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Madison

$108+ Cheap flights from Fort Myers to Madison (RSW - 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MSN
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Fort Myers to Madison

Cheapest flights from Fort Myers to Madison
Explore the most affordable flight options available from Fort Myers to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Wed 10/212:00 pm
RSW
-
MSN
Nonstop3h 18m
Breeze Airways
Wed 10/284:58 pm
MSN
-
RSW
Nonstop3h 06m
Breeze Airways
Deal found 7/23$167
This Priceline deal was found by Cheapflights users on 7/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/242:00 pm
RSW
-
MSN
Nonstop3h 18m
Multiple Airlines
Sat 11/282:40 pm
MSN
-
RSW
Nonstop2h 55m
Multiple Airlines
Deal found 7/26$232
This United Airlines deal was found by Cheapflights users on 7/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:34 pm
RSW
-
MSN
1 stop5h 26m
United Airlines
Wed 10/286:30 am
MSN
-
RSW
1 stop7h 12m
United Airlines
Deal found 7/23$298
This American Airlines deal was found by Cheapflights users on 7/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/194:39 pm
RSW
-
MSN
1 stop6h 39m
American Airlines
Wed 8/2611:33 am
MSN
-
RSW
1 stop5h 08m
American Airlines
Deal found 7/21$311
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:15 pm
RSW
-
MSN
1 stop7h 57m
American Airlines
Tue 10/205:00 am
MSN
-
RSW
1 stop4h 57m
American Airlines
Deal found 7/23$321
This United Airlines deal was found by Cheapflights users on 7/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:27 pm
RSW
-
MSN
1 stop5h 46m
United Airlines
Wed 8/265:00 am
MSN
-
RSW
2 stops9h 55m
United Airlines
Deal found 7/21$326
This American Airlines deal was found by Cheapflights users on 7/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:34 pm
RSW
-
MSN
1 stop5h 35m
American Airlines
Mon 8/1711:33 am
MSN
-
RSW
1 stop5h 08m
American Airlines
Deal found 7/22$329
This United Airlines deal was found by Cheapflights users on 7/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:34 pm
RSW
-
MSN
1 stop7h 01m
United Airlines
Sun 10/46:49 am
MSN
-
RSW
1 stop7h 08m
United Airlines
Deal found 7/23$334
This Delta deal was found by Cheapflights users on 7/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:16 pm
RSW
-
MSN
1 stop5h 45m
Delta
Mon 9/215:50 am
MSN
-
RSW
1 stop5h 16m
Delta
Deal found 7/23$339
This United Airlines deal was found by Cheapflights users on 7/25. 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 8/2812:15 pm
RSW
-
MSN
2 stops9h 38m
United Airlines
Mon 9/75:00 am
MSN
-
RSW
1 stop5h 21m
United Airlines
Deal found 7/25$344
This United Airlines deal was found by Cheapflights users on 7/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:10 am
RSW
-
MSN
1 stop5h 47m
United Airlines
Fri 1/16:30 am
MSN
-
RSW
2 stops7h 58m
United Airlines
Deal found 7/26$346

Find flight deals from Fort Myers to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Madison (MSN). 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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(Kiwi.com)

One-way from

$108
(Kiwi.com)

Popular in

August

Cheapest in

November

Average price

$348
Provider with most accurate pricing for Fort Myers SW Florida Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Madison Truax Field flights.
Search Deals
From Fort Myers SW Florida Intl to Madison Truax Field
Search Deals
One-way flight from Fort Myers SW Florida Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers 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 July 27, 2026.
Use the filters below to find and compare flights from Fort Myers to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 9/17

9:15 am-1:42 pm

1 stop5h 27m

Madison Truax Field

Mon 9/21

10:46 am-7:51 pm

1 stop8h 05m

$339

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 8/28

12:15 pm-8:53 pm

2 stops9h 38m

Madison Truax Field

Mon 9/7

5:00 am-11:21 am

1 stop5h 21m

$344

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Tue 12/22

9:10 am-1:57 pm

1 stop5h 47m

Madison Truax Field

Fri 1/1

6:30 am-3:28 pm

2 stops7h 58m

$346

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sat 12/5

4:20 pm-10:53 pm

1 stop7h 33m

Madison Truax Field

Tue 12/8

6:30 am-3:05 pm

1 stop7h 35m

$388

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Wed 9/30

8:45 am-3:04 pm

1 stop7h 19m

Madison Truax Field

Mon 10/5

6:49 am-2:57 pm

1 stop7h 08m

$406
Quickest round-trip

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Mon 8/17

4:40 pm-8:53 pm

1 stop5h 13m

Madison Truax Field

Sat 8/22

3:55 pm-10:05 pm

1 stop5h 10m

$411

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 9/3

7:00 am-2:59 pm

2 stops8h 59m

Madison Truax Field

Mon 9/7

8:10 am-2:36 pm

1 stop5h 26m

$414

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 9/3

9:15 am-1:42 pm

1 stop5h 27m

Madison Truax Field

Sun 9/6

5:00 am-3:27 pm

1 stop9h 27m

$429

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 8/28

9:15 am-2:59 pm

1 stop6h 44m

Madison Truax Field

Mon 8/31

6:30 am-2:36 pm

1 stop7h 06m

$429
Cheapest one-way

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 10/16

7:15 am-9:53 am

3 stops27h 38m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Fort Myers to Madison

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 Fort Myers to Madison in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Fort Myers-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-Madison 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 Fort Myers-Madison 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 Fort Myers to Madison

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

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

Currently, November is the cheapest month in which you can book a flight from Fort Myers to Madison (average of $158). Flying from Fort Myers to Madison in August is currently the most expensive (average of $478). 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.

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

Airfare is below average for this route at the moment.

Fort Myers to Madison flights typically cost between $328 and $599 in October.
The cheapest round-trip price found within the last 5 days was $167 on Breeze Airways (Oct 21-Oct 28).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated July 27, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Fort Myers to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,483 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.8
Good
8,483 reviews
Delta
7.8
Good
8,483 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
10,042 reviews
Delta
7.8
Good
8,483 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.1
Good
11,842 reviews
Delta
7.8
Good
8,483 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Sun Country Air
6.7
Okay
319 reviews
Delta
7.8
Good
8,483 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

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

    For as low as $339, United Airlines can have you in Madison from Fort Myers in 5h 27m. The distance between Fort Myers and Madison is about 1222 mi.

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

    Our cheapest airline available from Fort Myers to Madison is Sun Country Air. Our recent data shows that you can find tickets from as low as $148 on this airline. Additional options worth looking into are United Airlines and American Airlines, starting at $288 and $289 round-trip. These flights start at 58% lower than the current average price 3 months from now.

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

    The cheapest airlines for a one-way flight from Fort Myers to Madison are Sun Country Air ($79), American Airlines ($125), and United Airlines ($125).

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Fort Myers to Madison (average of $158). Flying from Fort Myers to Madison in August is currently the most expensive (average of $478). 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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Top 4 airlines flying from Fort Myers to Madison

Discover the top 4 airlines that operate flights from Fort Myers 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 July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$148Average$297FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$288Average$387FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$289Average$418FlexibilityNo cancel feeOn-time71%
DeltaCheapest$291Average$381FlexibilityNo cancel feeOn-timeN/A

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