HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Clearwater

$78+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Aug 6 — Aug 131
Thu 8/6
Thu 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Clearwater 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 Madison Truax Field to Clearwater are usually found in August or September, booked 83 days in advance, depart on a Wednesday or Monday 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 July 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Wed 9/210:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Sat 9/57:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 7/5$137
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Wed 9/210:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Wed 9/97:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/4$147
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 9/510:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Wed 9/97:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/4$157
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Wed 8/2610:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Sat 9/57:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 7/4$167
This Breeze Airways deal was found by Cheapflights users on 7/3. 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 10/1010:33 am
MSN
-
TPA
Nonstop2h 53m
Breeze Airways
Sat 10/177:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/3$188
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 10/3110:33 am
MSN
-
TPA
Nonstop2h 53m
Breeze Airways
Sat 11/77:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/7$198
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:27 am
MSN
-
TPA
Nonstop2h 52m
Multiple Airlines
Sat 9/59:02 pm
TPA
-
MSN
1 stop23h 08m
Multiple Airlines
Deal found 7/5$210
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Wed 8/266:05 pm
MSN
-
TPA
2 stops29h 30m
Multiple Airlines
Sat 9/57:48 am
TPA
-
MSN
Nonstop2h 59m
Multiple Airlines
Deal found 7/7$211
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 9/46:50 pm
MSN
-
TPA
1 stop24h 08m
Multiple Airlines
Wed 9/97:45 am
TPA
-
MSN
Nonstop3h 08m
Multiple Airlines
Deal found 7/4$215
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/2210:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Wed 8/267:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 7/7$217

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 July 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$278
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. 16% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 7, 2026.
Use the filters below to find and compare flights from Madison to Clearwater that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 8/19

6:30 am-3:28 pm

2 stops7h 58m

Tampa

Sat 8/22

4:23 pm-8:53 pm

1 stop5h 30m

$270

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 9/2

7:05 am-3:57 pm

1 stop7h 52m

Tampa

Wed 9/9

4:23 pm-8:53 pm

1 stop5h 30m

$321

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 8/5

10:43 am-6:24 pm

1 stop6h 41m

Tampa

Wed 8/12

7:30 am-1:42 pm

1 stop7h 12m

$365

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 10/20

5:00 am-3:16 pm

2 stops9h 16m

Tampa

Sat 10/24

7:26 am-1:37 pm

1 stop7h 11m

$370

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 9/16

5:00 am-3:28 pm

2 stops9h 28m

Tampa

Wed 9/23

7:00 am-2:59 pm

2 stops8h 59m

$375
Quickest round-trip

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Mon 11/2

6:30 am-2:52 pm

1 stop7h 22m

Tampa

Mon 11/9

6:35 pm-10:53 pm

1 stop5h 18m

$409

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 7/29

5:00 am-11:24 am

1 stop5h 24m

Tampa

Wed 8/5

4:30 pm-11:12 pm

1 stop7h 42m

$409
Cheapest one-way

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Sat 8/29

12:10 pm-8:14 pm

1 stop7h 04m

$139
Quickest one-way

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 10/7

5:50 am-12:44 pm

1 stop5h 54m

$139

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Fri 7/24

6:50 pm-12:35 am

1 stop28h 45m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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

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 July 7, 2026.

It’s typically best to fly out from Madison to Clearwater in the afternoon. Doing so could potentially save you 48% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Madison to Clearwater?

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 July 7, 2026.
Read through reviews of airlines operating flights from Madison to Clearwater, such as Breeze Airways,Delta, andUnited 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
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
296 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,451 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
United Airlines
7.4
Good
9,945 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,782 reviews
Breeze Airways
8.2
Very good
296 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Entertainment

6.7

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 4h 46m. 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 $69. Users have also found prices from $130 and $138 on Delta and American Airlines, respectively.

  • What are the cheapest flights from Madison to Clearwater?

    Looking at all options, your cheapest flight can be booked for $79. While the most popular route (Madison Truax Field - Tampa) can be booked for $168 on average, our data indicates $180 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.

See more FAQs

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 Madison to Clearwater

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Miami flights
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Myers flights
Minneapolis to Miami flights
Minneapolis to Tampa flights
Milwaukee to Orlando flights
Minneapolis to Fort Lauderdale flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Pensacola flights
O'Hare Intl to Jacksonville flights
Minneapolis to Fort Myers flights
O'Hare Intl to Key West flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Panama City flights
Milwaukee to Miami flights
Minneapolis to Sarasota flights
Madison to Miami flights
Appleton to Orlando flights
Milwaukee to Fort Lauderdale flights
Madison to Fort Myers flights
Minneapolis to Valparaiso flights
Madison to Sarasota flights
Appleton to Miami flights
Minneapolis to Jacksonville flights
Minneapolis to Key West flights
Milwaukee to Tampa flights
Appleton to Tampa flights
Madison to Tampa flights
Madison to Fort Lauderdale flights
Milwaukee to Fort Myers flights
Appleton to St Petersburg flights
Appleton to Orlando Sanford Intl flights
Minneapolis to Pensacola flights
Appleton to Pensacola flights
Minneapolis to West Palm Beach flights
Appleton to Sarasota flights
Milwaukee to Pensacola flights
Green Bay to Pensacola flights
Madison to Orlando flights
Green Bay to Tampa flights
Milwaukee to Key West flights
Appleton to Fort Myers flights
Milwaukee to Sarasota flights
Green Bay to Fort Myers flights
Green Bay to Orlando flights
La Crosse to Orlando flights

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 July 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$138Average$249FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$141Average$172FlexibilityNo cancel feeOn-time88%
FrontierCheapest$149Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$368FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$361FlexibilityNo 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
©2026 Cheapflights