Fort Myers

$77+ Cheap flights from Madison to Fort Myers (MSN - RSW)

MSN — RSW
Nov 29 — Dec 61
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Madison Truax Field to Fort Myers SW Florida Intl are usually found in December or November, booked 47 days in advance, depart on a Sunday or Saturday and return on a Monday

Cheap flight deals from Madison to Fort Myers

Cheapest flights from Madison to Fort Myers

Sat 12/126:04 pm -
Nonstop3h 06m
Sat 1/93:06 pm -
Nonstop3h 18m
Deal found 10/27$156
Wed 12/166:04 pm -
Nonstop3h 06m
Wed 1/133:06 pm -
Nonstop3h 18m
Deal found 10/28$157
Sat 12/126:04 pm -
Nonstop3h 06m
Sat 12/193:06 pm -
Nonstop3h 18m
Deal found 10/29$158
Wed 11/184:58 pm -
Nonstop3h 06m
Fri 11/209:00 am -
Nonstop3h 13m
Deal found 10/28$170
Sat 11/74:58 pm -
Nonstop3h 06m
Sat 11/142:00 pm -
Nonstop3h 18m
Deal found 10/26$178
Mon 11/912:10 pm -
Nonstop2h 55m
Sat 11/142:00 pm -
Nonstop3h 18m
Deal found 10/26$180
Sat 11/74:58 pm -
Nonstop3h 06m
Wed 11/112:00 pm -
Nonstop3h 18m
Deal found 10/25$183
Fri 11/274:05 pm -
Nonstop2h 55m
Fri 12/49:00 am -
Nonstop3h 13m
Deal found 10/27$188

Find flight deals from Madison to Fort Myers

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$156
(Kiwi.com)

One-way from

$77
(Kiwi.com)

Popular in

March

Cheapest in

December

Average price

$340
Provider with most accurate pricing for Madison Truax Field-Fort Myers SW Florida Intl flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Fort Myers SW Florida Intl flights.
From Madison Truax Field to Fort Myers SW Florida Intl
One-way flight from Madison Truax Field to Fort Myers SW Florida Intl
Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Wed 12/16

6:04 pm-10:10 pm

Nonstop3h 06m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$79
Quickest round-trip

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Sun 12/6

2:40 pm-6:35 pm

Nonstop2h 55m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$89

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Mon 2/15

7:00 pm-11:00 pm

Nonstop3h 00m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$99

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Sun 11/8

2:35 pm-6:30 pm

Nonstop2h 55m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$109

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Fri 11/6

2:55 pm-6:50 pm

Nonstop2h 55m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$159

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Sat 12/5

6:04 pm-10:10 pm

Nonstop3h 06m

Fort Myers SW Florida Intl

Sat 12/12

3:06 pm-5:24 pm

Nonstop3h 18m

$198

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Sat 12/19

7:09 pm-11:13 pm

Nonstop3h 04m

Fort Myers SW Florida Intl

Fri 12/25

10:34 am-12:45 pm

Nonstop3h 11m

$228

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Wed 12/16

6:30 am-2:40 pm

1 stop7h 10m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$288

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Wed 12/16

7:55 am-1:53 pm

1 stop4h 58m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$293

MadisonFort Myers

MSN Madison Truax Field - RSW Fort Myers SW Florida Intl

MSNRSW

Madison Truax Field

Thu 2/18

6:05 pm-10:04 pm

Nonstop2h 59m

Fort Myers SW Florida Intl

Tue 3/9

8:30 am-10:43 am

Nonstop3h 13m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 19 resultsSorted by cheapest first
1
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Compare providers for flights from Madison to Fort Myers

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 Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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 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

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?

Booking 46 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, December is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $238). Flying from Madison to Fort Myers in March is currently the most expensive (average of $441). 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?

It’s optimal to fly from Madison to Fort Myers at noon. By choosing this option you can save up to 50% 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?

Travelers seeking maximum savings on their Madison to Fort Myers flight should consider departing on Sunday 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.

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

Airfare is below average for this route at the moment.

Madison to Fort Myers flights typically cost between $171 and $423 in December.
The cheapest round-trip price found within the last 5 days was $156 on Breeze Airways (Dec 12-Jan 9).

Reviews of airlines servicing Fort Myers

Read reviews from past customers who have flown Breeze Airways,Delta, andUnited 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.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Crew

8.8

Overall

8.2

Entertainment

6.8

Food

6.7

Comfort

8.2

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Related info for your journey

  • How popular is this Madison to Fort Myers flight route?

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

    Airlines like Breeze Airways and Sun Country Air fly from Madison to Fort Myers in about 3h 04m. The time it takes to get you to your destination is usually consistent. There are 1222 mi between Madison and Fort Myers. All flights are typically nonstop.

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

    Our cheapest airline available from Madison to Fort Myers is Breeze Airways. Our recent data shows that you can find tickets from as low as $89 on this airline. Additional options worth looking into are Delta and Sun Country Air, starting at $125 and $134 round-trip. Breeze Airways is currently priced 74% 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 ($67), American Airlines ($125), and Delta ($125).

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

    While on average a flight from Madison to Fort Myers is generally $178, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Madison Truax Field - Fort Myers SW Florida Intl), you can expect to pay $157 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, December is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $238). Flying from Madison to Fort Myers in March is currently the most expensive (average of $441). 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
North Fort Myers
Estero
Lehigh Acres
Sanibel

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Madison to Fort Myers

Top 5 airlines flying from Madison to Fort Myers

AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$89Average$188FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$125Average$395FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$134Average$318FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$250Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$253Average$371FlexibilityNo cancel feeOn-time69%

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