax Field

Fri 11/14

2:48 pm-9:52 pm

1 stop6h 04m

$243

TampaMadison

TPA - MSN

TPAMSN

Tampa

Fri 9/12

6:37 am-7:14 pm

1 stop13h 37m

Madison Truax Field

Sun 9/14

7:59 pm-5:31 am

1 stop8h 32m

$258

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 8/13

6:00 am-9:56 am

1 stop4h 56m

Madison Truax Field

Fri 8/15

5:12 pm-11:59 pm

1 stop5h 47m

$269

TampaMadison

TPA - MSN

TPAMSN

Tampa

Thu 9/4

11:00 am-7:14 pm

1 stop9h 14m

Madison Truax Field

Wed 9/10

9:48 am-1:41 pm

Nonstop2h 53m

$280

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 8/6

6:00 am-8:01 am

Nonstop3h 01m

$69

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 8/30

4:15 pm-10:23 pm

1 stop7h 08m

$109

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 8/12

10:20 am-6:33 pm

1 stop9h 13m

$110

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 8/6

6:00 am-12:40 pm

1 stop7h 40m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 12 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 July 25, 2025.

Booking 53 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 August 1, 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 August 1, 2025.
Peruse reviews from past customers who have flown with Delta, Breeze Airways, 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.
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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.
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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.
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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.
Sun Country Air
6.9
Okay
334 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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 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.

  • 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 United Airlines and Frontier, 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 $124, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Tampa - Madison Truax Field), you can expect to pay $142 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Clearwater to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to O'Hare Intl flights
Miami to O'Hare Intl flights
Orlando to O'Hare Intl flights
Tampa to O'Hare Intl flights
Tampa to Minneapolis flights
West Palm Beach to O'Hare Intl flights
Orlando to Minneapolis flights
Jacksonville to O'Hare Intl flights
Miami to Minneapolis flights
Fort Myers to O'Hare Intl flights
Fort Lauderdale to Minneapolis flights
Pensacola to O'Hare Intl flights
Orlando to Milwaukee flights
Sarasota to O'Hare Intl flights
Fort Myers to Minneapolis flights
Jacksonville to Minneapolis flights
Tampa to Milwaukee flights
West Palm Beach to Minneapolis flights
Pensacola to Minneapolis flights
Fort Myers to Milwaukee flights
Orlando to Green Bay flights
Orlando to Wausau flights
Tallahassee to Wausau flights
Valparaiso to Milwaukee flights
Miami to Milwaukee flights
Sarasota to Minneapolis flights
Panama City to O'Hare Intl flights
Fort Lauderdale to Milwaukee flights
West Palm Beach to Milwaukee flights
Jacksonville to Milwaukee flights
Sarasota to Appleton flights
Sarasota to Milwaukee flights
Valparaiso to O'Hare Intl flights
Fort Myers to Appleton flights
Tallahassee to O'Hare Intl flights
Jacksonville to Green Bay flights
Orlando to Appleton flights
Tampa to Green Bay flights
Key West to O'Hare Intl flights
Fort Lauderdale to Escanaba flights
Fort Lauderdale to Duluth flights
Miami to Escanaba flights
Miami to Madison flights
Tampa to Madison flights
Daytona Beach to O'Hare Intl flights
Sarasota to Madison flights
Panama City to Minneapolis flights
Gainesville to Minneapolis flights
Gainesville to O'Hare Intl flights

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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$118Average$185FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$188Average$327FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$208Average$351FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$222Average$364FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2025 Cheapflights