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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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MSN
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

This Frontier deal was found by Cheapflights users on 10/18. 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 10/276:37 amTPA - MSN
1 stop13h 37mFrontier
Thu 10/308:00 pmMSN - TPA
1 stop8h 22mFrontier
Deal found 10/18$144
This Sun Country Air deal was found by Cheapflights users on 10/18. 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 11/911:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Sun 11/162:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/18$148
This Orbitz deal was found by Cheapflights users on 10/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/53:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Fri 11/78:00 pmMSN - MCO
1 stop8h 44mMultiple Airlines
Deal found 10/20$148
This Frontier deal was found by Cheapflights users on 10/18. 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 10/316:00 amMCO - MSN
1 stop14h 15mFrontier
Sun 11/27:59 pmMSN - MCO
1 stop8h 45mFrontier
Deal found 10/18$156
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 Cheapflightsfares 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
Mon 11/1712:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/19$158
This Breeze Airways deal was found by Cheapflights users on 10/17. 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 10/227:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 11/19:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 10/17$158
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline 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
Sun 11/92:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/20$168
This Cheapflightsfares deal was found by Cheapflights users on 10/18. 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.
Fri 11/76:00 amMCO - MSN
1 stop14h 15mFrontier
Mon 11/108:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/18$168
This Frontier deal was found by Cheapflights users on 10/18. 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 10/246:37 amTPA - MSN
1 stop13h 37mFrontier
Mon 10/277:59 pmMSN - TPA
1 stop8h 23mFrontier
Deal found 10/18$168
This Frontier deal was found by Cheapflights users on 10/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amMCO - MSN
1 stop12h 51mFrontier
Sun 11/27:59 pmMSN - MCO
1 stop8h 45mFrontier
Deal found 10/19$176
This Breeze Airways deal was found by Cheapflights users on 10/19. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/53:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 11/126:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 10/19$178
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 11/13:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 11/56:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 10/18$184

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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Sun Country Air)

One-way from

$69
(Cheapflightsfares)

Popular in

November

Cheapest in

January

Average price

$318

Good round-trip deal

$148 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. 9% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 20, 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

Wed 11/5

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Fri 11/7

8:00 pm-5:44 am

1 stop8h 44m

$148

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 10/31

6:00 am-7:15 pm

1 stop14h 15m

Madison Truax Field

Sun 11/2

7:59 pm-5:44 am

1 stop8h 45m

$156

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 11/14

11:25 am-1:36 pm

Nonstop3h 11m

Madison Truax Field

Mon 11/17

12:10 pm-4:06 pm

Nonstop2h 56m

$158

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sun 11/2

12:36 pm-7:14 pm

1 stop7h 38m

Madison Truax Field

Thu 11/6

8:00 pm-5:22 am

1 stop8h 22m

$168

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 12/2

6:11 pm-11:30 pm

1 stop6h 19m

Madison Truax Field

Tue 12/9

5:00 am-12:30 pm

1 stop6h 30m

$191

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 12/24

10:00 am-4:36 pm

1 stop7h 36m

Madison Truax Field

Wed 12/31

2:30 pm-9:59 pm

1 stop6h 29m

$191

MiamiMadison

MIA - MSN

MIAMSN

Miami

Fri 10/24

6:00 am-7:14 pm

1 stop14h 14m

Madison Truax Field

Fri 10/31

8:00 pm-6:19 am

1 stop9h 19m

$211

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 1/10

7:00 am-12:38 pm

1 stop6h 38m

Madison Truax Field

Tue 1/13

5:45 am-11:11 am

1 stop4h 26m

$217

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 1/7

6:50 pm-10:38 pm

1 stop4h 48m

Madison Truax Field

Sat 1/10

1:20 pm-8:02 pm

1 stop5h 42m

$217

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 12/6

6:00 am-10:30 am

1 stop5h 30m

Madison Truax Field

Mon 12/8

4:02 pm-11:02 pm

1 stop6h 00m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 October 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Florida to Madison in the afternoon. If you’re flexible enough to do this you can expect to save up to 24% 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, Sun Country Air, and American Airlines can get you from Florida to Madison in just under 3h 11m. Your travel time can differ by up to 11h 04m. 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 Sun Country Air, which is currently one of the cheapest options available, starting at $69. Frontier flights start at $78 while deals on Breeze Airways start at $89 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, Tampa - 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$88Average$184FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$369FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$264FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$190Average$366FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$375FlexibilityNo cancel feeOn-time69%

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