$69 Find Cheap Flights from Madison to Florida - Compare and Save

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 8/26. 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.
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Cheap Flights from Madison to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Orlando
Orlandononstop$147
Miami
Miami1 stop$250
Fort Lauderdale
Fort Lauderdale1 stop$119
Tampa
Tampanonstop$147
Fort Myers
Fort Myersnonstop$157
Jacksonville
Jacksonville1 stop$290
Sarasota
Sarasota1 stop$295
Pensacola
Pensacola1 stop$285
Key West
Key West2 stops$272
Valparaiso
Valparaiso2 stops$414
Panama City
Panama City1 stop$301
Tallahassee
Tallahassee1 stop$373
Gainesville
Gainesville1 stop$537
Orlando
Orlandononstop$147
Miami
Miami1 stop$250
Fort Lauderdale
Fort Lauderdale1 stop$119
Tampa
Tampanonstop$147
Fort Myers
Fort Myersnonstop$157
Jacksonville
Jacksonville1 stop$290
Sarasota
Sarasota1 stop$295
Pensacola
Pensacola1 stop$285
Key West
Key West2 stops$272
Valparaiso
Valparaiso2 stops$414
Panama City
Panama City1 stop$301
Tallahassee
Tallahassee1 stop$373
Gainesville
Gainesville1 stop$537
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.

How much is a round-trip flight from Madison to Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Florida departing in September.

Flight prices are below average for this route right now.

Flights to Florida from Madison usually cost between $316 and $442 in September.
The lowest price found in the past 5 days was $250 on Frontier (Sep 17-Sep 24).

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 5 days was to Tampa, at $131 round-trip. The most popular route is from Madison (MSN) to Tampa (TPA), and the cheapest round-trip airline ticket found on this route in the last 5 days was $131.

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

The average price for all round-trip flights from Madison to Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida is generally at night, when round-trip flights cost $229 on average. Morning departures are around 10% 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 $408.

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 $398, 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 September, when tickets cost $309 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $428 and $381 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 Friday, with Tuesday 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low season

July

Cheapest flight

$69
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 20% 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.

  • How many flights are there between Madison and Florida per day?

    Each day, there are 2 nonstop flights that take off from Madison and land in Florida, with an average flight time of 2h 55m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 4 flights and there are the same amount of flights each day (2).

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 $79 one-way - $188 round-trip; Tampa $102 one-way - $168 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.
8.2
Breeze AirwaysOverall score based on 305 reviews
8.3Boarding
6.7Entertainment
8.7Crew
6.7Food
8.2Comfort
Airline reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

10.0 ExcellentDeborah, May 2026
Read more Breeze Airways reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

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.

Something about the chair was uncomfortable, Maine the curvature of the back.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight had a 6 hours delay. This should not happen to anyone. Airlines should provide an alternative with no additional costs.

Paid for wifi but it didn't work once. Seats were incredibly cramped and passengers sitting in front was reclined the entire time and staff did nothing

Absolutely infuriating. I was flying standby to get home earlier after flying 4 times with American in 6 days. I was #2 on the list with seats near the front and middle, in addition to the 4 first class upgrade seats that came back into the pool. I am a Platinum member, have their card, and they put me in the 2nd to last row in the middle. No loyalty whatsoever and they lost a fan for life. There is reason people have negative comments about American and I am done supporting them.

Did not know that they didn’t have screens for entertainment. I didn’t have headphones so I couldn’t watch anything on my phone.

Gate 461 the worst in LAX Boarding lacks professionalism And as usual, your food sucks.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

Boarding was relatively fast and easy and the crew was attentive throughout.

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Everything went very smoothly! Thanks for a great first experience flying with small children!

Crew members great. Everything else a 0! Got on plane at 530am. Got de boarded for mechanical issue. Supposed to leave by 830 am. Zero communication from gate agents. Then supposed to leave by 230pm. Then delayed till 330pm. Still zero communication with gate agents. All they would say is if you have an issue call the 1800 number. You call and sit on hold minimum 45 minutes for zero answer. Finally board at 345pm didn’t take off till after 4pm! Sat in airport for 11 hours with 4 adults and 3 kids. Finally offered a $100 (we are sorry) voucher for next trip. Missed whole day in Florida had to change reservations in Florida! Absolute joke of an airline! And I usually really like sun country.

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

They were flexible and let my daughter and I sit in the back of the plane.

Sun country Wi-Fi was not working. Flight was overbooked by two people. Had to pay extra for carryons day before flight and I don’t like hidden fees like that.

WiFi did not work. Woman flight attendant in the rear of the plane was moody.

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

Information on your arrival and departure airports