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$69+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — RSW
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Madison Truax Field to Fort Myers SW Florida Intl are usually found in January or July, booked 38 days in advance, depart on a Wednesday or Sunday and return on a Wednesday

Find 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 October 23, 2025.

This Sun Country Air deal was found by Cheapflights users on 10/22. 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 12/141:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Sun 1/183:20 pmRSW - MSN
Nonstop3h 20mSun Country Air
Deal found 10/22$168
This Sun Country Air deal was found by Cheapflights users on 10/21. 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 11/92:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Thu 11/278:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/21$178
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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.
Mon 12/13:55 pmMSN - RSW
Nonstop2h 56mSun Country Air
Thu 12/49:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/22$188
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sun 11/92:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Mon 11/109:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/22$189
This Sun Country Air deal was found by Cheapflights users on 10/21. 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.
Fri 11/142:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Sun 11/1611:25 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/21$198
This Sun Country Air deal was found by Cheapflights users on 10/22. 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 11/162:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Thu 11/278:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/22$208
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 11/72:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Sun 11/911:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/23$217
This Sun Country Air deal was found by Cheapflights users on 10/23. 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 10/2712:20 pmMSN - RSW
Nonstop3h 02mSun Country Air
Thu 11/69:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/23$218
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/207:09 pmMSN - RSW
Nonstop3h 04mSun Country Air
Sun 12/283:10 pmRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/23$223
This Sun Country Air deal was found by Cheapflights users on 10/21. 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.
Fri 11/72:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Mon 11/109:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/21$228
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/2711:10 amMSN - RSW
Nonstop2h 56mSun Country Air
Fri 11/2812:53 pmRSW - MSN
Nonstop3h 16mSun Country Air
Deal found 10/21$231
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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 12/512:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Thu 12/1111:23 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 10/22$237

Cheap 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$168
(Sun Country Air)

One-way from

$69
(Sun Country Air)

Popular in

March

Cheapest in

January

Average price

$334
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. 3% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 23, 2025.
Use the filters below to find and compare flights from Madison to Fort Myers that are best for you.

Fly from

Madison

Fly to

Fort Myers

Route

Depart

Return

Price

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Fri 12/19

6:56 pm-11:00 pm

Nonstop3h 04m

Fort Myers SW Florida Intl

Mon 12/22

12:09 pm-2:26 pm

Nonstop3h 17m

$168

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sat 11/15

1:30 pm-9:34 pm

1 stop7h 04m

Fort Myers SW Florida Intl

Tue 11/18

5:35 am-10:38 am

1 stop6h 03m

$251

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Fri 1/16

2:55 pm-6:55 pm

Nonstop3h 00m

Fort Myers SW Florida Intl

Sun 1/18

3:20 pm-5:40 pm

Nonstop3h 20m

$258

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Thu 1/15

5:45 am-1:57 pm

1 stop7h 12m

Fort Myers SW Florida Intl

Tue 1/20

4:30 pm-10:38 pm

1 stop7h 08m

$284

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Fri 11/28

5:40 am-12:26 pm

1 stop5h 46m

Fort Myers SW Florida Intl

Wed 12/3

6:58 am-10:59 am

1 stop5h 01m

$305

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Thu 11/13

12:10 pm-4:06 pm

Nonstop2h 56m

Fort Myers SW Florida Intl

Mon 11/17

9:00 am-11:11 am

Nonstop3h 11m

$318

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 11/25

12:10 pm-4:06 pm

Nonstop2h 56m

Fort Myers SW Florida Intl

Thu 12/4

9:00 am-11:11 am

Nonstop3h 11m

$318

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Mon 11/24

12:10 pm-4:06 pm

Nonstop2h 56m

Fort Myers SW Florida Intl

Fri 11/28

12:53 pm-3:09 pm

Nonstop3h 16m

$338

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sat 1/17

8:15 am-6:15 pm

2 stops9h 00m

Fort Myers SW Florida Intl

Sat 1/24

9:00 am-4:51 pm

2 stops8h 51m

$341

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Sun 11/23

5:14 pm-12:35 am

1 stop6h 21m

Fort Myers SW Florida Intl

Tue 12/2

5:38 pm-10:26 pm

1 stop5h 48m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 22 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star

*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 October 17, 2025.

Booking 38 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, February is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $49). Flying from Madison to Fort Myers in October is currently the most expensive (average of $108). 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 October 23, 2025.

It’s optimal to fly from Madison to Fort Myers at noon. By choosing this option you can save up to 28% 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 October 19, 2025.

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.

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 October 23, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American 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
7,981 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Overall

7.9

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
7,981 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Overall

7.9

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
8,991 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Overall

7.9

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
7.2
Good
11,028 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Overall

7.9

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
6.9
Okay
334 reviews
Delta
7.9
Good
7,981 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Overall

7.9

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 3 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 Sun Country Air and Delta fly from Madison to Fort Myers in about 3h 04m. The time it takes to get you to your destination can typically vary by up to 4h. 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 Sun Country Air. Our recent data shows that you can find tickets from as low as $138 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $208 and $216 round-trip. Sun Country Air is currently priced 55% 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 ($89), Delta ($126), and American Airlines ($126).

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

    While on average a flight from Madison to Fort Myers is generally $223, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Madison Truax Field - Fort Myers SW Florida Intl), you can expect to pay $138 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, February is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $49). Flying from Madison to Fort Myers in October is currently the most expensive (average of $108). 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
Sanibel
North Fort Myers
Estero
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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$138Average$271FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$208Average$330FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$341FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$250Average$349FlexibilityNo cancel feeOn-time69%

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