MSN

$116 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 11/13. 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

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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

Mon, Sep 29 - Fri, Oct 3
Frontier Logo
6:00 am - 7:14 pmMIA-MSN
14h 14m1 stop
Frontier Logo
7:59 pm - 11:23 amMSN-MIA
14h 24m2 stops
$255Frontier
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Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
4:36 pm - 10:45 pmMIA-MSN
7h 09m1 stop
United Airlines Logo
8:15 am - 4:54 pmMSN-MIA
7h 39m1 stop
$287United Airlines
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Fri, Oct 31 - Sun, Nov 2
Delta Logo
7:00 am - 2:25 pmMIA-MSN
8h 25m1 stop
Delta Logo
9:20 am - 4:30 pmMSN-MIA
6h 10m1 stop
$289Delta
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Thu, Oct 30 - Tue, Nov 4
American Airlines Logo
5:18 am - 12:27 pmMIA-MSN
8h 09m1 stop
American Airlines Logo
1:56 pm - 8:50 pmMSN-MIA
5h 54m1 stop
$290American Airlines
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Fri, Oct 3 - Mon, Oct 6
United Airlines Logo
3:12 pm - 10:33 pmEYW-MSN
8h 21m1 stop
United Airlines Logo
6:17 am - 2:29 pmMSN-EYW
7h 12m1 stop
$294United Airlines
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Fri, Oct 3 - Mon, Oct 6
Delta Logo
7:00 am - 4:09 pmEYW-MSN
10h 09m2 stops
Delta Logo
5:30 am - 11:27 amMSN-EYW
4h 57m1 stop
$299Delta
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Fri, Oct 3 - Mon, Oct 6
American Airlines Logo
11:25 am - 11:10 pmEYW-MSN
12h 45m2 stops
American Airlines Logo
7:40 am - 7:22 pmMSN-EYW
10h 42m2 stops
$304American Airlines
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Fri, Mar 13 - Tue, Mar 17
Delta Logo
1:45 pm - 8:15 pmMIA-MSN
7h 30m1 stop
Delta Logo
5:17 pm - 12:57 amMSN-MIA
6h 40m1 stop
$314Delta
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Thu, Oct 2 - Thu, Oct 9
Multiple Airlines Logo
1:27 pm - 9:08 amMIA-MSN
44h 41m2 stops
Multiple Airlines Logo
7:59 pm - 6:19 amMSN-MIA
9h 20m1 stop
$441Multiple Airlines
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Fri, Oct 10 - Mon, Oct 13
Multiple Airlines Logo
9:57 am - 9:08 amEYW-MSN
24h 11m1 stop
Multiple Airlines Logo
7:59 pm - 11:05 amMSN-EYW
14h 06m2 stops
$484Multiple Airlines
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Everything you should know

Cheapest round-trip
$255
Overall average: $269
Frontier
Mon 9/29Fri 10/3
MIA - MSN • 1 stop
Cheapest one-way
$116
Typical prices: $219-340
Frontier
Thu 11/13
MIA - MSN • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$116
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 2% 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 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 7954 reviews
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

8.0 ExcellentOlaf, Sep 2025FLL - ATL
Read more Delta reviews

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

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

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Very poor delay in dfw was really bad n long

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I didn't like that my paid for seat was changed 2 hours before my flight.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

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