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$89+ Cheap flights from Madison to Fort Myers (MSN - RSW)

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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — RSW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Fort Myers SW Florida Intl are usually found in January or December, booked 78 days in advance, depart on a Sunday or Thursday and return on a Tuesday

Cheap flight deals from Madison to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Fort Myers (RSW). 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 3, 2025.

Round-trip from

$185
(Cheapflightsfares)

One-way from

$89
(Sun Country Air)

Popular in

October

Cheapest in

January

Average price

$342
From Madison Truax Field to Fort Myers SW Florida Intl
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One-way flight from Madison Truax Field to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 6% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Madison to Fort Myers

Cheapest flights from Madison to Fort Myers
Explore the most affordable flight options available from Madison to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Thu 12/412:10 pmMSN - RSW
Nonstop2h 56mSun Country Air
Sun 12/711:30 amRSW - MSN
Nonstop3h 11mSun Country Air
Deal found 7/2$185
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 7/305:19 pmMSN - RSW
1 stop6h 26mDelta
Sat 8/26:16 pmRSW - MSN
1 stop6h 11mDelta
Deal found 7/1$251
This American Airlines deal was found by Cheapflights users on 7/1. 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 9/95:00 amMSN - RSW
2 stops9h 43mAmerican Airlines
Sat 9/1311:14 amRSW - MSN
1 stop6h 21mAmerican Airlines
Deal found 7/1$256
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/56:40 amMSN - RSW
1 stop7h 22mUnited Airlines
Mon 8/111:45 pmRSW - MSN
2 stops8h 11mUnited Airlines
Deal found 7/1$265
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1610:19 amMSN - RSW
3 stops25h 29mMultiple Airlines
Sun 1/113:20 pmRSW - MSN
Nonstop3h 20mMultiple Airlines
Deal found 7/2$398

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Fort Myers 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 3, 2025.
Use the filters below to find and compare flights from Madison to Fort Myers that are best for you.

Fly from

Madison

Fly to

Fort Myers

Route

Depart

Return

Price

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Thu 12/4

12:10 pm-4:06 pm

Nonstop2h 56m

Fort Myers SW Florida Intl

Sun 12/7

11:30 am-1:41 pm

Nonstop3h 11m

$185

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Wed 7/30

5:19 pm-12:45 am

1 stop6h 26m

Fort Myers SW Florida Intl

Sat 8/2

6:16 pm-11:27 pm

1 stop6h 11m

$251

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 9/9

5:00 am-3:43 pm

2 stops9h 43m

Fort Myers SW Florida Intl

Sat 9/13

11:14 am-4:35 pm

1 stop6h 21m

$256

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 8/5

6:40 am-3:02 pm

1 stop7h 22m

Fort Myers SW Florida Intl

Mon 8/11

4:36 pm-8:56 pm

1 stop5h 20m

$260

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Wed 7/16

10:19 am-12:48 pm

3 stops25h 29m

Fort Myers SW Florida Intl

Sun 1/11

3:20 pm-5:40 pm

Nonstop3h 20m

$398

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Wed 12/17

2:56 pm-7:00 pm

Nonstop3h 04m

$89

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Mon 8/11

5:12 pm-12:36 am

1 stop6h 24m

$159

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Mon 8/11

5:30 am-5:38 pm

2 stops11h 08m

$164

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Tue 10/21

6:30 am-3:57 pm

2 stops8h 27m

$204

MadisonFort Myers

MSN - RSW

MSNRSW

Madison Truax Field

Thu 10/23

7:56 pm-8:57 am

2 stops12h 01m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 12 results
1
2

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
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 Madison to Fort Myers

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Fort Myers. Price data was last updated on June 27, 2025.

Booking 78 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, January is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $205). Flying from Madison to Fort Myers in June is currently the most expensive (average of $294). 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?

Find hourly flight availability from Madison to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

It’s optimal to fly from Madison to Fort Myers at noon. By choosing this option you can save up to 28% 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?

Use this chart to determine the cheapest time to fly round-trip from Madison to Fort Myers. Price data was last updated on June 29, 2025.

Travelers seeking maximum savings on their Madison to Fort Myers flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated July 3, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and United 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.
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,861 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Sun Country Air
6.9
Okay
339 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Food

6.8

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

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

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

    The Madison Truax Field to Fort Myers SW Florida Intl flight path was viewed by 3 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Our cheapest airline available from Madison to Fort Myers is Sun Country Air. Our recent data shows that you can find tickets from as low as $185 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $251 and $256 round-trip. Sun Country Air is currently priced 44% 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 ($89), Delta ($159), and American Airlines ($164).

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

    While on average a flight from Madison to Fort Myers is generally $252, our data shows the cheapest flight currently is $103. When looking at the most popular route, (Madison Truax Field - Fort Myers SW Florida Intl), you can expect to pay $138 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, January is the cheapest month in which you can book a flight from Madison to Fort Myers (average of $205). Flying from Madison to Fort Myers in June is currently the most expensive (average of $294). 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
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Top 4 airlines flying from Madison to Fort Myers

Discover the top 4 airlines that operate flights from Madison to Fort Myers. 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$138Average$279FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$213Average$332FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$347FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$253Average$437FlexibilityNo cancel feeOn-time69%

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