What airlines fly to Florida Keys?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Florida Keys from Madison according to our data. American Airlines is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 4 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Madison Truax Field to Florida Keys?

Delta, United Airlines, and Breeze Airways are the most popular carriers operating from Madison Truax Field to Florida Keys

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?

The number of operators available for flights from Madison Truax Field Airport to Florida Keys is 3 as of March 2026.

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.

$86 Cheap Flights from Madison to Florida Keys in 2026

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Find the cheapest flights from Madison to Florida Keys

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:23 pm - 5:48 am

MSN

MIA

10h 25m

1 stop

5:40 am - 5:28 pm

MIA

MSN

12h 48m

1 stop

$261Frontier

Sat, May 23 - Thu, May 28

6:00 am - 1:42 pm

MSN

EYW

6h 42m

1 stop

4:51 pm - 12:07 am

EYW

MSN

8h 16m

1 stop

$283American Airlines

Wed, Aug 12 - Wed, Aug 19

6:00 am - 4:20 pm

MSN

EYW

9h 20m

2 stops

4:51 pm - 12:07 am

EYW

MSN

8h 16m

1 stop

$288American Airlines

Wed, Aug 12 - Wed, Aug 19

2:33 pm - 5:05 am

MSN

MIA

13h 32m

1 stop

5:50 am - 1:50 pm

MIA

MSN

9h 00m

1 stop

$290Frontier

Thu, May 7 - Sun, May 10

6:00 am - 3:24 pm

MSN

EYW

8h 24m

1 stop

2:29 pm - 10:32 pm

EYW

MSN

9h 03m

1 stop

$303American Airlines

Tue, Apr 7 - Tue, Apr 14

6:30 am - 4:42 pm

MSN

EYW

9h 12m

2 stops

3:52 pm - 9:21 pm

EYW

MSN

6h 29m

1 stop

$311United Airlines

Fri, Apr 24 - Wed, Apr 29

6:50 pm - 5:57 pm

MSN

MIA

22h 07m

2 stops

5:15 am - 8:25 am

MIA

MSN

28h 10m

1 stop

$319Multiple Airlines

Fri, May 8 - Sun, May 17

6:50 pm - 10:56 am

MSN

MIA

15h 06m

2 stops

6:20 pm - 8:25 am

MIA

MSN

15h 05m

1 stop

$323Multiple Airlines

Mon, Aug 3 - Thu, Aug 6

11:26 am - 7:41 pm

MSN

EYW

7h 15m

1 stop

1:22 pm - 8:11 pm

EYW

MSN

7h 49m

1 stop

$331Delta

Tue, Apr 7 - Tue, Apr 14

6:00 am - 4:16 pm

MSN

MIA

9h 16m

2 stops

7:40 am - 2:38 pm

MIA

MSN

7h 58m

1 stop

$332United Airlines

Wed, Apr 8 - Tue, Apr 21

Frontier flights from Madison to Florida Keys

Our best Frontier deals on Madison to Florida Keys flight tickets

Frontier

May 23

MSN6:23 pmMadison Truax Field

10h 25m

1 stop

MIA5:48 amMiami

May 28

MIA5:40 amMiami

12h 48m

1 stop

MSN5:28 pmMadison Truax Field

$261

Frontier

May 7

MSN2:33 pmMadison Truax Field

13h 32m

1 stop

MIA5:05 amMiami

May 10

MIA5:50 amMiami

9h 00m

1 stop

MSN1:50 pmMadison Truax Field

$290

Frontier

Mar 22

MSN7:56 pmMadison Truax Field

20h 24m

1 stop

MIA5:20 pmMiami

Mar 27

MIA5:50 amMiami

14h 21m

1 stop

MSN7:11 pmMadison Truax Field

$320

United Airlines flights from Madison to Florida Keys

Our best United Airlines deals on Madison to Florida Keys flight tickets

United Airlines

Apr 24

MSN6:30 amMadison Truax Field

9h 12m

2 stops

EYW4:42 pmKey West

Apr 29

EYW3:52 pmKey West

6h 29m

1 stop

MSN9:21 pmMadison Truax Field

$311

United Airlines

Apr 8

MSN6:00 amMadison Truax Field

9h 16m

2 stops

MIA4:16 pmMiami

Apr 21

MIA7:40 amMiami

7h 58m

1 stop

MSN2:38 pmMadison Truax Field

$332

United Airlines

Aug 20

MSN5:00 amMadison Truax Field

5h 54m

1 stop

MIA11:54 amMiami

Aug 24

MIA1:30 pmMiami

11h 34m

2 stops

MSN12:04 amMadison Truax Field

$348

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 5/23

6:23 pm-5:48 am

1 stop10h 25m

Miami

Thu 5/28

5:40 am-5:28 pm

1 stop12h 48m

$261

Quickest round-trip

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 8/12

6:00 am-1:42 pm

1 stop6h 42m

Key West

Wed 8/19

4:51 pm-12:07 am

1 stop8h 16m

$283

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 8/12

6:00 am-4:20 pm

2 stops9h 20m

Key West

Wed 8/19

4:51 pm-12:07 am

1 stop8h 16m

$288

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 5/7

2:33 pm-5:05 am

1 stop13h 32m

Miami

Sun 5/10

5:50 am-1:50 pm

1 stop9h 00m

$290

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Tue 4/7

6:00 am-3:24 pm

1 stop8h 24m

Key West

Tue 4/14

2:29 pm-10:32 pm

1 stop9h 03m

$303

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 4/24

6:30 am-4:42 pm

2 stops9h 12m

Key West

Wed 4/29

3:52 pm-9:21 pm

1 stop6h 29m

$311

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 5/8

6:50 pm-5:57 pm

2 stops22h 07m

Miami

Sun 5/17

5:15 am-8:25 am

1 stop28h 10m

$319

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 8/3

6:50 pm-10:56 am

2 stops15h 06m

Miami

Thu 8/6

6:20 pm-8:25 am

1 stop15h 05m

$323

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Tue 4/7

11:26 am-7:41 pm

1 stop7h 15m

Key West

Tue 4/14

1:22 pm-8:11 pm

1 stop7h 49m

$331

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Wed 4/8

6:00 am-4:16 pm

2 stops9h 16m

Miami

Tue 4/21

7:40 am-2:38 pm

1 stop7h 58m

$332

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Florida Keys?

The month of September is another great option to travel to Florida Keys, with average flight prices from Madison averaging around $343.

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 $641. 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 $434 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	5h 22m
Direct flights	Sun
Airports in Florida Keys	3 airports

The fastest flight from Madison to Florida Keys takes 5h 22m

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?
The number of operators available for flights from Madison Truax Field Airport to Florida Keys is 3 as of March 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Madison to Florida Keys is Boeing 737-800 (18.18% of total bookings). The next most popular plane models are Airbus A319 (10.95%), Embraer 175 (10.39%), and Airbus A320-100/200 (10.11%).

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
Delta	PriceFrom $254	Free Cancellation	Rating 7.9 8,258 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,392 reviews	Search American Airlines flights
United Airlines	PriceFrom $313	Free Cancellation	Rating 7.4 9,403 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.