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Madison

$69+ Cheap flights from Florida 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MSN
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find flight deals from Florida to Madison

Cheapest flights from Florida to Madison
Explore the most affordable flight options available from Florida to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Expedia deal was found by Cheapflights users on 11/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:35 pmMCO - MSN
1 stop18h 44mFrontier
Tue 11/259:48 amMSN - MCO
1 stop18h 58mFrontier
Deal found 11/6$144
This CheapOair deal was found by Cheapflights users on 11/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2110:29 pmTPA - MSN
1 stop16h 50mFrontier
Mon 11/243:20 pmMSN - TPA
1 stop14h 10mFrontier
Deal found 11/3$151
This Mytrip deal was found by Cheapflights users on 11/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2110:29 pmTPA - MSN
1 stop16h 50mFrontier
Sun 11/2312:35 pmMSN - TPA
1 stop16h 55mFrontier
Deal found 11/4$154
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/1411:25 amRSW - MSN
Nonstop3h 11mSun Country Air
Sun 11/162:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 11/6$187
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amTPA - MSN
1 stop5h 08mAmerican Airlines
Wed 12/311:30 pmMSN - TPA
1 stop7h 28mAmerican Airlines
Deal found 11/5$191
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Thu 11/278:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Sat 11/293:56 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 11/5$210
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Mon 12/13:55 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 11/5$217
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/153:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 11/196:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 11/4$218
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/217:26 pmPNS - MSN
1 stop18h 53mFrontier
Tue 11/259:48 amMSN - PNS
1 stop8h 43mFrontier
Deal found 11/5$222
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/197:00 amTPA - MSN
Nonstop3h 08mMultiple Airlines
Sun 11/2312:35 pmMSN - TPA
1 stop16h 55mMultiple Airlines
Deal found 11/4$222
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:33 amTPA - MSN
1 stop5h 15mAmerican Airlines
Wed 12/103:35 pmMSN - TPA
1 stop4h 34mAmerican Airlines
Deal found 11/5$225
This FlightHub deal was found by Cheapflights users on 11/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Fri 11/142:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 11/6$228

Cheap flight deals from Florida to Madison

Keep the following information in mind while searching for Florida to Madison flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$144
(Expedia)

One-way from

$69
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$388

Good round-trip deal

$223 or less

Good one-way deal

$79 or less
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Madison Truax Field flights.
Search Deals
From Florida to Madison Truax Field
Search Deals
One-way flight from Florida to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($46 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 November 2025
Search Deals
Price to beat on a round-trip flight from Florida to Madison Truax Field.
Search Deals
Price to beat on a one-way flight from Florida to Madison Truax Field.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida 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 November 6, 2025.
Use the filters below to find and compare flights from Florida to Madison that are best for you.

Fly from

Florida

Fly to

Madison

Route

Depart

Return

Price

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 11/21

8:35 pm-2:19 pm

1 stop18h 44m

Madison Truax Field

Tue 11/25

9:48 am-5:46 am

1 stop18h 58m

$144

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 12/24

10:00 am-4:49 pm

1 stop7h 49m

Madison Truax Field

Wed 12/31

1:30 pm-9:58 pm

1 stop7h 28m

$191

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 11/21

7:26 pm-2:19 pm

1 stop18h 53m

Madison Truax Field

Tue 11/25

9:48 am-6:31 pm

1 stop8h 43m

$222

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sun 1/18

3:20 pm-5:40 pm

Nonstop3h 20m

Madison Truax Field

Mon 1/19

2:40 pm-6:40 pm

Nonstop3h 00m

$231

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 11/19

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Sun 11/23

12:35 pm-5:46 am

1 stop16h 11m

$231

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sun 11/23

11:30 am-1:41 pm

Nonstop3h 11m

Madison Truax Field

Sat 11/29

3:56 pm-7:52 pm

Nonstop2h 56m

$238

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Tue 12/16

4:12 pm-10:26 pm

1 stop7h 14m

Madison Truax Field

Tue 1/6

5:06 pm-12:15 am

1 stop6h 09m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/2

6:00 am-12:50 pm

1 stop7h 50m

Madison Truax Field

Tue 12/9

11:44 am-5:27 pm

1 stop4h 43m

$251

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 4/15

3:25 pm-9:57 pm

1 stop7h 32m

Madison Truax Field

Sat 4/18

11:11 am-6:54 pm

1 stop6h 43m

$258

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 12/11

4:28 pm-10:45 pm

1 stop7h 17m

Madison Truax Field

Sun 12/14

3:59 pm-10:08 pm

1 stop5h 09m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 60 results
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Best time to book a flight from Florida to Madison

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

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

Currently, May is the cheapest month in which you can book a flight from Florida to Madison (average of $58). Flying from Florida to Madison in June is currently the most expensive (average of $138). 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 FL to MSN?

Find hourly flight availability from Florida 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 November 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Florida to Madison in the morning. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Florida to Madison. Price data was last updated on December 16, 2024.

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

Related info for your journey

Find useful and relevant information for your journey from Florida 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 Florida?

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Florida to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Florida to Madison?

    Frontier, American Airlines, and Sun Country Air can get you from Florida to Madison in just under 3h 20m. Your travel time can differ by up to 15h 24m. Florida and Madison are separated by a distance of 1222 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Florida to Madison one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $78. Breeze Airways flights start at $79 while deals on American Airlines start at $120 one-way.

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

    When deciding which route to take from Florida to Madison consider Orlando - Madison Truax Field, Miami - Madison Truax Field or Sarasota Bradenton Intl - Madison Truax Field as they are the most popular.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Florida to Madison (average of $58). Flying from Florida to Madison in June is currently the most expensive (average of $138). 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 Florida to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Florida to Madison

Discover the top 5 airlines that operate flights from Florida 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$88Average$194FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$369FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$269FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$190Average$360FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$384FlexibilityNo cancel feeOn-time69%

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