MSN

$93 Find Cheap Flights from Florida Keys to Madison

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 5/7. 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, May 28 - Sun, May 31
Frontier Logo
6:00 am - 7:14 pm
MIA
-
MSN
14h 14m
1 stop
Frontier Logo
7:59 pm - 5:33 am
MSN
-
MIA
8h 34m
1 stop
$250Frontier
Thu, May 28 - Sun, May 31
Frontier Logo
6:00 am - 7:14 pm
MIA
-
MSN
14h 14m
1 stop
Frontier Logo
7:59 pm - 5:33 am
MSN
-
MIA
8h 34m
1 stop
$260Frontier
Fri, Apr 17 - Sat, Apr 18
American Airlines Logo
4:20 pm - 11:55 pm
EYW
-
MSN
8h 35m
1 stop
American Airlines Logo
11:35 am - 10:58 pm
MSN
-
EYW
10h 23m
2 stops
$331American Airlines
Fri, Apr 17 - Sat, Apr 18
American Airlines Logo
3:58 pm - 11:55 pm
EYW
-
MSN
8h 57m
2 stops
American Airlines Logo
1:05 pm - 10:36 pm
MSN
-
EYW
8h 31m
2 stops
$336American Airlines
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
7:00 am - 1:52 pm
MIA
-
MSN
7h 52m
1 stop
Frontier Logo
2:37 pm - 5:05 am
MSN
-
MIA
13h 28m
1 stop
$346Frontier
Tue, Apr 14 - Tue, Apr 21
United Airlines Logo
4:18 pm - 9:21 pm
MIA
-
MSN
6h 03m
1 stop
United Airlines Logo
8:30 am - 3:05 pm
MSN
-
MIA
5h 35m
1 stop
$349United Airlines
Tue, Apr 14 - Tue, Apr 21
United Airlines Logo
4:18 pm - 9:21 pm
MIA
-
MSN
6h 03m
1 stop
United Airlines Logo
5:00 am - 3:47 pm
MSN
-
MIA
9h 47m
2 stops
$354United Airlines
Tue, Apr 21 - Wed, Apr 22
Breeze Airways Logo
1:01 pm - 9:08 am
EYW
-
MSN
21h 07m
1 stop
Breeze Airways Logo
6:36 pm - 9:06 am
MSN
-
EYW
13h 30m
1 stop
$362Breeze Airways
Wed, May 13 - Sat, May 16
United Airlines Logo
6:15 am - 3:00 pm
MIA
-
MSN
9h 45m
2 stops
United Airlines Logo
12:18 pm - 10:09 pm
MSN
-
MIA
8h 51m
2 stops
$375United Airlines
Tue, Apr 21 - Wed, Apr 22
Multiple Airlines Logo
1:01 pm - 9:08 am
EYW
-
MSN
21h 07m
1 stop
Multiple Airlines Logo
6:36 pm - 11:44 am
MSN
-
EYW
16h 08m
2 stops
$408Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$93
Best time to beat the crowds with an average 1% drop 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 airlines flying 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.
7.9
DeltaOverall score based on 8288 reviews
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
7.9Comfort
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

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

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

The flight was great as well as the airline staff

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight attendants and the service is getting worse by the day.

Other than nearly three hour delay for maintenance issues, everything went smooth

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

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