MSN - RSW

$109 Find Cheap Flights from Madison to Fort Myers - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Fort Myers departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$170
Typical prices: $181-$354
Breeze Airways, Sun Country Air
Wed 12/16Fri 12/25
MSN - RSW • Non-stop
Cheapest one-way
$109
Typical prices: $158-$230
Breeze Airways
Wed 10/28
MSN - RSW • Non-stop
Nonstop flights
Mon, Wed, Thu, Sat
You can fly direct with Sun Country Air and Breeze Airways. Average duration is 0
Direct flights
Direct flights
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Direct flights
Direct flights
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Top airlines
Cheapest • from $178 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Top layover airports
Cheapest • Avg $296 (round-trip)
Shortest trip • 5h 14m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
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Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Fort Myers that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Fort Myers

Wed, Dec 16 - Fri, Dec 25
Multiple Airlines Logo
6:04 pm - 10:10 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
3h 06mnonstop
Multiple Airlines Logo
10:34 am - 12:45 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
3h 11mnonstop
$170Multiple Airlines
Sat, Jan 16 - Wed, Jan 20
Breeze Airways Logo
6:04 pm - 10:10 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
3h 06mnonstop
Breeze Airways Logo
3:06 pm - 5:24 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
3h 18mnonstop
$178Breeze Airways
Sun, Dec 13 - Thu, Dec 17
Sun Country Air Logo
1:10 pm - 5:05 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
2h 55mnonstop
Sun Country Air Logo
7:30 am - 9:41 amRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
3h 11mnonstop
$178Sun Country Air
Mon, Dec 14 - Fri, Dec 18
Sun Country Air Logo
2:34 pm - 6:29 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
2h 55mnonstop
Sun Country Air Logo
3:45 pm - 5:56 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
3h 11mnonstop
$178Sun Country Air
Tue, Jan 19 - Tue, Feb 9
United Airlines Logo
6:30 am - 3:05 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
7h 35m1 stop Chicago O'Hare Intl
United Airlines Logo
10:45 am - 3:00 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
5h 15m1 stop Chicago O'Hare Intl
$298United Airlines
Wed, Oct 28 - Wed, Nov 11
United Airlines Logo
6:25 am - 2:49 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
7h 24m1 stop Chicago O'Hare Intl
United Airlines Logo
4:45 pm - 9:05 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
5h 20m1 stop Chicago O'Hare Intl
$298United Airlines
Sat, Sep 5 - Wed, Sep 9
American Airlines Logo
2:45 pm - 11:26 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
7h 41m1 stop Chicago O'Hare Intl
American Airlines Logo
6:05 am - 12:26 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
7h 21m1 stop Chicago O'Hare Intl
$303American Airlines
Wed, Oct 28 - Mon, Nov 2
American Airlines Logo
3:28 pm - 11:00 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
6h 32m1 stop Chicago O'Hare Intl
American Airlines Logo
5:11 pm - 11:12 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
7h 01m1 stop Chicago O'Hare Intl
$303American Airlines
Tue, Jan 19 - Sat, Jan 23
Delta Logo
6:15 am - 2:59 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
7h 44m1 stop Minneapolis St Paul
Delta Logo
1:00 pm - 4:34 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
4h 34m1 stop Atlanta Hartsfield-Jackson
$303Delta
Tue, Jan 19 - Wed, Jan 27
Delta Logo
6:15 am - 1:22 pmMSN  Madison Truax Field-RSW Fort Myers SW Florida Intl
6h 07m1 stop Minneapolis St Paul
Delta Logo
4:10 pm - 10:55 pmRSW  Fort Myers SW Florida Intl-MSN Madison Truax Field
7h 45m1 stop Minneapolis St Paul
$303Delta
Booking Insights

KAYAK's insights & trends for Madison to Fort Myers flights

Get data-powered insights and trends into flights from Madison to Fort Myers to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Madison to Fort Myers?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Fort Myers departing in December.

Flight prices are below average for this route right now.

Flights to Fort Myers from Madison usually cost between $310 and $436 in December.
The lowest price found in the past 5 days was $170 on Multiple Airlines (Dec 16-Dec 25).

What’s the cheapest day of the week to fly from Madison to Fort Myers?

The average price of all round-trip flights from Madison to Fort Myers clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Fort Myers on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Wednesday is the most expensive day to fly from Madison to Fort Myers. For your return ticket, we recommend flying on a Wednesday and avoiding Thursdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Fort Myers, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Fort Myers is December, where tickets cost $241 (return) on average. On the other hand, the most expensive months are July and March, where the average cost of round-trip tickets is $428 and $414 respectively.

Can I save money by flying with a layover from Madison to Fort Myers?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $339, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Fort Myers, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Fort Myers, you should book around 5 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

August

Cheapest flight

$109
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 21% increase in price.
Flight from Madison to Fort Myers

When to book flights from Madison to Fort Myers

Are your dates flexible? Find out the best times to travel from Madison to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Fort Myers

  • How can I catch the earliest flight from Madison to Myers?

    The best way to catch the earliest flight from Madison to Myers is by booking a nearby hotel. That is your best bet if you want to beat the inconvenience of commuting in the morning. Consider Econo Lodge North, America's Best Value Inn Ft. Myers, or Travelodge by Wyndham Fort Myers. In addition to their affordability, they offer convenience to the airport.

  • Which airlines operating from Madison to Myers consider persons with limited mobility?

    Persons with limited mobility are invited to travel on this route since multiple airlines operate accessible flight services. For example, if you book your ticket with Frontier, inform them, and they will make special arrangements. The airline is dedicated to providing enjoyable air travel to all its travelers. It provides a wheelchair at the airport.

  • Which other nearby cities can I travel to from Fort Myers SW Florida International Airport?

    After landing at Fort Myers SW Florida International Airport, you can travel to several nearby cities and towns since the airport is a central transportation hub. For example, you can conveniently travel to Sarasota, Port St. Lucie, Naples, Daytona Beach, Melbourne, Pensacola, Tampa, and Jacksonville with a taxi, rental car, or bus.

  • Which airlines operating from Madison to Myers offer family-friendly flights?

    When traveling from Madison to Myers with your kids, consider flying with United Airlines because it makes flying with children a more friendly experience. The airline allows priority boarding for families with infants under two years, children's activity book, if they prefer it to an iPad, and kids' snack box. Also, the carrier has unlimited kids' in-flight entertainment.

  • What is the cheapest flight from Madison to Fort Myers?

    In the last 5 days, the lowest price for a flight from Madison to Fort Myers was $109 for a one-way ticket and $170 for a round-trip.

  • Do I need a passport to fly between Madison and Fort Myers?

    No, a passport isn't needed to fly from Madison to Fort Myers. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Madison to Fort Myers?

    When flying out of Madison you will be using Madison Truax Field. You will be landing at Fort Myers, also known as Fort Myers SW Florida Intl.

  • Which airlines offer Wi-Fi service onboard planes from Madison to Fort Myers?

    American Airlines, and Delta offer inflight Wi-Fi service on the Madison to Fort Myers flight route.

  • Which aircraft models fly most regularly from Madison to Fort Myers?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Madison to Fort Myers flight route.

  • Which airline alliances offer flights from Madison to Fort Myers?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Madison and Fort Myers, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Madison to Fort Myers, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to Fort Myers are Delta and United Airlines. With an average price for the route of $391 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $335 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Madison to Fort Myers?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Fort Myers.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Fort Myers?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Fort Myers?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Fort Myers with an airline and back to Madison with another airline. Booking your flights between Madison and RSW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Fort Myers?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Fort Myers from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Madison to Fort Myers

  • Looking for a cheap flight? 25% of our users found flights on this route for $168 or less round-trip.
  • When traveling from Madison to Myers, you will depart from Truax Field (MSN) and land at Fort Myers SW Florida International Airport (RSW). Multiple airlines operate connecting flights between the destinations, including Sun Country Air, Delta, Frontier, United Airlines, and American Airlines.
  • The most popular layover cities from Madison to Myers include Detroit, Atlanta, Philadelphia, Washington, D, C, Houston, Dallas, Chicago, Minneapolis, Newark, and Charlotte. The layover cities vary from different airlines and specific flight schedules.
  • If you want a little extra legroom with your Economy flight ticket, consider traveling aboard Delta or United Airlines. The carriers have seats with comfy seats with an Economy ticket. Consider Comfort + at Delta or Economy Plus at United Airlines.
  • Multiple airlines allow you to upgrade your Economy seat ticket to a Business Class ticket. If you book an Economy-Class ticket with Delta Comfort+, you can upgrade it to Business Class. Also, you can upgrade your Economy Plus ticket with United Airlines. If you're interested in the service, inquire from your carrier about the availability of the service.
  • If you are traveling with your furry family from Madison to Myers, consider booking your flight ticket with American Airlines. The carrier allows pets to ride in the cabin with their owners. Bigger pets are transported in cargo. However, before traveling with your pet in the cabin, you must meet all the requirements, including a weight of at most 20 lbs. for both the carrier and the pet.

Prefer to fly direct from Madison to Fort Myers?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Madison Truax Field to Fort Myers SW Florida Intl.
Find which airlines fly direct from Madison Truax Field Airport to Fort Myers SW Florida Intl Airport, which days they fly and book direct flights.

Direct departures

Madison Truax Field to Fort Myers SW Florida Intl

Monday

Sun Country Air

Sun Country Air

Wednesday

Breeze Airways

Breeze Airways

Thursday

Sun Country Air

Sun Country Air

Saturday

Breeze Airways

Breeze Airways

See more direct flights

Direct returns

Fort Myers SW Florida Intl to Madison Truax Field

Monday

Sun Country Air

Sun Country Air

Wednesday

Breeze Airways

Breeze Airways

Thursday

Sun Country Air

Sun Country Air

Saturday

Breeze Airways

Breeze Airways

See more direct flights

Reviews of the top 4 airlines serving from Madison to Fort Myers

 
See real verified KAYAK customer reviews for airlines flying from Madison to Fort Myers. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Fort Myers? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8497 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.8Comfort
7.2Food
Airline reviews

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

10.0 ExcellentDhegambari, Aug 2026
Read more Delta reviews

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

They did a fine job. Can't wait to use Delta in the future.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Did not know that they didn’t have screens for entertainment. I didn’t have headphones so I couldn’t watch anything on my phone.

Gate 461 the worst in LAX Boarding lacks professionalism And as usual, your food sucks.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Overall okay. Ipgrades ate worthless anymore. Wish I’d not been so loyal To them for so many years. Platinum many years. Gold for life. Usually 20th-30th on upgrade list.

First of all , lucky I caught our flight changes and we actually flew into chicago then Fort Myers

Our flight was changed from Madison to DC to Madison to Charlotte.

Boarding was relatively fast and easy and the crew was attentive throughout.

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Everything went very smoothly! Thanks for a great first experience flying with small children!

Crew members great. Everything else a 0! Got on plane at 530am. Got de boarded for mechanical issue. Supposed to leave by 830 am. Zero communication from gate agents. Then supposed to leave by 230pm. Then delayed till 330pm. Still zero communication with gate agents. All they would say is if you have an issue call the 1800 number. You call and sit on hold minimum 45 minutes for zero answer. Finally board at 345pm didn’t take off till after 4pm! Sat in airport for 11 hours with 4 adults and 3 kids. Finally offered a $100 (we are sorry) voucher for next trip. Missed whole day in Florida had to change reservations in Florida! Absolute joke of an airline! And I usually really like sun country.

Booked through Kayak for $236. They canceled the flight unknown to me; retaining $100 for canceling it. Found out when I went to check in. Rebooked the same flight for $400. Incredibly disappointed. The Sun Country part was as to be expected. Crowded, no food, no arm room but got me where I wanted to go.

3 seperate extremely rude unhelpful staff. Delayed flight. Lost my bag

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

It was a good experience. I do wish the seats were roomier. Also, I did not like being charged for my carry on bag

They were flexible and let my daughter and I sit in the back of the plane.

Sun country Wi-Fi was not working. Flight was overbooked by two people. Had to pay extra for carryons day before flight and I don’t like hidden fees like that.

WiFi did not work. Woman flight attendant in the rear of the plane was moody.

Everything you need to know for your flight from Madison to Fort Myers

Information on your arrival and departure airports