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C$179 Cheap Flights from Fort Myers Southwest Florida Reg (RSW) to Madison (MSN)

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Flight deals from Fort Myers Southwest Florida Reg to Madison

Looking for a cheap last-minute deal or the best return flight from Fort Myers Southwest Florida Reg Airport to Madison Airport? If you want to travel next month, return fares start from C$430. Find the lowest prices on one-way and return tickets right here.
Madison.C$179 per passenger.Departing Mon., Nov. 2.One-way flight with Sun Country Airlines.Outbound direct flight with Sun Country Airlines departs from Fort Myers Southwest Florida Reg on Mon., Nov. 2, arriving in Madison.Price includes taxes and charges.From C$179, select.
Madison.C$372 per passenger.Departing Sat., Jul. 4.One-way flight with Delta.Outbound indirect flight with Delta, departs from Fort Myers Southwest Florida Reg on Sat., Jul. 4, arriving in Madison.Price includes taxes and charges.From C$372, select.
Madison.C$373 per passenger.Departing Sat., Aug. 1.One-way flight with Delta.Outbound indirect flight with Delta, departs from Fort Myers Southwest Florida Reg on Sat., Aug. 1, arriving in Madison.Price includes taxes and charges.From C$373, select.
Madison.C$386 per passenger.Departing Thu., Jun. 18.One-way flight with United.Outbound indirect flight with United, departs from Fort Myers Southwest Florida Reg on Thu., Jun. 18, arriving in Madison.Price includes taxes and charges.From C$386, select.
Madison.C$602 per passenger.Departing Sun., May 31.One-way flight with Breeze Airways.Outbound indirect flight with Breeze Airways, departs from Fort Myers Southwest Florida Reg on Sun., May 31, arriving in Madison.Price includes taxes and charges.From C$602, select.

Find the cheapest month to fly from Fort Myers Southwest Florida Reg to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Fort Myers Southwest Florida Reg to Madison flights are currently cheapest in November.
May
from C$602
Jun.
from C$386
Jul.
from C$372
Aug.
from C$373
Sep.
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Oct.
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Nov.
from C$179
Dec.
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Jan.
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Feb.
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Mar.
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Apr.
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Which airlines fly from Fort Myers Southwest Florida Reg to Madison?

Fort Myers Southwest Florida Reg to Madison: Alternative routes

Compare routes from Fort Myers Southwest Florida Reg to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Madison

9km from central Madison
ClosestCheapest
from C$179
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Fort Myers to Madison: Flight information

The things to know before you go.
Cheapest flight foundC$179
Cheapest month to flyNovember
Average flight time3 hrs, 14 mins
Most popular airlineSun Country Airlines
Average flights per week4

Finding cheap flights from Fort Myers Southwest Florida Reg to Madison: Frequently asked questions

The best price we found for a return flight from Fort Myers Southwest Florida Reg to Madison is C$329. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 14 minutes is the average flight time from Fort Myers Southwest Florida Reg to Madison.
Sun Country Airlines and Breeze Airways fly direct from Fort Myers Southwest Florida Reg to Madison.
As of May 2026, there are 4 flights per week flying from Fort Myers Southwest Florida Reg to Madison.
The cheapest month to fly from Fort Myers Southwest Florida Reg to Madison is usually November.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Fort Myers Southwest Florida Reg Airport to Madison Airport on Monday, November 2, 2026.
Yes – the average flight time is 3 hours and 14 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Sun Country Airlines offers the cheapest flight tickets to Madison.

Flying from Southwest Florida International Airport (RSW) to Dane County Regional Airport (MSN): what you need to know

  • The average time for a direct flight from Southwest Florida International Airport to Dane County Regional Airport is 3 hours 12 minutes. Madison's timezone is UTC-5, making Madison 1 hour behind Fort Myers.

  • Flights from Southwest Florida International Airport to Dane County Regional Airport start at 07:30 — the first with Sun Country Airlines. The latest departure is the 19:55 option with Sun Country Airlines. Overall, you can take your pick of 2 weekly services between RSW and MSN.

  • Delays at check-in and security are more likely if you're heading away during high season, so give yourself a little extra breathing room. A good rule of thumb for peak periods? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

  • If you want to break up your flight from Southwest Florida International Airport to Dane County Regional Airport, add a stopover to your trip. Just uncheck 'Direct flights only' and find a city that catches your eye. Popular stopovers on the RSW - MSN route are:

    • Hartsfield-Jackson Atlanta International Airport

    • O'Hare International Airport

    • Detroit Metropolitan Wayne County Airport

How to find the cheapest flights from Southwest Florida International Airport (RSW) to Dane County Regional Airport (MSN)

  • C$179 is the lowest price for a one-way ticket from Southwest Florida International Airport to Dane County Regional Airport. A return flight starts from C$329. These fares may change based on demand and availability.

  • Book 9 months before your departure date. After looking at the numbers on our calendar, this is how far you'll want to book ahead to secure cheap flight tickets from RSW to MSN.

  • May is the cheapest month for flight tickets from Southwest Florida International Airport to Dane County Regional Airport. If you need to travel at a different time of year, the 'Whole month' tool will show you the lowest airfares for each month.

  • Finding a cheap ticket from RSW to MSN is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as the price has fallen.

  • Tailor your trip with filters. Select your ideal arrival and departure times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Southwest Florida International Airport to Dane County Regional Airport.

Handy information about Southwest Florida International Airport (RSW)

Arriving at Dane County Regional Airport (MSN)

Getting from Dane County Regional Airport (MSN) to central Madison

  • Dane County Regional Airport to central Madison is around 20 minutes by car. It's approximately 14 kilometres away. Find out what options are available, such as car rentals, cabs or ride-sharing services.

  • If you're using public transport, expect a journey of about 1 hour and 9 minutes.

When to fly to Dane County Regional Airport (MSN)

  • August is the busiest month for flights from Southwest Florida International Airport to Dane County Regional Airport. To escape the crowds, go to Madison in February.

  • Lock in your flight from Southwest Florida International Airport to Dane County Regional Airport for July if you'd like to go to Madison during its warmest month. Expect temperatures of between 13ºC and 29ºC.

  • Search for cheap flight tickets from RSW to MSN in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -18ºC and 0ºC on average.

More about Madison

  • After locking in your flights from RSW to MSN, you'll want to find a place to stay in Madison. Make one of these accommodation options your base for exploring this exciting city:

  • Every great vacation has to include some sightseeing. University of Wisconsin-Madison Atmospheric & Oceanic Sceinces, Capitol Square and Olbrich Botanical Gardens are must-visits when exploring Madison.

Complete your Madison trip with hotels and a car rental

  • Comparing flights is not the only thing we're good at. After booking your cheap ticket to Dane County Regional Airport, explore our car rental deals that'll give you the freedom and flexibility to see the sights at your own pace. Then, have a look at our exclusive rates for hotels to find your ideal Madison stay.

Plan the rest of your trip from Fort Myers to Madison

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.