HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$89+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MSN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Fort Myers to Madison 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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$158
(Sun Country Air)

One-way from

$89
(Sun Country Air)

Popular in

October

Cheapest in

November

Average price

$448
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. 6% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find 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 October 29, 2025.

This Sun Country Air deal was found by Cheapflights users on 10/29. 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 11/139:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Mon 11/1712:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/29$158
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/711:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Mon 11/1012:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/28$178
This Sun Country Air deal was found by Cheapflights users on 10/28. 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 11/39:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Sun 11/162:35 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/28$218
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 11/219:00 amRSW - MSN
Nonstop3h 11mSun Country Air
Sun 11/302:25 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/27$227
This Sun Country Air deal was found by Cheapflights users on 10/28. 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 11/2311:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Sat 11/293:56 pmMSN - RSW
Nonstop2h 56mSun Country Air
Deal found 10/28$238
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/214:38 pmRSW - MSN
1 stop4h 57mUnited Airlines
Sun 11/306:30 amMSN - RSW
1 stop6h 01mUnited Airlines
Deal found 10/29$269
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/136:13 amRSW - MSN
1 stop5h 27mAmerican Airlines
Tue 11/187:00 amMSN - RSW
1 stop8h 05mAmerican Airlines
Deal found 10/27$285
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/147:00 amRSW - MSN
2 stops8h 54mUnited Airlines
Mon 12/223:46 pmMSN - RSW
1 stop5h 06mUnited Airlines
Deal found 10/28$289
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/116:21 pmRSW - MSN
1 stop6h 09mAmerican Airlines
Sat 11/1511:11 amMSN - RSW
1 stop8h 08mAmerican Airlines
Deal found 10/27$319
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/109:00 amRSW - MSN
Nonstop3h 11mMultiple Airlines
Fri 11/148:00 pmMSN - RSW
3 stops35h 21mMultiple Airlines
Deal found 10/28$323

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 October 29, 2025.
Use the filters below to find and compare flights from Fort Myers to Madison that are best for you.

Fly from

Fort Myers

Fly to

Madison

Route

Depart

Return

Price

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Thu 11/13

9:00 am-11:11 am

Nonstop3h 11m

Madison Truax Field

Mon 11/17

12:10 pm-4:06 pm

Nonstop2h 56m

$158

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Mon 11/10

9:00 am-11:11 am

Nonstop3h 11m

Madison Truax Field

Fri 11/14

2:35 pm-6:31 pm

Nonstop2h 56m

$178

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 11/21

9:00 am-11:11 am

Nonstop3h 11m

Madison Truax Field

Sun 11/30

2:25 pm-6:21 pm

Nonstop2h 56m

$227

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sun 11/23

11:30 am-1:41 pm

Nonstop3h 11m

Madison Truax Field

Sat 11/29

3:56 pm-7:52 pm

Nonstop2h 56m

$238

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sat 1/17

6:00 am-10:55 am

1 stop5h 55m

Madison Truax Field

Wed 1/21

8:10 am-2:17 pm

1 stop5h 07m

$251

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Wed 4/15

8:05 am-12:54 pm

1 stop5h 49m

Madison Truax Field

Sat 4/18

5:17 pm-11:02 pm

1 stop4h 45m

$269

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Fri 11/21

4:38 pm-8:35 pm

1 stop4h 57m

Madison Truax Field

Sun 11/30

6:30 am-1:31 pm

1 stop6h 01m

$269

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Sun 11/9

11:30 am-1:41 pm

Nonstop3h 11m

$89

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Mon 11/10

9:00 am-11:11 am

Nonstop3h 11m

$98

Fort MyersMadison

RSW - MSN

RSWMSN

Fort Myers SW Florida Intl

Wed 12/10

6:10 am-1:32 pm

1 stop8h 22m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 17 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Fort Myers-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fort Myers-Madison flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, May is the cheapest month in which you can book a flight from Fort Myers to Madison (average of $58). Flying from Fort Myers to Madison in June is currently the most expensive (average of $182). 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 RSW to MSN?

Find hourly flight availability from Fort Myers 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 October 29, 2025.

It’s typically best to fly out from Fort Myers to Madison in the afternoon. Doing so could potentially save you 43% on the flight price compared to flying in the evening, which is usually more expensive.

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 October 29, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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
7.9
Good
7,993 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

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
7.9
Good
7,993 reviews
Delta
7.9
Good
7,993 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

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
9,001 reviews
Delta
7.9
Good
7,993 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

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
7.2
Good
11,032 reviews
Delta
7.9
Good
7,993 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

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
6.9
Okay
335 reviews
Delta
7.9
Good
7,993 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

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 $158, Sun Country Air can have you in Madison from Fort Myers in 3h 11m. The distance between Fort Myers and Madison is about 1222 mi. All flights are typically nonstop.

  • 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 $138 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $214 and $229 round-trip. These flights start at 53% lower than the current average price 3 months from now.

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

    While on average a flight from Fort Myers to Madison is generally $177, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Fort Myers SW Florida Intl - Madison Truax Field), you can expect to pay $178 for that flight.

  • 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, May is the cheapest month in which you can book a flight from Fort Myers to Madison (average of $58). Flying from Fort Myers to Madison in June is currently the most expensive (average of $182). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Fort Myers to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Orlando to Minneapolis flights
Tampa to Minneapolis flights
West Palm Beach to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Sarasota to O'Hare Intl flights
Fort Lauderdale to Minneapolis flights
Miami to Minneapolis flights
Orlando to Milwaukee flights
Pensacola to O'Hare Intl flights
Tampa to Milwaukee flights
Fort Myers to Minneapolis flights
Jacksonville to Minneapolis flights
Sarasota to Minneapolis flights
West Palm Beach to Minneapolis flights
Fort Myers to Milwaukee flights
Fort Lauderdale to Milwaukee flights
Orlando to Madison flights
Miami to Milwaukee flights
Jacksonville to Milwaukee flights
Key West to O'Hare Intl flights
Valparaiso to Minneapolis flights
Daytona Beach to O'Hare Intl flights
Valparaiso to O'Hare Intl flights
Panama City to O'Hare Intl flights
Orlando to Appleton flights
Pensacola to Minneapolis flights
Sarasota to Milwaukee flights
Melbourne to O'Hare Intl flights
Miami to Madison flights
Fort Myers to Green Bay flights
Tallahassee to O'Hare Intl flights
Tallahassee to Madison flights
Panama City to Milwaukee flights
Gainesville to Minneapolis flights
West Palm Beach to Milwaukee flights
Tampa to Appleton flights
Sarasota to Madison flights
Gainesville to O'Hare Intl flights
Tampa to Green Bay flights
Orlando to Green Bay flights
Melbourne to Milwaukee flights
Pensacola to Madison flights
Jacksonville to Duluth flights
Daytona Beach to Milwaukee flights

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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$138Average$264FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$214Average$309FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$378FlexibilityNo cancel feeOn-time69%
DeltaCheapest$242Average$353FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.