$83+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — RSW
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Fort Myers 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.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
Best
Last-minute
One-way
Cheapest flights from Madison to Fort MyersExplore 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 September 1, 2026.
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 September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:04 pm -
Nonstop3h 06m
Wed 1/133:06 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sat 10/314:58 pm -
Nonstop3h 06m
Wed 11/42:00 pm -
Nonstop3h 18m
Deal found 8/28![Breeze Airways logo]()
$162
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:04 pm -
Nonstop3h 06m
Sat 12/123:06 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Sat 11/74:58 pm -
Nonstop3h 06m
Wed 11/112:00 pm -
Nonstop3h 18m
Deal found 8/31![Breeze Airways logo]()
$177
This Priceline deal was found by Cheapflights users on 8/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:04 pm -
Nonstop3h 06m
Sat 12/193:58 pm -
Nonstop3h 11m
Deal found 8/28![Multiple Airlines logo]()
$180
This Priceline deal was found by Cheapflights users on 8/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:55 pm -
Nonstop2h 55m
Sat 12/53:06 pm -
Nonstop3h 18m
Deal found 8/28![Multiple Airlines logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 8/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:35 pm -
Nonstop2h 55m
Fri 11/209:00 am -
Nonstop3h 13m
Deal found 8/29![Sun Country Air logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:58 pm -
Nonstop3h 06m
Sat 10/312:00 pm -
Nonstop3h 18m
Deal found 8/29![Breeze Airways logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:34 pm -
Nonstop2h 55m
Sat 12/123:06 pm -
Nonstop3h 18m
Deal found 9/1![Multiple Airlines logo]()
$203
This Sun Country Air deal was found by Cheapflights users on 8/30. 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 12/131:10 pm -
Nonstop2h 55m
Thu 12/177:30 am -
Nonstop3h 11m
Deal found 8/30![Sun Country Air logo]()
$208
Best flights from Madison to Fort MyersDiscover carefully curated flight deals from Madison to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Madison to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Sat 11/76:25 am -
1 stop7h 24m
Wed 11/1112:24 pm -
1 stop6h 30m
Deal found 8/31![United Airlines logo]()
$298
This Sun Country Air deal was found by Cheapflights users on 8/31. 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 11/512:10 pm -
Nonstop2h 55m
Mon 11/99:00 am -
Nonstop3h 13m
Deal found 8/31![Sun Country Air logo]()
$388
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:00 am -
1 stop5h 11m
Sat 10/174:34 pm -
1 stop7h 01m
Deal found 8/27![United Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Thu 9/105:00 am -
1 stop5h 21m
Mon 9/1412:27 pm -
1 stop7h 33m
Deal found 8/28![United Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Sun 9/276:49 am -
1 stop7h 08m
Sat 10/108:45 am -
1 stop7h 19m
Deal found 8/29![United Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 8/29. 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 11/135:00 am -
2 stops10h 27m
Fri 11/206:00 am -
2 stops12h 54m
Deal found 8/29![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/15:00 am -
2 stops9h 55m
Sat 11/712:35 pm -
2 stops9h 30m
Deal found 8/31![United Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Thu 11/56:25 am -
1 stop7h 24m
Mon 11/94:45 pm -
1 stop7h 22m
Deal found 8/31![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Thu 10/226:49 am -
1 stop7h 08m
Tue 10/276:41 pm -
1 stop5h 26m
Deal found 8/28![United Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Sat 9/58:10 am -
1 stop5h 26m
Sat 9/1212:09 pm -
2 stops11h 36m
Deal found 8/31![United Airlines logo]()
$490
Last-minute flights from Madison to Fort MyersDiscover last-minute flight deals from Madison to Fort Myers. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Fort Myers. Data last updated September 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:58 pm -
Nonstop3h 06m
Wed 10/282:00 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:58 pm -
Nonstop3h 06m
Sat 10/242:00 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$242
This Priceline deal was found by Cheapflights users on 8/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:58 pm -
Nonstop3h 06m
Mon 10/269:00 am -
Nonstop3h 13m
Deal found 8/31![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:58 pm -
Nonstop3h 06m
Sat 10/312:00 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:58 pm -
Nonstop3h 06m
Wed 10/282:00 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$232
This Priceline deal was found by Cheapflights users on 9/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:58 pm -
Nonstop3h 06m
Thu 10/299:00 am -
Nonstop3h 13m
Deal found 9/1![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:58 pm -
Nonstop3h 06m
Sat 10/312:00 pm -
Nonstop3h 18m
Deal found 9/1![Breeze Airways logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:58 pm -
Nonstop3h 06m
Sat 10/312:00 pm -
Nonstop3h 18m
Deal found 8/29![Breeze Airways logo]()
$202
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:20 pm -
Nonstop2h 56m
Mon 11/29:00 am -
Nonstop3h 13m
Deal found 8/28![Sun Country Air logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sat 10/314:58 pm -
Nonstop3h 06m
Wed 11/42:00 pm -
Nonstop3h 18m
Deal found 8/28![Breeze Airways logo]()
$162
This FlightHub deal was found by Cheapflights users on 9/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:58 pm -
Nonstop3h 06m
Sun 11/811:24 am -
Nonstop3h 13m
Deal found 9/1![Multiple Airlines logo]()
$266
One-way flights from Madison to Fort MyersSearch for one-way flight options from Madison to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
Search for one-way flight options from Madison to Fort Myers. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:58 pm -
Nonstop3h 06m
Deal found 8/29![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 11/184:58 pm -
Nonstop3h 06m
Deal found 8/31![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 10/284:58 pm -
Nonstop3h 06m
Deal found 8/31![Breeze Airways logo]()
$98
This Sun Country Air deal was found by Cheapflights users on 9/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/282:40 pm -
Nonstop2h 55m
Deal found 9/1![Sun Country Air logo]()
$129
This Sun Country Air deal was found by Cheapflights users on 9/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/292:35 pm -
Nonstop2h 55m
Deal found 9/1![Sun Country Air logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Wed 10/214:58 pm -
Nonstop3h 06m
Deal found 8/28![Breeze Airways logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 11/1110:33 am -
2 stops34h 19m
Deal found 8/31![Breeze Airways logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:45 pm -
2 stops22h 01m
Deal found 8/29![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 11/1110:33 am -
3 stops36h 48m
Deal found 8/31![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Tue 9/2912:15 pm -
2 stops24h 31m
Deal found 8/30![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Wed 9/3010:33 am -
2 stops48h 18m
Deal found 8/30![Multiple Airlines logo]()
$246
Find 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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (Kiwi.com) |
One-way from | $83 (Kiwi.com) |
Popular in | July |
Cheapest in | December |
Average price | $338 |
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 7,457,451 searches. Data last updated September 1, 2026.
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
Cheapest round-trip
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Sat 11/7
6:25 am-2:49 pm
1 stop7h 24m
Fort Myers SW Florida Intl
Wed 11/11
12:24 pm-5:54 pm
1 stop6h 30m
$298
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Tue 10/13
5:00 am-11:11 am
1 stop5h 11m
Fort Myers SW Florida Intl
Sat 10/17
4:34 pm-10:35 pm
1 stop7h 01m
$303
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Thu 9/10
5:00 am-11:21 am
1 stop5h 21m
Fort Myers SW Florida Intl
Mon 9/14
12:27 pm-7:00 pm
1 stop7h 33m
$356
Quickest round-trip
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Thu 11/5
12:10 pm-4:05 pm
Nonstop2h 55m
Fort Myers SW Florida Intl
Mon 11/9
9:00 am-11:13 am
Nonstop3h 13m
$388
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Sun 9/27
6:49 am-2:57 pm
1 stop7h 08m
Fort Myers SW Florida Intl
Sat 10/10
8:45 am-3:04 pm
1 stop7h 19m
$406
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Fri 11/13
5:00 am-4:27 pm
2 stops10h 27m
Fort Myers SW Florida Intl
Fri 11/20
6:00 am-5:54 pm
2 stops12h 54m
$439
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Sun 11/1
5:00 am-3:55 pm
2 stops9h 55m
Fort Myers SW Florida Intl
Sat 11/7
12:35 pm-9:05 pm
2 stops9h 30m
$456
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Thu 11/5
6:25 am-2:49 pm
1 stop7h 24m
Fort Myers SW Florida Intl
Mon 11/9
4:45 pm-11:07 pm
1 stop7h 22m
$459
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Thu 10/22
6:49 am-2:57 pm
1 stop7h 08m
Fort Myers SW Florida Intl
Tue 10/27
6:41 pm-11:07 pm
1 stop5h 26m
$476
MadisonFort Myers
MSN Madison Truax Field - RSW Fort Myers SW Florida Intl
MSNRSW
Madison Truax Field
Sat 9/5
8:10 am-2:36 pm
1 stop5h 26m
Fort Myers SW Florida Intl
Sat 9/12
12:09 pm-10:45 pm
2 stops11h 36m
$490
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Madison to Fort Myers
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 Madison to Fort Myers in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
MSN-RSW
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?
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 $247). Flying from Madison to Fort Myers in July is currently the most expensive (average of $428). 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 September 1, 2026.
It’s optimal to fly from Madison to Fort Myers at noon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the evening.
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 August 29, 2026.
Travelers seeking maximum savings on their Madison to Fort Myers flight should consider departing on Saturday 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.
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 September 1, 2026.
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.
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Overall
8.2
Boarding
8.4
Entertainment
6.7
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Lehigh Acres
Sanibel
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Top 5 airlines flying from Madison to Fort Myers
Discover the top 5 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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$187 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$393 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$294 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$250 | Average$376 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$338 | FlexibilityNo cancel fee | On-time69% |