HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Clearwater

$71+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
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 June, booked 45 days in advance, depart on a Monday or Tuesday and return on a Wednesday

Cheap flight deals from Madison to Clearwater

Keep the following information in mind while searching for Madison to Clearwater flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$138
(Breeze Airways)

One-way from

$71
(Priceline)

Popular in

March

Cheapest in

August

Average price

$288
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. 13% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 November 2, 2025.

This Breeze Airways deal was found by Cheapflights users on 10/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/129:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Sat 11/157:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 10/31$138
This Frontier deal was found by Cheapflights users on 10/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:00 pmMSN - TPA
1 stop8h 22mFrontier
Fri 11/146:37 amTPA - MSN
1 stop13h 38mFrontier
Deal found 10/31$177
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Sat 11/227:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 10/31$187
This Breeze Airways deal was found by Cheapflights users on 10/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Wed 11/127:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 10/31$188
This Frontier deal was found by Cheapflights users on 10/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:00 pmMSN - TPA
1 stop8h 22mFrontier
Sat 11/2210:29 pmTPA - MSN
1 stop14h 11mFrontier
Deal found 10/31$190
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/133:55 pmMSN - TPA
1 stop5h 05mAmerican Airlines
Tue 12/163:13 pmTPA - MSN
1 stop7h 42mAmerican Airlines
Deal found 11/1$191
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/159:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Sat 11/227:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 11/1$195
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Wed 11/267:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 10/31$207
This Frontier deal was found by Cheapflights users on 10/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/148:00 pmMSN - TPA
1 stop8h 22mFrontier
Mon 11/2410:29 pmTPA - MSN
1 stop11h 24mFrontier
Deal found 10/31$208
This Delta deal was found by Cheapflights users on 10/31. 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.
Wed 12/35:14 pmMSN - TPA
1 stop6h 05mDelta
Wed 12/175:30 amTPA - MSN
1 stop6h 29mDelta
Deal found 10/31$217
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/159:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Wed 11/267:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Deal found 10/31$221

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 November 2, 2025.
Use the filters below to find and compare flights from Madison to Clearwater that are best for you.

Fly from

Madison

Fly to

Clearwater

Route

Depart

Return

Price

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 12/3

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Wed 12/17

5:30 am-10:59 am

1 stop6h 29m

$217

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Sat 1/3

9:48 am-1:41 pm

Nonstop2h 53m

Tampa

Sat 1/10

7:00 am-9:08 am

Nonstop3h 08m

$228

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 12/3

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Sun 12/14

5:30 am-10:59 am

1 stop6h 29m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 12/3

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Thu 12/18

6:09 pm-10:57 pm

1 stop5h 48m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 12/2

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Fri 12/19

5:05 pm-10:26 pm

1 stop6h 21m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 12/2

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Thu 12/18

6:09 pm-10:57 pm

1 stop5h 48m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 12/2

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Fri 12/12

6:05 pm-10:26 pm

1 stop5h 21m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 12/2

5:14 pm-12:19 am

1 stop6h 05m

Tampa

Sun 12/14

5:30 am-10:59 am

1 stop6h 29m

$238

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Thu 12/4

5:38 am-2:00 pm

1 stop7h 22m

Tampa

Wed 12/17

12:20 pm-4:48 pm

1 stop5h 28m

$257

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Sat 1/3

12:23 pm-7:51 pm

1 stop6h 28m

Tampa

Sat 1/10

9:36 am-3:05 pm

1 stop6h 29m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 19 results
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

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Clearwater. Price data was last updated on October 31, 2025.

The best time to book flights from Madison to Clearwater is 45 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, December is the cheapest month in which you can book a flight from Madison to Clearwater (average of $60). Flying from Madison to Clearwater in November is currently the most expensive (average of $101). 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 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 November 2, 2025.

It’s typically best to fly out from Madison to Clearwater in the afternoon. Doing so could potentially save you 46% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Madison to Clearwater?

Use this chart to determine the cheapest time to fly round-trip from Madison to Clearwater. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Madison to Clearwater flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 2, 2025.
Read through reviews of airlines operating flights from Madison to Clearwater, such as Breeze Airways, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

Food

6.7

Overall

8.1

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
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

Food

6.7

Overall

8.1

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
7.9
Good
7,996 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

Food

6.7

Overall

8.1

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
8,993 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

Food

6.7

Overall

8.1

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
11,032 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

Food

6.7

Overall

8.1

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 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 2h 53m. 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 flights from Madison to Clearwater?

    Looking at all options, your cheapest flight can be booked for $71. While the most popular route (Madison Truax Field - Tampa) can be booked for $138 on average, our data indicates $258 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.

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

    Currently, December is the cheapest month in which you can book a flight from Madison to Clearwater (average of $60). Flying from Madison to Clearwater in November is currently the most expensive (average of $101). 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

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 Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Lauderdale flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Myers flights
Minneapolis to Miami flights
Minneapolis to Tampa flights
Minneapolis to Fort Lauderdale flights
O'Hare Intl to West Palm Beach flights
Minneapolis to Fort Myers flights
O'Hare Intl to Sarasota flights
Milwaukee to Orlando flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Key West flights
O'Hare Intl to Pensacola flights
Milwaukee to Fort Lauderdale flights
Milwaukee to Miami flights
Minneapolis to Sarasota flights
Milwaukee to Tampa flights
Milwaukee to Fort Myers flights
Appleton to Orlando flights
Minneapolis to Jacksonville flights
Appleton to Pensacola flights
Appleton to Orlando Sanford Intl flights
Appleton to Fort Myers flights
Green Bay to Pensacola flights
Madison to Orlando flights
Appleton to Fort Lauderdale flights
O'Hare Intl to Panama City flights
Minneapolis to Pensacola flights
Minneapolis to Valparaiso flights
Madison to Sarasota flights
Appleton to Tampa flights
Madison to Tampa flights
Minneapolis to Key West flights
Madison to Miami flights
Madison to Fort Myers flights
Appleton to St Petersburg flights
Milwaukee to Sarasota flights
Green Bay to Fort Myers flights
Minneapolis to West Palm Beach flights
Green Bay to Tampa flights
Minneapolis to St Petersburg flights
Appleton to Key West flights
Appleton to Miami flights
O'Hare Intl to Daytona Beach flights
Green Bay to Orlando flights
Madison to Fort Lauderdale flights
Milwaukee to Key West 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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$151FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$116Average$211FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$158Average$361FlexibilityNo cancel feeOn-time62%
DeltaCheapest$193Average$355FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$197Average$366FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$198Average$358FlexibilityNo 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.