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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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MSN
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
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 May 20, 2026.

This Mytrip deal was found by Cheapflights users on 5/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Sat 8/2910:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/17$138
This Breeze Airways deal was found by Cheapflights users on 5/19. 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.
Sat 7/46:00 am
FLL
-
MSN
1 stop4h 47m
Breeze Airways
Sat 7/1810:27 am
MSN
-
FLL
1 stop4h 41m
Breeze Airways
Deal found 5/19$170
This Orbitz deal was found by Cheapflights users on 5/16. 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.
Tue 9/16:00 am
MCO
-
MSN
1 stop14h 09m
Multiple Airlines
Sat 9/57:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/16$172
This Mytrip deal was found by Cheapflights users on 5/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Wed 8/1910:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/18$183
This Breeze Airways deal was found by Cheapflights users on 5/19. 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.
Sat 8/157:48 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Sat 9/510:27 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/19$188
This Gotogate deal was found by Cheapflights users on 5/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:15 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Wed 6/39:54 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/15$189
This Breeze Airways deal was found by Cheapflights users on 5/17. 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.
Sat 5/307:15 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Wed 6/39:54 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/17$203
This Mytrip deal was found by Cheapflights users on 5/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 6/67:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/17$206
This Frontier deal was found by Cheapflights users on 5/16. 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.
Tue 9/16:00 am
MCO
-
MSN
1 stop14h 09m
Frontier
Sun 9/67:59 pm
MSN
-
MCO
1 stop8h 39m
Frontier
Deal found 5/16$210
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:51 am
FLL
-
MSN
1 stop21h 34m
Multiple Airlines
Mon 8/316:50 pm
MSN
-
FLL
2 stops21h 12m
Multiple Airlines
Deal found 5/17$213
This Mytrip deal was found by Cheapflights users on 5/16. 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 5/237:15 am
TPA
-
MSN
Nonstop2h 59m
Breeze Airways
Sat 5/309:54 am
MSN
-
TPA
Nonstop2h 52m
Breeze Airways
Deal found 5/16$213
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:33 pm
MCO
-
MSN
1 stop23h 41m
Multiple Airlines
Sat 6/67:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/18$214

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 May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(Mytrip)

One-way from

$68
(Booking.com)

Popular in

February

Cheapest in

March

Average price

$287

Good round-trip deal

$226 or less

Good one-way deal

$124 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. 26% potential increase in price ($129 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($44 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 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 May 20, 2026.
Use the filters below to find and compare flights from Florida to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 5/23

5:07 pm-7:15 pm

Nonstop3h 08m

Madison Truax Field

Sat 5/30

7:55 pm-11:47 pm

Nonstop2h 52m

$228

MiamiMadison

MIA - MSN

MIAMSN

Miami

Fri 6/5

3:00 pm-9:20 pm

1 stop7h 20m

Madison Truax Field

Wed 6/10

5:52 pm-12:49 am

1 stop5h 57m

$241

MiamiMadison

MIA - MSN

MIAMSN

Miami

Wed 6/17

6:00 am-10:19 am

1 stop5h 19m

Madison Truax Field

Tue 6/23

4:40 pm-12:51 am

1 stop7h 11m

$241

MiamiMadison

MIA - MSN

MIAMSN

Miami

Thu 9/10

5:45 pm-11:23 pm

1 stop6h 38m

Madison Truax Field

Tue 9/15

5:07 am-11:10 am

1 stop5h 03m

$241

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Wed 6/24

6:11 pm-10:43 pm

1 stop4h 32m

Madison Truax Field

Tue 6/30

5:52 am-1:04 pm

1 stop7h 12m

$275

TampaMadison

TPA - MSN

TPAMSN

Tampa

Tue 8/4

8:15 am-12:44 pm

1 stop5h 29m

Madison Truax Field

Sun 8/9

5:09 pm-12:30 am

1 stop6h 21m

$275

JacksonvilleMadison

JAX - MSN

JAXMSN

Jacksonville

Sat 6/27

6:35 pm-11:12 pm

1 stop5h 37m

Madison Truax Field

Sat 7/4

8:10 am-2:26 pm

1 stop5h 16m

$285

SarasotaMadison

SRQ - MSN

SRQMSN

Sarasota Bradenton Intl

Sat 8/15

8:00 am-12:22 pm

1 stop5h 22m

Madison Truax Field

Sat 9/5

5:17 pm-11:59 pm

1 stop5h 42m

$285

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Tue 11/3

1:17 pm-7:42 pm

1 stop6h 25m

Madison Truax Field

Mon 11/9

3:10 pm-11:02 pm

1 stop7h 52m

$292

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 7/3

6:34 pm-10:43 pm

1 stop5h 09m

Madison Truax Field

Wed 7/8

5:00 pm-12:55 am

1 stop6h 55m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $71). Flying from Florida to Madison in February is currently the most expensive (average of $226). 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 May 20, 2026.

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 71% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Florida to Madison?

How far ahead should I book a flight from Florida to Madison?

The best time to book flights from Florida to Madison is 57 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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, American Airlines, and Delta can get you from Florida to Madison in just under 3h 08m. Your travel time can differ by up to 4h 12m. Florida and Madison are separated by a distance of 1109 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 $69. Sun Country Air flights start at $79 while deals on Frontier start at $88 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 Fort Lauderdale - Madison Truax Field as they are the most popular.

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

    Consider American Airlines (100%), Qatar Airways (100%) or Envoy Air (100%) 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 $71). Flying from Florida to Madison in February is currently the most expensive (average of $226). 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
Sun Prairie
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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$100Average$196FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$372FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$297FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$190Average$371FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$360FlexibilityNo cancel feeOn-time69%

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