$63 Find Cheap Flights from Madison to Florida

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 Florida departing on 3/8. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Florida.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Florida.
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Cheap Flights from Madison to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlandononstop$236
Miami
Miami1 stop$333
Fort Lauderdale
Fort Lauderdale1 stop$251
Tampa
Tampa1 stop$217
Fort Myers
Fort Myers1 stop$251
West Palm Beach
West Palm Beach1 stop$271
Jacksonville
Jacksonville1 stop$251
Sarasota
Sarasota1 stop$274
Pensacola
Pensacola1 stop$251
Key West
Key West1 stop$283
Panama City
Panama City1 stop$279
Valparaiso
Valparaiso1 stop$377
Punta Gorda
Punta Gorda2 stops$1,723
Tallahassee
Tallahassee1 stop$417
Gainesville
Gainesville1 stop$339
Orlando
Orlandononstop$236
Miami
Miami1 stop$333
Fort Lauderdale
Fort Lauderdale1 stop$251
Tampa
Tampa1 stop$217
Fort Myers
Fort Myers1 stop$251
West Palm Beach
West Palm Beach1 stop$271
Jacksonville
Jacksonville1 stop$251
Sarasota
Sarasota1 stop$274
Pensacola
Pensacola1 stop$251
Key West
Key West1 stop$283
Panama City
Panama City1 stop$279
Valparaiso
Valparaiso1 stop$377
Punta Gorda
Punta Gorda2 stops$1,723
Tallahassee
Tallahassee1 stop$417
Gainesville
Gainesville1 stop$339

Book Cheap Madison to Florida Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Florida 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 Florida

Sat, Apr 11 - Tue, Apr 21
Delta Logo
5:15 pm - 12:23 am
MSN
-
TPA
6h 08m
1 stop
Delta Logo
6:10 am - 12:45 pm
TPA
-
MSN
7h 35m
1 stop
$217Delta
Sat, Apr 11 - Sat, Apr 18
Breeze Airways Logo
9:48 am - 1:42 pm
MSN
-
TPA
2h 54mnonstop
Breeze Airways Logo
7:00 am - 9:08 am
TPA
-
MSN
3h 08mnonstop
$218Breeze Airways
Thu, Apr 9 - Thu, Apr 16
Frontier Logo
7:57 pm - 2:49 pm
MSN
-
TPA
17h 52m
1 stop
Frontier Logo
6:45 am - 1:50 pm
TPA
-
MSN
8h 05m
1 stop
$222Frontier
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
10:58 am - 7:38 pm
MSN
-
TPA
7h 40m
1 stop
American Airlines Logo
5:37 pm - 10:00 pm
TPA
-
MSN
5h 23m
1 stop
$234American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
10:58 am - 7:38 pm
MSN
-
TPA
7h 40m
1 stop
American Airlines Logo
5:37 pm - 10:00 pm
TPA
-
MSN
5h 23m
1 stop
$235American Airlines
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
12:04 pm - 4:04 pm
MSN
-
MCO
3h 00mnonstop
Frontier Logo
9:17 am - 11:34 am
MCO
-
MSN
3h 17mnonstop
$243Frontier
Wed, Feb 25 - Wed, Mar 4
United Airlines Logo
3:53 pm - 10:36 pm
MSN
-
FLL
5h 43m
1 stop
United Airlines Logo
11:24 am - 6:58 pm
FLL
-
MSN
8h 34m
2 stops
$256United Airlines
Sun, Mar 1 - Wed, Mar 18
Sun Country Air Logo
7:20 pm - 11:19 pm
MSN
-
RSW
2h 59mnonstop
Sun Country Air Logo
8:30 am - 10:43 am
RSW
-
MSN
3h 13mnonstop
$257Sun Country Air
Sun, Mar 1 - Wed, Mar 11
Sun Country Air Logo
7:20 pm - 11:19 pm
MSN
-
RSW
2h 59mnonstop
Sun Country Air Logo
8:30 am - 10:43 am
RSW
-
MSN
3h 13mnonstop
$258Sun Country Air
Wed, Mar 4 - Wed, Mar 11
United Airlines Logo
3:53 pm - 10:36 pm
MSN
-
FLL
5h 43m
1 stop
United Airlines Logo
3:17 pm - 10:37 pm
FLL
-
MSN
8h 20m
1 stop
$270United Airlines
Booking Insights

KAYAK's insights & trends for Madison to Florida flights

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

What is the cheapest Madison to Florida flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Florida from Madison found in the last 72 hours was to Orlando, at $168 round-trip. The most popular route is from Madison (MSN) to Fort Myers (RSW), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $234.

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

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 $377, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Madison to Florida?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Florida, 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 Florida is July, when tickets cost $225 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $371 and $366 respectively.

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

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

For Madison to Florida, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Florida back to Madison, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

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 Florida, 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 Florida, you should book around 2 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$63
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Madison to Orlando Airport

FAQs - booking Florida flights

  • Which should I fly to if I want to visit Walt Disney World?

    Florida is well known as a destination for theme park resorts, such as Walt Disney World Resort and Universal Studios Orlando, which are concentrated in central Florida’s Orlando area. The best airport to visit the theme park resorts is Orlando International Airport (MCO). American Airlines, United Airlines, Frontier, and Delta provide services from Madison (MSN).

  • What are the pet policies when flying from Madison to Florida?

    United Airlines permits onboard travel for cats and dogs only, and there must be space available. Travelers may bring up to two pets, but you must purchase two seats, and the second seat must be next to your assigned seat. Delta permits pets like small dogs, cats, and household birds, which may board as a carry-on, and there is a fee per direction which is due at check-in. American Airlines allows pets as cargo in their Priority Parcel Service class. Pets must weigh under 100 pounds and be in a carrier with a maximum size of 36" by 26" by 28".

  • How can I make my flight from Madison to Florida sustainable?

    Choosing an airline that is aligned with sustainability is a great way to improve the environmental impact of your travels. American Airlines finds ways to reduce and eliminate single-use plastics, as a key measure of onboard waste reduction. They have implemented sustainable bamboo cutlery kits, and their regional operations provide a compostable meal box. They have also begun composting food waste from the lounges at their hub at Dallas Fort Worth International Airport.

  • Will I have a meal on my flight between Madison and Florida?

    American Airlines and Delta Air Lines offer complimentary soft drinks and snacks on flights over 250 miles, and travelers can opt to purchase more substantial snacks and alcoholic beverages. On United Airlines, flights under 800 miles long do not have complimentary snacks, but passengers may bring their own snacks on board. United flights over 500 miles have additional items like snack boxes and alcoholic beverages for purchase.

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

    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 Florida.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Florida 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 Florida?

    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 from Madison to Florida with an airline and back with another airline.

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

    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 from Madison to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Florida?

    The cheapest time of day to fly to Florida is generally in the evening, when round-trip flights cost $237 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $398.

Top tips for finding cheap flights to Florida

  • Looking for a cheap flight? 25% of our users found tickets from Madison to the following destinations at these prices or less: Orlando $87 one-way - $234 round-trip; Fort Myers $67 one-way - $293 round-trip; Tampa $139 one-way - $236 round-trip
  • Travelers departing from Madison, Wisconsin, can find great rates and flight options to Florida when they depart from Truax Field / Dane County Regional Airport (MSN). Popular city destinations including Miami, Fort Lauderdale, Tampa, and Jacksonville can all be reached from Madison.
  • Vacationers flying to Miami International Airport (MIA), along the southeast Florida coast, can find options from American Airlines, Delta, and United Airlines, which will generally have one layover. Common layovers include Chicago O'Hare International Airport (ORD) or Charlotte Douglas International Airport (CLT).
  • Another option for visitors to southeast Florida is Fort Lauderdale-Hollywood International Airport (FLL). Fort Lauderdale-Hollywood International Airport is served by carriers including Delta Air Lines, United Airlines, and American Airlines, and is located within a one-hour drive from Miami International Airport.
  • Visitors to the Gulf of Mexico in western Florida can find flights from Madison to Southwest Florida International Airport (RSW), in the Fort Myers area, on Delta, United, and American. Sun Country Air occasionally provides nonstop flights from Dane County Regional Airport to Southwest Florida International Airport.
  • Situated further north on the Gulf Coast, Tampa is another popular destination in Florida. Travelers can fly to Tampa International Airport (TPA) from Madison on flights with one stop. Common layovers include Charlotte (CLT), Chicago (ORD), Atlanta (ATL), or Dallas (DFW).

Reviews of the top 5 airlines serving from Madison to Florida

 
See real verified KAYAK customer reviews for airlines flying from Madison to Florida. 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 Florida? 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.
8.1
Breeze AirwaysOverall score based on 266 reviews
8.7Crew
8.3Boarding
8.2Comfort
6.6Entertainment
6.7Food
Airline reviews

Lost my luggage and terrible experience with customer service trying to track it down

2.0 MediocreAnonymous, Feb 2026
PWM - RDU
Read more Breeze Airways reviews

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

My experience is typically great with Breeze. This trip wasn’t any different.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

The attendant on board was amazing. She should be doing business/first international long haul.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

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

Exceptional take off and landing in snow and wind…thank you to the well skilled pilots!

I liked entertainment system being downloaded on my iPad. The selections were limited but I appreciated being able to use my own screen. The flight was just fine. My only issue was both terminals being far from the main airport. Especially stoning at LAX near midnight and having to wait for a bus to take us to baggage pickup. Very inconvenient.

Just fine but comfort is always an issue since the seats are so close

The Flight was fine, the staff treated me well, the flight got delayed over 5 1/2 hours for maintenance issues....but it worked out OK,, they were very apologetic about it, and it is better to not fly if there is any issue than endanger peoples lives, so in reality that was a good thing, It did cost me extra for parking because I went beyond the time I had purchased for parking at MSP. But all in all, Good flight

I did not take this flight because the reservation made by Kayak was wrong! Kayak owes me a trip from Minneapolis to Duluth.

When I got to the airport in Seattle, they told me the flight "did not exist". Kayak reserved me a seat on a flight that did not exist. This is inexcusable. I was able to change my reservation to a flight that actually did exist, but the flight was later and then I didn't make it in time for the next leg of my trip from Minneapolis to Duluth. Kayak owes me a trip from Minneapolis to Duluth, and a big apology for messing up my reservation.

Everything you need to know for your flight from Madison to Florida

Information on your arrival and departure airports