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$79 Cheap Flights from Madison (MSN) to Fort Myers (RSW)

View $79 flight on Mon, Dec 7, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Southwest Florida Intl. Airport (RSW)

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Cheap Flights from Madison to Fort Myers (MSN-RSW)

Prices were available within the past 7 days and start at $79 for one-way flights and $160 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun Country Airlines
Mon, Dec 7 - Sat, Dec 12
MSN
Madison
RSW
Fort Myers
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Mon, Dec 7 from Madison to Fort Myers, returning Sat, Dec 12, priced at $160 found 1 day ago
Breeze Airways
Sat, Dec 5 - Sat, Dec 12
MSN
Madison
RSW
Fort Myers
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Madison to Fort Myers, returning Sat, Dec 12, priced at $162 found 2 hours ago
Breeze Airways
Sat, Nov 28 - Sat, Dec 5
MSN
Madison
RSW
Fort Myers
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Nov 28 from Madison to Fort Myers, returning Sat, Dec 5, priced at $167 found 5 hours ago
Sun Country Airlines
Mon, Dec 7 - Wed, Dec 16
MSN
Madison
RSW
Fort Myers
$168 Roundtrip, just found
$168
Roundtrip
just found
Select Sun Country Airlines flight, departing Mon, Dec 7 from Madison to Fort Myers, returning Wed, Dec 16, priced at $168 just found
Sun Country Airlines
Fri, Dec 4 - Sat, Dec 12
MSN
Madison
RSW
Fort Myers
$170 Roundtrip, found 2 hours ago
$170
Roundtrip
found 2 hours ago
Select Sun Country Airlines flight, departing Fri, Dec 4 from Madison to Fort Myers, returning Sat, Dec 12, priced at $170 found 2 hours ago
Breeze Airways
Sat, Dec 5 - Sat, Dec 12
MSN
Madison
RSW
Fort Myers
$172 Roundtrip, found 4 hours ago
$172
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Madison to Fort Myers, returning Sat, Dec 12, priced at $172 found 4 hours ago
Breeze Airways
Sat, Oct 31 - Fri, Nov 6
MSN
Madison
RSW
Fort Myers
$176 Roundtrip, found 2 hours ago
$176
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Madison to Fort Myers, returning Fri, Nov 6, priced at $176 found 2 hours ago
United
Sat, Jan 23 - Tue, Jan 26
MSN
Madison
RSW
Fort Myers
$298 Roundtrip, found 2 days ago
$298
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 23 from Madison to Fort Myers, returning Tue, Jan 26, priced at $298 found 2 days ago
American Airlines
Sat, Oct 24 - Sat, Oct 31
MSN
Madison
RSW
Fort Myers
$323 Roundtrip, just found
$323
Roundtrip
just found
Select American Airlines flight, departing Sat, Oct 24 from Madison to Fort Myers, returning Sat, Oct 31, priced at $323 just found
Delta
Sat, Oct 24 - Sat, Oct 31
MSN
Madison
RSW
Fort Myers
$323 Roundtrip, just found
$323
Roundtrip
just found
Select Delta flight, departing Sat, Oct 24 from Madison to Fort Myers, returning Sat, Oct 31, priced at $323 just found

Alternative airports near Fort Myers

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Southwest Florida Intl. RSW. Cheapest option available. Average driving time to city center is 22 minutes. Flights from $389
RSW
Southwest Florida Intl.
Cheapest
Average driving time to city center22 min
Flights from $389

What you need to know for your flight from Dane County Regional to Southwest Florida Intl.

Madison (MSN) to Fort Myers (RSW) at a glance

Travel from Madison (MSN) to Fort Myers (RSW) with a selection of airlines catering to this domestic short-haul route. Whether you're looking for budget-friendly options or full-service flights, you can compare various itineraries to suit your travel needs and budget. As you plan your visit to Fort Myers and its renowned attractions, discover the essential information for flights from Dane County Regional Airport to Southwest Florida International Airport.

  • Fastest flight duration: around 3 hours non-stop
  • Route distance: roughly 1,200 miles (1,930 km)
  • Flights per week: around 14 flights with multiple daily departures on average
  • Typical fares (one-way): economy tickets often range from $75–$365, depending on seasonality and how far ahead you book

Flights from Dane County Regional Airport (MSN) to Southwest Florida International Airport (RSW)

Here’s a look at the top airlines favored by travelers flying from Madison to Fort Myers, highlighting both non-stop and one-stop options. Popular layover spots include Charlotte-Douglas International Airport (CLT) with approximately a 55-minute layover, O'Hare International Airport (ORD) at around 1 hour and 15 minutes, and Hartsfield-Jackson Atlanta International Airport (ATL) also with a 1 hour and 15-minute layover. This variety allows you to customize your journey by balancing cost, total travel time, and cabin class to discover the ideal itinerary.

  • American Airlines: As a full-service airline providing one-stop flights, American Airlines offers one-way fares generally ranging from $115 to $410. It operates about 47% of the departures on this route, with a flight duration of approximately 4 hours and 15 minutes, totaling around 5 hours and 45 minutes including the layover.
  • Sun Country Airlines: This budget-friendly carrier delivers non-stop service, with one-way ticket prices typically between $75 and $320. It represents roughly 23% of the flights on this route, offering a total travel time of about 3 hours.
  • United: Another full-service option, United provides one-stop services with one-way fares usually ranging from $125 to $380. It accounts for approximately 15% of the departures on this route, featuring an in-flight time of 4 hours and 15 minutes and a total journey duration of around 5 hours and 45 minutes including layovers.
  • Delta: A well-known full-service airline, Delta offers one-stop flights with one-way fares generally priced between $125 and $540. It also represents about 15% of the departures on this route, with an in-flight duration of 4 hours and 15 minutes and a total travel time of roughly 5 hours and 45 minutes, including layover time.

Travelers flying from Madison to Fort Myers can enhance their journey with upgraded seating options. Delta offers both first class and premium economy, while American Airlines provides a first-class experience for a more luxurious flight.

Best time to fly from Madison (MSN) to Fort Myers (RSW)

The most popular months for travelers flying from Madison to Fort Myers are January, February, and March, when peak temperatures in Fort Myers reach up to 69.4°F in March. If you prefer quieter travel, consider July, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 82.9°F. For better deals, November usually offers the lowest average one-way fare around $162. Flight availability peaks in February and March, with approximately 18 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: November usually offers good deals with average one-way fare around $162, roughly 16% cheaper than the yearly average.
  • More budget-friendly months to fly: January and April typically offer average one-way fares of around $172.
  • Most flight options: February and March have the highest number of flights from Madison to Fort Myers, with approximately 18 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January64.0°F (17.8°C)High14$170
February67.1°F (19.5°C)High18$195
March69.4°F (20.8°C)High18$233
April74.8°F (23.8°C)Average15$173
May78.4°F (25.8°C)Average12$204
June81.9°F (27.7°C)Low11$225
July82.9°F (28.3°C)Low9$188
August83.1°F (28.4°C)Average12$199
September81.5°F (27.5°C)Low9$196
October77.4°F (25.2°C)Average10$199
November71.4°F (21.9°C)Average11$162
December67.6°F (19.8°C)Average11$197

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Madison (MSN) to Fort Myers (RSW)

  • Appleton to Fort Myers (ATW-RSW): Appleton International Airport (ATW) is located approximately 88 miles from Dane County Regional Airport (MSN). On this route, one-way economy ticket prices generally vary from $105 to $410, influenced by the season and how early you make your reservation. Travelers can choose between non-stop and one-stop flights, with frequent layover points at O'Hare International Airport (ORD) and Charlotte-Douglas International Airport (CLT). Major airlines servicing this route include American Airlines and Delta, and first class service is also an option.

How to find the best prices for flights from Madison (MSN) to Fort Myers (RSW)

Getting some of the best deals on flights from Madison to Fort Myers is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Evening flights (6 PM-12 AM) often have lower prices, while morning flights (5 AM-12 PM) are the most popular. Additionally, flying on Friday tends to offer both cheaper tickets and greater traveler demand.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Fort Myers hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Southwest Florida International Airport from Dane County Regional Airport

Fort Myers welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach Fort Myers efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Fort Myers, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Southwest Florida International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Southwest Florida International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) cost?
You can find cheap one-way flights from $79 and cheap return flights from $160 Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) with Expedia. One-way flights generally range between $211 and $834, and roundtrip flights usually range from $341 to $1338. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
September is the cheapest month to fly from Madison, WI (MSN) to Fort Myers, FL (RSW), with average return fares around $318. This price is about 21% lower than the average for the year, as travel demand typically decreases after the summer. Other economical months for this route include January and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
Sun Country Airlines offers around 7 weekly direct flights from MSN to RSW.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
Sun Country Airlines is one of the cheapest airlines offering nonstop flights from Madison, WI (MSN) to Fort Myers, FL (RSW), with round-trip tickets starting from around $138. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
The best airline to fly with from Madison, WI (MSN) to Fort Myers, FL (RSW) will differ from traveler to traveler. If you like to fly early, Sun Country Airlines offers early morning flights. If price is the most important factor, Sun Country Airlines typically offers the lowest fares. United offers the most daily flights from MSN to RSW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
When traveling from Madison to Fort Myers, the best months to fly are September and January. You can find return flights for about $318 during these times. September is often less busy, while January is popular for winter getaways, giving you good options and prices.*Prices based on flights available on Expedia in the last year.
How many flights per day from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
On average, there are around 1 nonstop flights per day from Dane County Regional (MSN) to Southwest Florida Intl. (RSW). For more options, look at flights that include layovers.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
The earliest flight from Madison (MSN-Dane County Regional) to Fort Myers (RSW-Southwest Florida Intl.) typically departs at around 5:00 AM, operated by American Airlines. This seasonal service is active in June, and an early departure can give you a head start on your vacation in Florida. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
The most popular departure times for flights from Madison, WI (MSN) to Fort Myers, FL (RSW) are in the early morning, from 6am to 9am. About 43% of passengers prefer this time window. Many major carriers, including American Airlines, United Airlines, and Delta Airlines, offer flights during this window. This timing works well because it allows travelers to enjoy a full day in Fort Myers upon arrival.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
Flying nonstop from MSN to RSW takes around 3 hours, with the route covering approximately 1,224 miles. Flights with a layover typically take 2 hours 20 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
You can fly first class between MSN and RSW. First class cabins are available on:

  • American Airlines
  • United Airlines
  • Delta Air Lines

How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Fort Myers from Dane County Regional (MSN)?
If you're planning to travel to Fort Myers from Dane County Regional (MSN), you can fly into Southwest Florida Intl. (RSW) Some flights may connect through major hubs like O'Hare Intl. (ORD), Liberty Intl. (EWR), Denver Intl. (DEN) before reaching Fort Myers. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) Fort Myers Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Fort Myers, FL (RSW-Southwest Florida Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Southwest Florida Intl.
Airlines serving
American Airlines, Breeze Airways, Delta, Sun Country Airlines, United
Roundtrip price
$160
Distance
1224 mi

Book with confidence

Madison to Fort Myers Flights

The cheapest times to fly from Madison to Fort Myers

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Fort Myers are during the month of December. You can find some of the cheapest flights from Madison to Fort Myers with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Fort Myers

Sunday is one of the best days to book for cheap flights from Madison to Fort Myers: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to Fort Myers

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Fort Myers in 2026. You can also book with separate airlines for your outbound and return journeys, from $79 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Fort Myers flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Fort Myers airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madison to Fort Myers Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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