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$107+ Cheap flights from Madison to Fort Myers (MSN - RSW)

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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — RSW
May 18 — May 251
Mon 5/18
Mon 5/25
1 adult, Economy
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Find cheap flights from Madison to Fort Myers with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Madison Truax Field to Fort Myers SW Florida Intl are usually found in December or November, booked 47 days in advance, depart on a Sunday or Saturday and return on a Monday

Cheap flight deals from Madison to Fort Myers

Cheapest flights from Madison to Fort Myers
Explore the most affordable flight options available from Madison to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 18, 2026.

This Sun Country Air deal was found by Cheapflights users on 4/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:34 pm
MSN
-
RSW
Nonstop2h 55m
Sun Country Air
Sun 12/1310:00 am
RSW
-
MSN
Nonstop3h 13m
Sun Country Air
Deal found 4/16$244
This Delta deal was found by Cheapflights users on 4/13. 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 5/121:29 pm
MSN
-
RSW
1 stop7h 08m
Delta
Tue 5/195:35 am
RSW
-
MSN
1 stop5h 41m
Delta
Deal found 4/13$291
This Delta deal was found by Cheapflights users on 4/13. 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.
Wed 5/205:43 am
MSN
-
RSW
1 stop5h 26m
Delta
Tue 5/266:00 am
RSW
-
MSN
1 stop6h 08m
Delta
Deal found 4/13$292
This American Airlines deal was found by Cheapflights users on 4/14. 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 7/225:00 am
MSN
-
RSW
1 stop5h 54m
American Airlines
Wed 8/56:34 pm
RSW
-
MSN
1 stop5h 36m
American Airlines
Deal found 4/14$293
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/56:45 am
MSN
-
RSW
1 stop8h 04m
American Airlines
Tue 5/128:37 am
RSW
-
MSN
2 stops6h 56m
American Airlines
Deal found 4/14$296
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 5/231:25 pm
MSN
-
RSW
1 stop8h 31m
American Airlines
Wed 5/276:15 am
RSW
-
MSN
2 stops7h 40m
American Airlines
Deal found 4/13$298
This Sun Country Air deal was found by Cheapflights users on 4/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:10 pm
MSN
-
RSW
Nonstop2h 55m
Sun Country Air
Sun 11/811:24 am
RSW
-
MSN
Nonstop3h 13m
Sun Country Air
Deal found 4/16$304
This Sun Country Air deal was found by Cheapflights users on 4/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:10 pm
MSN
-
RSW
Nonstop2h 55m
Sun Country Air
Thu 12/1011:23 am
RSW
-
MSN
Nonstop3h 13m
Sun Country Air
Deal found 4/16$314
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:29 pm
MSN
-
RSW
1 stop5h 58m
Delta
Sun 5/175:35 am
RSW
-
MSN
1 stop5h 41m
Delta
Deal found 4/15$320
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:33 pm
MSN
-
RSW
1 stop7h 39m
Delta
Sun 5/318:00 am
RSW
-
MSN
1 stop5h 41m
Delta
Deal found 4/17$321
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:43 am
MSN
-
RSW
1 stop5h 26m
Delta
Wed 5/135:59 pm
RSW
-
MSN
1 stop5h 45m
Delta
Deal found 4/15$325

Find flight deals from Madison to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Fort Myers (RSW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(Delta)

One-way from

$107
(Sun Country Air)

Popular in

March

Cheapest in

December

Average price

$314
Provider with most accurate pricing for Madison Truax Field-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Fort Myers SW Florida Intl flights.
Search Deals
From Madison Truax Field to Fort Myers SW Florida Intl
Search Deals
One-way flight from Madison Truax Field to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($35 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 April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Fort Myers 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 April 18, 2026.
Use the filters below to find and compare flights from Madison to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sat 7/4

5:48 am-2:34 pm

1 stop7h 46m

Fort Myers SW Florida Intl

Wed 7/8

3:41 pm-10:38 pm

1 stop7h 57m

$293

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sat 10/3

5:17 pm-12:36 am

1 stop6h 19m

Fort Myers SW Florida Intl

Sat 10/10

2:15 pm-8:45 pm

1 stop7h 30m

$293

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Thu 5/21

5:43 am-2:40 pm

1 stop7h 57m

Fort Myers SW Florida Intl

Tue 5/26

5:35 am-10:16 am

1 stop5h 41m

$327

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sun 5/17

6:30 am-2:37 pm

1 stop7h 07m

Fort Myers SW Florida Intl

Sun 5/24

7:00 am-11:38 am

1 stop5h 38m

$349

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Mon 5/4

5:04 pm-12:48 am

1 stop6h 44m

Fort Myers SW Florida Intl

Sun 5/10

6:00 am-11:08 am

1 stop6h 08m

$349
Quickest round-trip

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Wed 5/6

5:04 pm-12:48 am

1 stop6h 44m

Fort Myers SW Florida Intl

Thu 5/7

6:45 am-10:16 am

1 stop4h 31m

$387

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sat 10/3

5:00 am-3:55 pm

2 stops9h 55m

Fort Myers SW Florida Intl

Sat 10/10

4:30 pm-10:50 pm

1 stop7h 20m

$388

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Wed 9/2

5:00 am-3:52 pm

2 stops9h 52m

Fort Myers SW Florida Intl

Sat 9/5

9:28 am-2:53 pm

1 stop6h 25m

$388

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 9/8

5:00 am-11:22 am

1 stop5h 22m

Fort Myers SW Florida Intl

Tue 10/6

1:30 pm-10:50 pm

2 stops10h 20m

$388

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 4/28

10:50 am-8:39 pm

2 stops8h 49m

Fort Myers SW Florida Intl

Sat 5/2

4:36 pm-9:20 pm

1 stop5h 44m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Madison to Fort Myers

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Fort Myers in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Fort Myers flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Fort Myers flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Fort Myers

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

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Fort Myers. Price data was last updated on April 10, 2026.

Booking 47 days in advance of your planned departure date is, on average, the best time to get cheap flights from Madison to Fort Myers. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, December is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $258). Flying from Madison to Fort Myers in March is currently the most expensive (average of $412). 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 MSN to RSW?

Find hourly flight availability from Madison to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 18, 2026.

It’s optimal to fly from Madison to Fort Myers at noon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Madison to Fort Myers?

Use this chart to determine the cheapest time to fly round-trip from Madison to Fort Myers. Price data was last updated on April 11, 2026.

Travelers seeking maximum savings on their Madison to Fort Myers flight should consider departing on Saturday at noon 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.

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

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Fort Myers. Reviews last updated April 18, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Madison to Fort Myers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,423 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,423 reviews
Delta
7.9
Good
8,423 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
9,603 reviews
Delta
7.9
Good
8,423 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.1
Good
11,610 reviews
Delta
7.9
Good
8,423 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Sun Country Air
6.8
Okay
337 reviews
Delta
7.9
Good
8,423 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Madison to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Madison to Fort Myers flight route?

    The Madison Truax Field to Fort Myers SW Florida Intl flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Madison to Fort Myers?

    Airlines like Delta and United Airlines fly from Madison to Fort Myers in about 5h 22m. The time it takes to get you to your destination can typically vary by up to 57m. There are 1222 mi between Madison and Fort Myers. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Madison to Fort Myers round-trip?

    Our cheapest airline available from Madison to Fort Myers is Delta. Our recent data shows that you can find tickets from as low as $125 on this airline. Additional options worth looking into are Sun Country Air and American Airlines, starting at $138 and $250 round-trip. Delta is currently priced 61% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Madison to Fort Myers are Sun Country Air ($67), American Airlines ($104), and United Airlines ($125).

  • What are the cheapest flights from Madison to Fort Myers?

    While on average a flight from Madison to Fort Myers is generally $286, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Madison Truax Field - Fort Myers SW Florida Intl), you can expect to pay $293 for that flight.

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

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

  • How can I find direct flights from Madison to Fort Myers?

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

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

    Yes. Cheapflights offers flight deals from Madison to Fort Myers 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 Madison to Fort Myers?

    Currently, December is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $258). Flying from Madison to Fort Myers in March is currently the most expensive (average of $412). 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 Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
North Fort Myers
Estero
Sanibel
Lehigh Acres

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Top 4 airlines flying from Madison to Fort Myers

Discover the top 4 airlines that operate flights from Madison to Fort Myers. 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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$345FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$292FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$250Average$326FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$250Average$345FlexibilityNo cancel feeOn-time71%

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