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Cheap flights from Madison to Florida Keys from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Florida Keys departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:56 pm - 5:38 am
MSN
-
MIA
8h 42m
1 stop
Frontier Logo
5:50 am - 7:11 pm
MIA
-
MSN
14h 21m
1 stop
$279Frontier
lun., mar. 9 - vie., mar. 13
American Airlines Logo
11:35 am - 10:57 pm
MSN
-
EYW
10h 22m
2 stops
American Airlines Logo
2:14 pm - 11:14 pm
EYW
-
MSN
10h 00m
1 stop
$288American Airlines
sáb., abr. 25 - mié., abr. 29
United Airlines Logo
3:53 pm - 10:45 pm
MSN
-
MIA
5h 52m
1 stop
United Airlines Logo
8:55 am - 3:10 pm
MIA
-
MSN
7h 15m
1 stop
$289United Airlines
sáb., abr. 11 - sáb., abr. 18
United Airlines Logo
6:30 am - 2:57 pm
MSN
-
MIA
7h 27m
1 stop
United Airlines Logo
10:16 am - 7:23 pm
MIA
-
MSN
10h 07m
2 stops
$294United Airlines
mar., abr. 28 - sáb., may. 2
American Airlines Logo
11:35 am - 10:57 pm
MSN
-
EYW
10h 22m
2 stops
American Airlines Logo
3:58 pm - 11:14 pm
EYW
-
MSN
8h 16m
2 stops
$294American Airlines
sáb., abr. 25 - mié., abr. 29
United Airlines Logo
6:30 am - 5:04 pm
MSN
-
MIA
9h 34m
2 stops
United Airlines Logo
10:16 am - 7:23 pm
MIA
-
MSN
10h 07m
2 stops
$300United Airlines
mar., abr. 28 - sáb., may. 2
United Airlines Logo
3:53 pm - 10:23 pm
MSN
-
MIA
5h 30m
1 stop
United Airlines Logo
9:00 am - 2:02 pm
MIA
-
MSN
6h 02m
1 stop
$302United Airlines
dom., mar. 1 - sáb., mar. 7
American Airlines Logo
7:00 am - 1:26 pm
MSN
-
EYW
5h 26m
1 stop
American Airlines Logo
6:49 pm - 11:22 pm
EYW
-
MSN
5h 33m
1 stop
$314American Airlines
lun., mar. 2 - lun., mar. 16
Delta Logo
5:35 am - 2:07 pm
MSN
-
MIA
7h 32m
1 stop
Delta Logo
7:00 am - 2:14 pm
MIA
-
MSN
8h 14m
1 stop
$327Delta
mar., abr. 28 - sáb., may. 2
Breeze Airways Logo
6:36 pm - 9:06 am
MSN
-
EYW
13h 30m
1 stop
Breeze Airways Logo
11:51 am - 5:56 pm
EYW
-
MSN
7h 05m
1 stop
$338Breeze Airways
sáb., abr. 11 - mié., abr. 15

United Airlines flights from Madison to Florida Keys

Our best United Airlines deals on Madison to Florida Keys flight tickets
United Airlines
Apr 11
MSN2:44 pmMadison Truax Field
7h 01m
1 stop
MIA10:45 pmMiami
Apr 18
MIA8:55 amMiami
7h 15m
1 stop
MSN3:10 pmMadison Truax Field
$289
United Airlines
Apr 28
MSN9:00 amMadison Truax Field
9h 54m
1 stop
MIA7:54 pmMiami
May 2
MIA10:16 amMiami
10h 07m
2 stops
MSN7:23 pmMadison Truax Field
$294
United Airlines
Apr 28
MSN6:30 amMadison Truax Field
9h 34m
2 stops
MIA5:04 pmMiami
May 2
MIA10:16 amMiami
10h 07m
2 stops
MSN7:23 pmMadison Truax Field
$300

Delta flights from Madison to Florida Keys

Our best Delta deals on Madison to Florida Keys flight tickets
Delta
Apr 28
MSN5:35 amMadison Truax Field
7h 32m
1 stop
MIA2:07 pmMiami
May 2
MIA7:00 amMiami
8h 14m
1 stop
MSN2:14 pmMadison Truax Field
$327
Delta
Feb 20
MSN3:30 pmMadison Truax Field
6h 50m
1 stop
MIA11:20 pmMiami
Feb 24
MIA6:00 amMiami
5h 23m
1 stop
MSN10:23 amMadison Truax Field
$338
Delta
Feb 28
MSN8:00 amMadison Truax Field
12h 10m
1 stop
MIA9:10 pmMiami
Mar 13
MIA6:00 amMiami
5h 31m
1 stop
MSN10:31 amMadison Truax Field
$365

momondo Fare Finder

 
Customize your flight search to find flights from Madison to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated enero 20, 2026.
Use the filters below to find and compare flights from Madison to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

lun. 3/9

7:56 pm-5:38 am

1 stop8h 42m

Miami

vie. 3/13

5:50 am-7:11 pm

1 stop14h 21m

$279

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

sáb. 4/25

11:35 am-10:57 pm

2 stops10h 22m

Key West

mié. 4/29

2:14 pm-11:14 pm

1 stop10h 00m

$288

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

sáb. 4/11

3:53 pm-10:45 pm

1 stop5h 52m

Miami

sáb. 4/18

8:55 am-3:10 pm

1 stop7h 15m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

mar. 4/28

6:30 am-2:57 pm

1 stop7h 27m

Miami

sáb. 5/2

10:16 am-7:23 pm

2 stops10h 07m

$294

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

sáb. 4/25

11:35 am-10:57 pm

2 stops10h 22m

Key West

mié. 4/29

3:58 pm-11:14 pm

2 stops8h 16m

$294

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

mar. 4/28

6:30 am-5:04 pm

2 stops9h 34m

Miami

sáb. 5/2

10:16 am-7:23 pm

2 stops10h 07m

$300

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

dom. 3/1

3:53 pm-10:23 pm

1 stop5h 30m

Miami

sáb. 3/7

9:00 am-2:02 pm

1 stop6h 02m

$302

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

lun. 3/2

7:00 am-1:26 pm

1 stop5h 26m

Key West

lun. 3/16

6:49 pm-11:22 pm

1 stop5h 33m

$314

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

mar. 4/28

5:35 am-2:07 pm

1 stop7h 32m

Miami

sáb. 5/2

7:00 am-2:14 pm

1 stop8h 14m

$327

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

sáb. 4/11

6:36 pm-9:06 am

1 stop13h 30m

Key West

mié. 4/15

11:51 am-5:56 pm

1 stop7h 05m

$338

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florida Keys from

How to get the cheapest flight ticket from Madison to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florida Keys?

The month of October is another great option to travel to Florida Keys, with average flight prices from Madison averaging around $407.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Madison to Florida Keys is on a Saturday when prices can be found for as low as $647. The most expensive day to fly to Florida Keys is Monday, with ticket prices averaging around $1,046.

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

You are more likely to see cheaper flights to Florida Keys from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $451 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Madison for as low as $272 on momondo.

Can stopping save me money on Madison to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Madison to Florida Keys.

Cheap Madison to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Florida Keys

Fastest flight time

3h 25m

Direct flights

Sun

Airports in Florida Keys

3 airports
The fastest flight from Madison to Florida Keys takes 3h 25m
Direct flights go from Madison to Florida Keys on Sunday. There are no airlines offering direct flights.
There are 3 airports in Florida Keys. From Madison there are direct flights to Miami (MIA).
Search flight deals

  • When did momondo last update prices for flights from Madison Truax Field Airport to Florida Keys?

    Prices for flights from Madison Truax Field Airport to Florida Keys are updated daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Florida Keys?

  • How old do you have to be to fly from Madison Truax Field Airport to Florida Keys?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Florida Keys.

  • What documentation or ID do you need to fly to Florida Keys?

    The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Madison to Florida Keys?

Best airlines flying from Madison to Florida Keys

Compare and see reviews for airlines that fly from Madison to Florida Keys with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $254Free CancellationRating
7.9
8,077 reviews
Search Delta flights
American AirlinesPriceFrom $268Free CancellationRating
7.2
11,164 reviews
Search American Airlines flights
United AirlinesPriceFrom $312Free CancellationRating
7.4
9,180 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Florida Keys?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madison to Florida Keys for you.

Can I find flights from Madison to Florida Keys with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Madison to Florida Keys flights to just show those with flexible booking policies.

How can momondo help me find flights from Madison to Florida Keys?

Once you have performed a search for Madison to Florida Keys flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Madison to Florida Keys right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Florida Keys, momondo offers a useful price alert feature which will track prices for flights to Florida Keys from Madison and alert you when they change.

An easier way to manage your Florida Keys trip

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