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$69+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIA
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
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 May 25, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/24. 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 8/2910:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Wed 9/27:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 5/24$137
This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Sat 9/510:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Sat 9/127:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/23$148
This Mytrip deal was found by Cheapflights users on 5/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/279:54 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Sat 7/47:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 5/20$157
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:45 pm
MSN
-
RSW
Nonstop3h 06m
Breeze Airways
Wed 12/93:47 pm
RSW
-
MSN
Nonstop3h 18m
Breeze Airways
Deal found 5/22$158
This Breeze Airways deal was found by Cheapflights users on 5/21. 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.
Wed 9/910:33 am
MSN
-
TPA
Nonstop2h 53m
Breeze Airways
Wed 9/167:45 am
TPA
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/21$158
This Breeze Airways deal was found by Cheapflights users on 5/20. 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 Breeze Airways 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 5/20$168
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:45 pm
MSN
-
RSW
Nonstop3h 06m
Breeze Airways
Sat 12/123:47 pm
RSW
-
MSN
Nonstop3h 18m
Breeze Airways
Deal found 5/22$178
This Mytrip deal was found by Cheapflights users on 5/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Sat 7/47:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Deal found 5/20$184
This Priceline deal was found by Cheapflights users on 5/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:45 pm
MSN
-
RSW
Nonstop3h 06m
Multiple Airlines
Fri 11/611:30 am
RSW
-
MSN
Nonstop3h 13m
Multiple Airlines
Deal found 5/22$191
This Super.com deal was found by Cheapflights users on 5/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Wed 8/53:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/21$197
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 6/135:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/22$198
This Mytrip deal was found by Cheapflights users on 5/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Wed 9/28:33 pm
MCO
-
MSN
1 stop23h 36m
Multiple Airlines
Deal found 5/24$200

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 May 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Kiwi.com)

One-way from

$69
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$257

Good round-trip deal

$132 or less

Good one-way deal

$108 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. 7% potential increase in price ($27 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 May 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 May 25, 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

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 10/27

5:17 pm-11:27 pm

1 stop6h 10m

Pensacola

Wed 11/4

5:45 pm-10:34 pm

1 stop4h 49m

$275

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 10/6

5:17 pm-10:00 pm

1 stop4h 43m

Pensacola

Tue 10/13

5:45 pm-10:34 pm

1 stop4h 49m

$275

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 9/26

5:45 am-12:49 pm

1 stop7h 04m

Pensacola

Sat 10/3

6:15 pm-10:35 pm

1 stop4h 20m

$275

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 10/7

5:17 pm-11:27 pm

1 stop6h 10m

Pensacola

Tue 10/13

6:00 am-10:15 am

1 stop4h 15m

$275

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 8/26

5:43 am-10:43 am

1 stop5h 00m

Pensacola

Sat 8/29

6:00 am-12:22 pm

1 stop6h 22m

$275

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 7/1

5:45 pm-11:57 pm

1 stop5h 12m

Orlando

Tue 7/7

6:15 am-10:22 am

1 stop5h 07m

$281

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 11/10

5:17 pm-12:56 am

1 stop6h 39m

Orlando

Sat 11/14

11:00 am-4:34 pm

1 stop6h 34m

$285

MadisonSarasota

MSN - SRQ

MSNSRQ

Madison Truax Field

Wed 7/1

4:40 pm-10:29 pm

1 stop4h 49m

Sarasota Bradenton Intl

Wed 7/8

6:22 pm-10:38 pm

1 stop5h 16m

$285

MadisonPanama City

MSN - ECP

MSNECP

Madison Truax Field

Tue 11/10

5:17 pm-10:47 pm

1 stop5h 30m

Panama City NW Florida Beaches

Tue 12/8

6:00 am-10:15 am

1 stop4h 15m

$291

MadisonPanama City

MSN - ECP

MSNECP

Madison Truax Field

Sat 10/24

6:49 am-1:03 pm

1 stop6h 14m

Panama City NW Florida Beaches

Sat 10/31

6:35 am-4:50 pm

2 stops10h 15m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

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, May is the cheapest month in which you can book a flight from Madison to Florida (average of $68). Flying from Madison to Florida in October is currently the most expensive (average of $635). 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 May 25, 2026.

It’s optimal to fly from Madison to Florida in the afternoon. By choosing this option you can save up to 34% 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?

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 45 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 May 23, 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 May 25, 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
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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
286 reviews
Breeze Airways
8.2
Very good
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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
7.9
Good
8,426 reviews
Breeze Airways
8.2
Very good
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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
9,751 reviews
Breeze Airways
8.2
Very good
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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
11,630 reviews
Breeze Airways
8.2
Very good
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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
6.8
Okay
334 reviews
Breeze Airways
8.2
Very good
286 reviews

Overall

8.2

Crew

8.7

Boarding

8.3

Entertainment

6.7

Food

6.7

Comfort

8.2

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 Delta, United Airlines, and Breeze Airways fly from Madison to Florida in about 2h 52m. The time it takes to get you to your destination can typically vary by up to 3h 22m. The distance from Madison to Florida is about 1109 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 - Sarasota Bradenton Intl. You may also consider Madison Truax Field - Fort Myers SW Florida Intl or Madison Truax Field - Miami.

  • What are the most reliable airlines from Madison to Florida?

    The top 3 most reliable airlines when flying from Madison to Florida are Qatar Airways (100%), American Airlines (67%) and Envoy Air (67%).

  • What are the cheapest flights from Madison to Florida?

    Looking for the cheapest flight from Madison to Florida? While on average our users pay $784, our data indicates the cheapest price to be $427. The most popular route (Madison Truax Field - Sarasota Bradenton Intl), is priced around $285.

  • 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, May is the cheapest month in which you can book a flight from Madison to Florida (average of $68). Flying from Madison to Florida in October is currently the most expensive (average of $635). 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.

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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 May 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$342FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$293FlexibilityNo cancel feeOn-time83%
Breeze AirwaysCheapest$138Average$234FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$141Average$172FlexibilityNo cancel feeOn-time88%
FrontierCheapest$149Average$318FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$190Average$368FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$363FlexibilityNo cancel feeOn-time69%

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