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Madison

$86+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
févr. 28 — mars 71
sam. 2/28
sam. 3/7
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 Tuesday or Monday 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 janvier 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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.
mer. 4/296:00 am
TPA
-
MSN
1 stop5h 55m
American Airlines
sam. 5/27:00 am
MSN
-
TPA
1 stop6h 34m
American Airlines
Deal found 1/28$191
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
sam. 5/27:00 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
mer. 5/69:54 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 1/27$206
This Delta deal was found by Cheapflights users on 1/27. 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.
sam. 5/26:10 am
TPA
-
MSN
1 stop5h 18m
Delta
mar. 5/56:00 am
MSN
-
TPA
1 stop6h 40m
Delta
Deal found 1/27$217
This American Airlines deal was found by Cheapflights users on 1/27. 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.
ven. 2/277:36 pm
TPA
-
MSN
1 stop5h 04m
American Airlines
mar. 3/33:47 pm
MSN
-
TPA
1 stop4h 35m
American Airlines
Deal found 1/27$226
This Breeze Airways deal was found by Cheapflights users on 1/28. 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.
mer. 2/117:00 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
mer. 2/259:48 am
MSN
-
TPA
Nonstop2h 54m
Breeze Airways
Deal found 1/28$228
This American Airlines deal was found by Cheapflights users on 1/29. 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.
jeu. 4/236:00 am
TPA
-
MSN
1 stop5h 55m
American Airlines
sam. 4/2511:35 am
MSN
-
TPA
1 stop7h 38m
American Airlines
Deal found 1/29$235
This Breeze Airways deal was found by Cheapflights users on 1/27. 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.
mer. 4/297:00 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
sam. 5/29:48 am
MSN
-
TPA
Nonstop2h 54m
Breeze Airways
Deal found 1/27$238
This American Airlines deal was found by Cheapflights users on 1/27. 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.
sam. 2/285:37 pm
TPA
-
MSN
1 stop5h 21m
American Airlines
mar. 3/37:15 am
MSN
-
TPA
1 stop5h 51m
American Airlines
Deal found 1/27$246
This Delta deal was found by Cheapflights users on 1/27. 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.
sam. 5/26:10 am
TPA
-
MSN
1 stop5h 18m
Delta
lun. 5/46:00 am
MSN
-
TPA
1 stop6h 40m
Delta
Deal found 1/27$248
This United Airlines deal was found by Cheapflights users on 1/28. 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.
mar. 6/97:39 am
TPA
-
MSN
1 stop5h 04m
United Airlines
sam. 6/132:35 pm
MSN
-
TPA
1 stop6h 14m
United Airlines
Deal found 1/28$260
This American Airlines deal was found by Cheapflights users on 1/27. 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.
ven. 2/275:37 pm
TPA
-
MSN
1 stop5h 21m
American Airlines
dim. 3/15:17 pm
MSN
-
TPA
1 stop6h 11m
American Airlines
Deal found 1/27$261
This Super.com deal was found by Cheapflights users on 1/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 2/77:00 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
mer. 2/119:48 am
MSN
-
TPA
Nonstop2h 54m
Breeze Airways
Deal found 1/28$267

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 janvier 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(American Airlines)

One-way from

$86
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$243
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 January 2026
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 janvier 29, 2026.
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

mer. 2/11

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

mer. 2/25

9:48 am-1:42 pm

Nonstop2h 54m

$228

TampaMadison

TPA - MSN

TPAMSN

Tampa

mer. 4/29

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

sam. 5/2

9:48 am-1:42 pm

Nonstop2h 54m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

mar. 6/9

7:39 am-11:43 am

1 stop5h 04m

Madison Truax Field

sam. 6/13

2:35 pm-9:49 pm

1 stop6h 14m

$260

TampaMadison

TPA - MSN

TPAMSN

Tampa

sam. 5/2

6:10 am-10:28 am

1 stop5h 18m

Madison Truax Field

dim. 5/3

5:30 am-1:48 pm

1 stop7h 18m

$268

TampaMadison

TPA - MSN

TPAMSN

Tampa

mer. 2/11

8:10 am-12:46 pm

1 stop5h 36m

Madison Truax Field

mer. 2/25

4:45 pm-11:50 pm

1 stop6h 05m

$277

TampaMadison

TPA - MSN

TPAMSN

Tampa

jeu. 2/12

5:25 am-10:23 am

1 stop5h 58m

Madison Truax Field

mar. 2/17

5:06 pm-12:01 am

1 stop5h 55m

$287

TampaMadison

TPA - MSN

TPAMSN

Tampa

dim. 2/15

6:00 am-10:08 am

1 stop5h 08m

Madison Truax Field

dim. 2/22

7:00 am-2:46 pm

1 stop6h 46m

$288

TampaMadison

TPA - MSN

TPAMSN

Tampa

sam. 5/2

6:10 am-10:28 am

1 stop5h 18m

Madison Truax Field

mer. 5/6

6:00 am-8:04 pm

2 stops13h 04m

$305

TampaMadison

TPA - MSN

TPAMSN

Tampa

ven. 2/13

6:15 pm-10:48 pm

1 stop5h 33m

Madison Truax Field

mar. 2/17

5:06 pm-12:01 am

1 stop5h 55m

$318

TampaMadison

TPA - MSN

TPAMSN

Tampa

mer. 4/29

7:15 am-11:38 am

1 stop5h 23m

Madison Truax Field

sam. 5/2

5:00 am-5:36 pm

2 stops11h 36m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 20 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 January 23, 2026.

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 $58). 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 janvier 29, 2026.

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 janvier 29, 2026.
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
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.6

Overall

8.2

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.6

Overall

8.2

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,127 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.6

Overall

8.2

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,215 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.6

Overall

8.2

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,206 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.6

Overall

8.2

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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, United Airlines, and Delta can get you from Clearwater to Madison in just under 3h 08m. Your travel time can differ by up to 2h 10m. 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 $146, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Tampa - Madison Truax Field), you can expect to pay $228 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 $58). 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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Alternative routes for Clearwater to Madison

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 janvier 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$88Average$191FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$108Average$322FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$190Average$344FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$373FlexibilityNo cancel feeOn-time69%

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