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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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MSN
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheap 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 December 27, 2025.

This Delta deal was found by Cheapflights users on 12/25. 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.
Fri 12/266:00 amPNS - MSN
1 stop4h 20mDelta
Tue 12/305:40 amMSN - PNS
1 stop6h 57mDelta
Deal found 12/25$369
This Delta deal was found by Cheapflights users on 12/25. 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.
Thu 12/252:15 pmMCO - MSN
1 stop7h 21mDelta
Fri 1/25:03 pmMSN - MCO
1 stop5h 56mDelta
Deal found 12/25$409
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:07 pmSRQ - MSN
1 stop5h 23mUnited Airlines
Thu 1/18:15 amMSN - SRQ
1 stop5h 57mUnited Airlines
Deal found 12/25$409
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Fri 12/265:52 pmPNS - MSN
1 stop6h 07mAmerican Airlines
Tue 12/306:14 amMSN - PNS
1 stop8h 21mAmerican Airlines
Deal found 12/26$414
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Thu 12/2512:00 pmMCO - MSN
2 stops11h 24mAmerican Airlines
Fri 1/22:30 pmMSN - MCO
1 stop5h 58mAmerican Airlines
Deal found 12/25$414
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:18 pmMCO - MSN
1 stop5h 12mUnited Airlines
Wed 12/316:40 amMSN - MCO
1 stop5h 35mUnited Airlines
Deal found 12/25$419
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Fri 12/2611:51 amSRQ - MSN
2 stops8h 49mAmerican Airlines
Thu 1/16:00 amMSN - SRQ
2 stops11h 53mAmerican Airlines
Deal found 12/25$419
This Delta deal was found by Cheapflights users on 12/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:43 pmFLL - MSN
1 stop8h 26mDelta
Thu 1/15:40 amMSN - FLL
1 stop5h 54mDelta
Deal found 12/24$430
This Frontier deal was found by Cheapflights users on 12/25. 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 12/296:00 amMCO - MSN
1 stop9h 01mFrontier
Wed 12/313:00 pmMSN - MCO
1 stop13h 31mFrontier
Deal found 12/25$442
This Expedia deal was found by Cheapflights users on 12/26. 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.
Mon 12/296:45 amTPA - MSN
1 stop8h 16mFrontier
Wed 12/313:00 pmMSN - TPA
1 stop13h 31mFrontier
Deal found 12/26$442
This American Airlines deal was found by Cheapflights users on 12/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:49 amFLL - MSN
2 stops11h 35mAmerican Airlines
Thu 1/17:00 amMSN - FLL
1 stop7h 25mAmerican Airlines
Deal found 12/24$444
This Breeze Airways deal was found by Cheapflights users on 12/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 12/276:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 12/24$448

Find flight deals from Florida to Madison

Keep the following information in mind while searching for Florida to Madison flight deals. Data was last updated December 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$166
(Priceline)

One-way from

$69
(Breeze Airways)

Popular in

October

Cheapest in

January

Average price

$347

Good round-trip deal

$138 or less

Good one-way deal

$104 or less
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
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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. 3% potential increase in price ($10 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 December 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 December 27, 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

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Mon 1/12

9:00 am-11:12 am

Nonstop3h 12m

Madison Truax Field

Mon 1/19

4:05 pm-8:05 pm

Nonstop3h 00m

$188

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 2/6

3:39 pm-5:59 pm

Nonstop3h 20m

Madison Truax Field

Sun 2/8

7:15 pm-11:15 pm

Nonstop3h 00m

$188

TampaMadison

TPA - MSN

TPAMSN

Tampa

Wed 2/25

7:35 am-2:19 pm

2 stops7h 44m

Madison Truax Field

Sat 2/28

10:50 am-4:45 pm

1 stop4h 55m

$196

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 1/22

3:20 pm-5:40 pm

Nonstop3h 20m

Madison Truax Field

Fri 1/23

2:50 pm-6:50 pm

Nonstop3h 00m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 3/10

6:05 am-12:41 pm

1 stop7h 36m

Madison Truax Field

Sun 3/15

6:28 pm-11:53 pm

1 stop4h 25m

$248

Fort LauderdaleMadison

FLL - MSN

FLLMSN

Fort Lauderdale

Tue 1/6

3:58 pm-9:08 am

1 stop18h 10m

Madison Truax Field

Wed 1/7

6:16 pm-8:10 pm

1 stop24h 54m

$249

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Wed 2/18

6:00 am-10:23 am

1 stop4h 23m

Madison Truax Field

Tue 2/24

5:06 pm-11:11 pm

1 stop6h 05m

$250

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Sat 2/28

5:19 am-10:10 am

1 stop4h 51m

Madison Truax Field

Tue 3/3

11:23 am-5:14 pm

1 stop5h 51m

$251

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Wed 1/28

6:35 am-10:28 am

1 stop4h 53m

Madison Truax Field

Sat 2/7

3:30 pm-11:12 pm

1 stop6h 42m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 2/18

6:15 am-10:23 am

1 stop5h 08m

Madison Truax Field

Wed 2/25

5:06 pm-12:03 am

1 stop5h 57m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

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 $137). 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 December 27, 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 13% on your trip compared to booking a flight at noon.

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?

    Breeze Airways, Sun Country Air, and American Airlines can get you from Florida to Madison in just under 3h 08m. Your travel time can differ by up to 1h 46m. Florida and Madison are separated by a distance of 1113 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 $69. Breeze Airways flights start at $69 while deals on Sun Country Air start at $79 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 Miami - Madison Truax Field as they are the most popular.

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

    Consider Envoy Air (50%), American Airlines (25%) or Qatar Airways (25%) when booking your flight. These represent the most reliable airlines when flying from Florida to Madison.

  • 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 $137). 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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$357FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$318FlexibilityNo cancel feeOn-time83%
Breeze AirwaysCheapest$138Average$195FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$190Average$360FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$381FlexibilityNo cancel feeOn-time69%

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