MSN

$126 Find Cheap Flights from Florida Keys to Madison - 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 to Madison departing on 9/27. 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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Cheap Flights from Florida Keys to Madison

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

Thu, Sep 3 - Sun, Sep 6
Frontier Logo
6:00 am - 7:10 pm
MIA
-
MSN
14h 10m
1 stop
Frontier Logo
7:55 pm - 4:52 am
MSN
-
MIA
7h 57m
1 stop
$261Frontier
Thu, Aug 20 - Sun, Aug 23
Frontier Logo
6:00 am - 7:10 pm
MIA
-
MSN
14h 10m
1 stop
Frontier Logo
7:55 pm - 4:52 am
MSN
-
MIA
7h 57m
1 stop
$293Frontier
Thu, Aug 27 - Thu, Sep 3
Frontier Logo
6:00 am - 7:10 pm
MIA
-
MSN
14h 10m
1 stop
Frontier Logo
7:55 pm - 4:52 am
MSN
-
MIA
7h 57m
1 stop
$306Frontier
Thu, Sep 10 - Tue, Sep 15
American Airlines Logo
8:22 am - 2:55 pm
MIA
-
MSN
7h 33m
1 stop
American Airlines Logo
5:00 am - 12:59 pm
MSN
-
MIA
6h 59m
1 stop
$339American Airlines
Fri, Sep 18 - Sun, Sep 20
American Airlines Logo
4:00 pm - 8:50 pm
MIA
-
MSN
5h 50m
1 stop
American Airlines Logo
7:19 am - 1:06 pm
MSN
-
MIA
4h 47m
1 stop
$339American Airlines
Tue, Sep 8 - Mon, Sep 14
American Airlines Logo
5:20 pm - 11:09 pm
MIA
-
MSN
6h 49m
1 stop
American Airlines Logo
8:15 am - 3:34 pm
MSN
-
MIA
6h 19m
1 stop
$339American Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
8:25 am - 7:06 pm
MIA
-
MSN
11h 41m
2 stops
United Airlines Logo
8:05 am - 2:54 pm
MSN
-
MIA
5h 49m
1 stop
$344United Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
7:00 am - 2:59 pm
MIA
-
MSN
8h 59m
2 stops
United Airlines Logo
5:00 am - 2:46 pm
MSN
-
MIA
8h 46m
2 stops
$349United Airlines
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:03 pm - 10:38 pm
MIA
-
MSN
5h 35m
1 stop
Delta Logo
5:43 am - 2:54 pm
MSN
-
MIA
8h 11m
1 stop
$359Delta
Wed, Aug 19 - Mon, Aug 24
Delta Logo
6:40 am - 11:26 am
MIA
-
MSN
5h 46m
1 stop
Delta Logo
5:43 am - 2:54 pm
MSN
-
MIA
8h 11m
1 stop
$359Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$126
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Miami to Madison

FAQs for booking flights from Florida Keys to Madison

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

    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 Florida Keys to Madison.

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

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

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

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

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

Reviews of the top 3 airlines serving from Florida Keys to Madison

 
Need help choosing which airline to fly with from Florida Keys to Madison? 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.
7.8
DeltaOverall score based on 8494 reviews
8.5Crew
7.8Entertainment
7.2Food
7.8Comfort
8.1Boarding
Airline reviews

Boarding was quick and i made my connection early due to early arrival time

10.0 ExcellentKalen, Jul 2026
TPA - ATL
Read more Delta reviews

Boarding was quick and i made my connection early due to early arrival time

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

My flight was delayed and I got back around 3.5 hours later than expected. I had to get a new connecting flight

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

There was a piece of plastic baked into my buttermilk biscuit! I have a pictures. The flight attendants in first class were really apologetic, and tried to rectify the situation. I I am very appreciative that they were able to give me some packets of pretzels and gummy bears. I understand they don't personally handle the food until warming it up so I know it wasn't their fault. I don't know whether it was a newer aircraft, or different food packaging, but I was happy that when the food was being warmed up - it didn't smell like plastic. Jokes on me with finding plastic in my food.

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

The flight had a delay but I made it to my connection. Flight was smooth overall

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We loved the steward on the plane. He made the night enjoyable

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

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