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

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

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.

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 April 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.

$105 Cheap Flights from Madison to Florida Keys in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Madison to Florida Keys

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:59 pm - 5:54 am

MSN

MIA

8h 55m

1 stop

6:00 am - 7:09 pm

MIA

MSN

14h 09m

1 stop

$250Frontier

Thu, Jul 9 - Sun, Jul 12

7:59 pm - 5:33 am

MSN

MIA

8h 34m

1 stop

6:00 am - 7:09 pm

MIA

MSN

14h 09m

1 stop

$270Frontier

Sat, Jun 6 - Thu, Jun 11

7:55 pm - 1:07 pm

MSN

EYW

16h 12m

1 stop

1:14 pm - 9:14 am

EYW

MSN

21h 00m

1 stop

$281Multiple Airlines

Sat, May 16 - Tue, May 19

9:54 am - 10:24 am

MSN

EYW

23h 30m

1 stop

1:14 pm - 9:14 am

EYW

MSN

21h 00m

1 stop

$287Breeze Airways

Sat, May 16 - Tue, May 19

7:55 pm - 1:07 pm

MSN

EYW

16h 12m

1 stop

1:11 pm - 9:14 am

EYW

MSN

21h 03m

1 stop

$303Multiple Airlines

Sat, May 16 - Fri, May 22

11:19 am - 6:35 pm

MSN

MIA

6h 16m

1 stop

12:13 pm - 5:36 pm

MIA

MSN

6h 23m

1 stop

$325Delta

Sat, Apr 25 - Wed, Apr 29

11:11 am - 7:45 pm

MSN

EYW

7h 34m

1 stop

7:00 am - 4:51 pm

EYW

MSN

10h 51m

2 stops

$328Delta

Wed, Aug 12 - Wed, Aug 19

6:30 am - 6:47 pm

MSN

EYW

11h 17m

2 stops

10:16 am - 7:37 pm

EYW

MSN

10h 21m

2 stops

$333American Airlines

Wed, Jul 29 - Wed, Aug 5

6:00 am - 3:24 pm

MSN

EYW

8h 24m

1 stop

5:42 pm - 11:27 pm

EYW

MSN

6h 45m

1 stop

$336American Airlines

Sat, May 16 - Wed, May 20

7:55 pm - 11:25 am

MSN

EYW

14h 30m

1 stop

1:11 pm - 9:47 am

EYW

MSN

21h 36m

1 stop

$342Breeze Airways

Sat, Aug 1 - Fri, Aug 7

United Airlines flights from Madison to Florida Keys

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

United Airlines

May 9

MSN6:30 amMadison Truax Field

10h 48m

2 stops

MIA6:18 pmMiami

May 13

MIA4:20 pmMiami

6h 00m

1 stop

MSN9:20 pmMadison Truax Field

$354

United Airlines

May 6

MSN6:30 amMadison Truax Field

8h 46m

2 stops

MIA4:16 pmMiami

May 12

MIA4:20 pmMiami

6h 00m

1 stop

MSN9:20 pmMadison Truax Field

$379

United Airlines

Jun 6

MSN6:30 amMadison Truax Field

8h 44m

2 stops

MIA4:14 pmMiami

Jun 8

MIA5:24 pmMiami

6h 26m

1 stop

MSN10:50 pmMadison Truax Field

$398

Frontier flights from Madison to Florida Keys

Our best Frontier deals on Madison to Florida Keys flight tickets

Frontier

Apr 26

MSN2:37 pmMadison Truax Field

13h 28m

1 stop

MIA5:05 amMiami

Apr 30

MIA7:00 amMiami

7h 52m

1 stop

MSN1:52 pmMadison Truax Field

$250

Frontier

Jun 6

MSN7:59 pmMadison Truax Field

8h 34m

1 stop

MIA5:33 amMiami

Jun 11

MIA6:00 amMiami

14h 09m

1 stop

MSN7:09 pmMadison Truax Field

$270

Frontier

Jun 7

MSN7:59 pmMadison Truax Field

8h 34m

1 stop

MIA5:33 amMiami

Jun 11

MIA6:00 amMiami

14h 09m

1 stop

MSN7:09 pmMadison Truax Field

$290

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 7/9

7:59 pm-5:54 am

1 stop8h 55m

Miami

Sun 7/12

6:00 am-7:09 pm

1 stop14h 09m

$250

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 6/6

7:59 pm-5:33 am

1 stop8h 34m

Miami

Thu 6/11

6:00 am-7:09 pm

1 stop14h 09m

$270

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 5/16

7:55 pm-1:07 pm

1 stop16h 12m

Key West

Tue 5/19

1:14 pm-9:14 am

1 stop21h 00m

$281

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 5/16

9:54 am-10:24 am

1 stop23h 30m

Key West

Tue 5/19

1:14 pm-9:14 am

1 stop21h 00m

$287

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 5/16

7:55 pm-1:07 pm

1 stop16h 12m

Key West

Fri 5/22

1:11 pm-9:14 am

1 stop21h 03m

$303

Quickest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 4/25

11:19 am-6:35 pm

1 stop6h 16m

Miami

Wed 4/29

12:13 pm-5:36 pm

1 stop6h 23m

$325

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 8/12

11:11 am-7:45 pm

1 stop7h 34m

Key West

Wed 8/19

7:00 am-4:51 pm

2 stops10h 51m

$328

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 7/29

6:30 am-6:47 pm

2 stops11h 17m

Key West

Wed 8/5

10:16 am-7:37 pm

2 stops10h 21m

$333

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 5/16

6:00 am-3:24 pm

1 stop8h 24m

Key West

Wed 5/20

5:42 pm-11:27 pm

1 stop6h 45m

$336

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 8/1

7:55 pm-11:25 am

1 stop14h 30m

Key West

Fri 8/7

1:11 pm-9:47 am

1 stop21h 36m

$342

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 $648. 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 from Madison 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 $439 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?

You could potentially save up to 10% on your flight if you consider stops on a Madison to Florida Keys flight.

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 04m
Direct flights	None

The fastest flight from Madison to Florida Keys takes 5h 04m

There are no direct flights from Madison to Florida Keys. There are no popular flight routes from Madison to Florida Keys.

Search flight deals

Frequently asked questions about flying from Madison 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 April 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 (15.19% of total bookings). The next most popular plane models are Embraer 175 (10.00%), Airbus A319 (9.36%), and Airbus A320-100/200 (9.09%).

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 $268	Free Cancellation	Rating 7.9 8,430 reviews	Search Delta flights
American Airlines	PriceFrom $274	Free Cancellation	Rating 7.1 11,647 reviews	Search American Airlines flights
United Airlines	PriceFrom $313	Free Cancellation	Rating 7.4 9,625 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.