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$68+ Cheap flights from Madison (MSN) to Florida

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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIA
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
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Cheap flight deals from Madison to Florida

Cheapest flights from Madison to Florida
Explore the most affordable flight options available from Madison to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.

This Breeze Airways deal was found by Cheapflights users on 7/23. 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 9/210:27 am
MSN
-
FLL
1 stop4h 41m
Breeze Airways
Wed 9/306:00 am
FLL
-
MSN
1 stop4h 53m
Breeze Airways
Deal found 7/23$132
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/297:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Sat 9/55:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/20$137
This Breeze Airways deal was found by Cheapflights users on 7/21. 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 8/297:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Wed 9/23:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/21$138
This Breeze Airways deal was found by Cheapflights users on 7/23. 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 9/2610:33 am
MSN
-
TPA
Nonstop2h 53m
Breeze Airways
Sat 10/37:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/23$138
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 9/1610:33 am
MSN
-
TPA
Nonstop2h 53m
Breeze Airways
Sat 9/197:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/21$147
This Breeze Airways deal was found by Cheapflights users on 7/21. 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 9/510:27 am
MSN
-
FLL
1 stop4h 41m
Breeze Airways
Wed 9/96:00 am
FLL
-
MSN
1 stop4h 53m
Breeze Airways
Deal found 7/21$156
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 7/20$157
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 7/19$158
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Thu 9/176:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 9/203:00 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/23$168
This Priceline deal was found by Cheapflights users on 7/21. 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.
Sun 12/131:10 pm
MSN
-
RSW
Nonstop2h 55m
Sun Country Air
Sat 12/193:58 pm
RSW
-
MSN
Nonstop3h 11m
Sun Country Air
Deal found 7/21$168
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 9/153:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 9/203:00 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/21$178
This Sun Country Air deal was found by Cheapflights users on 7/22. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/131:10 pm
MSN
-
RSW
Nonstop2h 55m
Sun Country Air
Thu 12/177:30 am
RSW
-
MSN
Nonstop3h 11m
Sun Country Air
Deal found 7/22$178

Find flight deals from Madison to Florida

Keep the following information in mind while searching for Madison to Florida flight deals. Data was last updated July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Breeze Airways)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$301

Good round-trip deal

$158 or less

Good one-way deal

$89 or less
Provider with most accurate pricing for Madison Truax Field-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Orlando (ORL) flights.
Search Deals
From Madison Truax Field to Florida
Search Deals
One-way flight from Madison Truax Field to Florida
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Madison Truax Field to Florida.
Search Deals
Price to beat on a one-way flight from Madison Truax Field to Florida.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Florida 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 24, 2026.
Use the filters below to find and compare flights from Madison to Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonFort Lauderdale

MSN - FLL

MSNFLL

Madison Truax Field

Wed 8/19

10:27 am-4:08 pm

1 stop4h 41m

Fort Lauderdale

Wed 8/26

6:00 am-9:47 am

1 stop4h 47m

$201

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Mon 8/17

5:15 pm-12:30 am

1 stop6h 15m

Tampa

Fri 8/21

6:25 pm-11:00 pm

1 stop5h 35m

$219

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 11/4

5:50 am-2:00 pm

1 stop7h 10m

Tampa

Wed 11/18

6:10 pm-10:55 pm

1 stop5h 45m

$231

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Tue 11/17

2:50 pm-11:09 pm

1 stop7h 19m

Tampa

Sat 11/21

9:50 am-3:00 pm

1 stop6h 10m

$258

MadisonTampa

MSN - TPA

MSNTPA

Madison Truax Field

Wed 11/4

8:20 am-5:33 pm

2 stops8h 13m

Tampa

Wed 11/18

6:35 pm-10:53 pm

1 stop5h 18m

$263

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 10/6

5:50 am-12:34 pm

1 stop6h 44m

Pensacola

Tue 10/13

6:00 am-10:33 am

1 stop4h 33m

$275

MadisonSarasota

MSN - SRQ

MSNSRQ

Madison Truax Field

Wed 11/4

5:00 am-11:12 am

1 stop5h 12m

Sarasota Bradenton Intl

Sat 11/7

12:20 pm-7:02 pm

1 stop7h 42m

$285

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 11/4

5:50 am-12:34 pm

1 stop6h 44m

Pensacola

Sat 11/7

8:05 am-12:31 pm

1 stop4h 26m

$285

MadisonPanama City

MSN - ECP

MSNECP

Madison Truax Field

Wed 8/19

11:33 am-5:16 pm

1 stop5h 43m

Panama City NW Florida Beaches

Tue 8/25

3:06 pm-10:18 pm

1 stop7h 12m

$291
Quickest round-trip

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 8/18

5:15 pm-9:43 pm

1 stop4h 28m

Pensacola

Mon 8/24

6:00 am-10:27 am

1 stop4h 27m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Madison to Florida

Have a flexible travel schedule? Discover the best time to fly to Florida 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 Florida

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

Currently, September is the cheapest month in which you can book a flight from Madison to Florida (average of $302). Flying from Madison to Florida in March is currently the most expensive (average of $429). 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 FL?

Find hourly flight availability from Madison to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 24, 2026.

It’s optimal to fly from Madison to Florida in the afternoon. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight in the morning.

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

Airfare is below average for this route at the moment.
Madison to Florida flights typically cost between $295 and $511 in September.
The cheapest round-trip price found within the last 5 days was $240 on Frontier (Sep 11-Sep 14).

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

To ensure you get the cheapest price possible for a flight from Madison to Florida, you should look to book at least 25 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Use this chart to determine the cheapest time to fly round-trip from Madison to Florida. Price data was last updated on July 18, 2026.

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

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. 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 Florida. Reviews last updated July 24, 2026.
Read through reviews of airlines operating flights from Madison to Florida, 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
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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
300 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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
8,488 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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
10,034 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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
11,848 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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.
Sun Country Air
6.7
Okay
321 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Boarding

8.3

Crew

8.8

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 Florida. 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 Florida?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Florida. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Florida?

    Airlines like Breeze Airways, Delta, and United Airlines fly from Madison to Florida in about 4h 41m. The time it takes to get you to your destination can typically vary by up to 2h 38m. The distance from Madison to Florida is about 1287 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 Florida one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $64. However, be on the lookout for offers from Sun Country Air and Breeze Airways, as they are both options that can get you from Madison to Florida for a low price.

  • What are the most popular routes from Madison to Florida?

    The most popular route from Madison to Florida is Madison Truax Field - Miami. You may also consider Madison Truax Field - Sarasota Bradenton Intl or Madison Truax Field - Orlando.

  • What are the cheapest flights from Madison to Florida?

    Looking for the cheapest flight from Madison to Florida? While on average our users pay $1,085, our data indicates the cheapest price to be $1,056. The most popular route (Madison Truax Field - Miami), is priced around $339.

  • Can I find deals for flights from Madison to Florida that include hotel bookings?

    Yes. In addition to deals on Madison to Florida flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Florida?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Florida.

  • Can I find deals for business class flights from Madison to Florida?

    Yes. Cheapflights offers flight deals from Madison to Florida 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 Florida?

    Currently, September is the cheapest month in which you can book a flight from Madison to Florida (average of $302). Flying from Madison to Florida in March is currently the most expensive (average of $429). 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

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Alternative routes for Madison to Florida

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Madison to Florida

Discover the top 7 airlines that operate flights from Madison to Florida. 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 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$359FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$249FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$141Average$172FlexibilityNo cancel feeOn-time88%
Sun Country AirCheapest$141Average$296FlexibilityNo cancel feeOn-time83%
FrontierCheapest$149Average$317FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$374FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$368FlexibilityNo cancel feeOn-time69%

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