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Madison

$68+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MSN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 4, 2025.

This Super.com deal was found by Cheapflights users on 12/2. 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 12/107:00 amTPA - MSN
Nonstop3h 08mBreeze Airways
Sat 12/139:48 amMSN - TPA
Nonstop2h 53mBreeze Airways
Deal found 12/2$137
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/243:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 12/316:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 12/2$178
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/63:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 12/106:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 12/2$189
This Sun Country Air deal was found by Cheapflights users on 12/2. 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 12/711:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Mon 12/152:34 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 12/2$228
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/173:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 12/246:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 12/3$242
This Delta deal was found by Cheapflights users on 12/2. 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.
Tue 12/165:35 amRSW - MSN
1 stop6h 24mDelta
Tue 1/65:06 pmMSN - RSW
1 stop6h 07mDelta
Deal found 12/2$251
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Mon 12/292:27 pmMCO - MSN
1 stop5h 38mUnited Airlines
Wed 1/73:48 pmMSN - MCO
1 stop6h 56mUnited Airlines
Deal found 12/2$255
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/162:59 pmRSW - MSN
1 stop8h 51mAmerican Airlines
Tue 1/611:29 amMSN - RSW
2 stops7h 30mAmerican Airlines
Deal found 12/2$256
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/187:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Mon 1/52:50 pmMSN - RSW
Nonstop3h 04mSun Country Air
Deal found 12/2$257
This American Airlines deal was found by Cheapflights users on 12/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:21 amMCO - MSN
1 stop8h 39mAmerican Airlines
Fri 1/28:03 amMSN - MCO
1 stop9h 25mAmerican Airlines
Deal found 12/3$259
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/107:00 amTPA - MSN
Nonstop3h 08mMultiple Airlines
Wed 12/106:08 pmMSN - TPA
2 stops29h 08mMultiple Airlines
Deal found 12/2$259
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/316:00 amRSW - MSN
1 stop5h 08mAmerican Airlines
Mon 1/57:00 amMSN - RSW
1 stop6h 58mAmerican Airlines
Deal found 12/2$263

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 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$168
(Priceline)

One-way from

$68
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$298

Good round-trip deal

$158 or less

Good one-way deal

$99 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. 11% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 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 4, 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

TampaMadison

TPA - MSN

TPAMSN

Tampa

Sat 1/24

7:00 am-9:08 am

Nonstop3h 08m

Madison Truax Field

Wed 1/28

9:48 am-1:42 pm

Nonstop2h 54m

$138

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 1/15

9:00 am-11:12 am

Nonstop3h 12m

Madison Truax Field

Sun 1/18

6:40 pm-10:40 pm

Nonstop3h 00m

$148

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 1/9

10:06 am-4:17 pm

1 stop6h 11m

Madison Truax Field

Sun 1/11

5:06 pm-11:13 pm

1 stop6h 07m

$199

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 2/12

4:05 pm-6:20 pm

Nonstop3h 15m

Madison Truax Field

Sun 2/15

7:15 pm-11:15 pm

Nonstop3h 00m

$208

SarasotaMadison

SRQ - MSN

SRQMSN

Sarasota Bradenton Intl

Sat 2/21

6:02 am-10:10 am

1 stop5h 08m

Madison Truax Field

Sat 2/28

10:54 am-7:01 pm

1 stop7h 07m

$219

SarasotaMadison

SRQ - MSN

SRQMSN

Sarasota Bradenton Intl

Thu 2/5

6:00 am-10:28 am

1 stop5h 28m

Madison Truax Field

Sun 2/8

8:35 am-5:25 pm

1 stop7h 50m

$219

TampaMadison

TPA - MSN

TPAMSN

Tampa

Thu 1/29

8:30 am-12:51 pm

1 stop5h 21m

Madison Truax Field

Sat 1/31

9:50 am-6:35 pm

1 stop7h 45m

$238

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 3/10

7:00 am-2:04 pm

1 stop8h 04m

Madison Truax Field

Sun 3/15

6:28 pm-11:53 pm

1 stop4h 25m

$238

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Tue 12/16

5:35 am-10:59 am

1 stop6h 24m

Madison Truax Field

Tue 1/6

5:06 pm-12:13 am

1 stop6h 07m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 2/20

5:00 am-10:10 am

1 stop6h 10m

Madison Truax Field

Tue 2/24

9:43 am-3:39 pm

1 stop4h 56m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

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 December 4, 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 23% 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?

    Breeze Airways, Sun Country Air, and Delta can get you from Florida to Madison in just under 3h 08m. Your travel time can differ by up to 3h 03m. 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 Breeze Airways, which is currently one of the cheapest options available, starting at $59. Frontier 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 Tampa - Madison Truax Field, Miami - Madison Truax Field or Fort Myers SW Florida Intl - Madison Truax Field as they are the most popular.

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

    Consider American Airlines (50%), Qatar Airways (50%) or Envoy Air (50%) 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 $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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$88Average$189FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$352FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$298FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$190Average$362FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$378FlexibilityNo cancel feeOn-time69%

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