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 58% 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, Breeze Airways, and United Airlines 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 June 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.

$94 Cheap Flights from Madison to Florida Keys in 2026

Discover deals from 900+ travel sites with momondo.

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.

6:00 am - 1:37 pm

MSN

MIA

6h 37m

1 stop

6:25 am - 2:17 pm

MIA

MSN

8h 52m

1 stop

$187Delta

Sun, Jul 12 - Thu, Jul 16

5:00 am - 12:35 pm

MSN

MIA

6h 35m

1 stop

6:38 pm - 11:09 pm

MIA

MSN

5h 31m

1 stop

$207American Airlines

Sat, Aug 29 - Tue, Sep 1

2:50 pm - 10:13 pm

MSN

MIA

6h 23m

1 stop

6:40 am - 12:25 pm

MIA

MSN

6h 45m

1 stop

$211American Airlines

Sat, Jun 27 - Thu, Jul 2

6:05 am - 1:32 pm

MSN

MIA

6h 27m

1 stop

11:28 am - 7:45 pm

MIA

MSN

9h 17m

1 stop

$217Delta

Mon, Aug 3 - Tue, Aug 11

1:02 pm - 10:20 pm

MSN

MIA

8h 18m

1 stop

5:00 am - 9:17 am

MIA

MSN

5h 17m

1 stop

$221American Airlines

Tue, Aug 4 - Thu, Aug 6

5:00 am - 3:47 pm

MSN

MIA

9h 47m

2 stops

4:10 pm - 8:57 pm

MIA

MSN

5h 47m

1 stop

$222United Airlines

Tue, Jul 14 - Tue, Jul 21

6:00 am - 1:37 pm

MSN

MIA

6h 37m

1 stop

11:29 am - 7:45 pm

MIA

MSN

9h 16m

1 stop

$227Delta

Tue, Jul 7 - Wed, Jul 8

5:24 pm - 12:55 am

MSN

MIA

6h 31m

1 stop

6:00 am - 10:38 am

MIA

MSN

5h 38m

1 stop

$241Delta

Thu, Sep 17 - Sun, Sep 20

5:15 pm - 12:47 am

MSN

MIA

6h 32m

1 stop

11:28 am - 7:45 pm

MIA

MSN

9h 17m

1 stop

$261Delta

Tue, Aug 4 - Wed, Aug 12

7:55 pm - 11:25 am

MSN

EYW

14h 30m

1 stop

10:59 am - 5:20 pm

EYW

MSN

7h 21m

1 stop

$398Breeze Airways

Sat, Sep 5 - Sun, Sep 13

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Delta flights from Madison to Florida Keys

Our best Delta deals on Madison to Florida Keys flight tickets

Delta

Jul 12

MSN6:00 amMadison Truax Field

6h 37m

1 stop

MIA1:37 pmMiami

Jul 16

MIA6:25 amMiami

8h 52m

1 stop

MSN2:17 pmMadison Truax Field

$187

Delta

Aug 3

MSN6:05 amMadison Truax Field

6h 27m

1 stop

MIA1:32 pmMiami

Aug 11

MIA11:28 amMiami

9h 17m

1 stop

MSN7:45 pmMadison Truax Field

$217

Delta

Jul 7

MSN6:00 amMadison Truax Field

6h 37m

1 stop

MIA1:37 pmMiami

Jul 8

MIA11:29 amMiami

9h 16m

1 stop

MSN7:45 pmMadison Truax Field

$227

American Airlines flights from Madison to Florida Keys

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

American Airlines

Aug 29

MSN5:00 amMadison Truax Field

6h 35m

1 stop

MIA12:35 pmMiami

Sep 1

MIA6:38 pmMiami

5h 31m

1 stop

MSN11:09 pmMadison Truax Field

$207

American Airlines

Jul 3

MSN2:55 pmMadison Truax Field

6h 25m

1 stop

MIA10:20 pmMiami

Jul 7

MIA6:40 amMiami

6h 52m

1 stop

MSN12:32 pmMadison Truax Field

$212

American Airlines

Aug 4

MSN1:02 pmMadison Truax Field

8h 18m

1 stop

MIA10:20 pmMiami

Aug 6

MIA5:00 amMiami

5h 17m

1 stop

MSN9:17 amMadison Truax Field

$221

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sun 7/12

6:00 am-1:37 pm

1 stop6h 37m

Miami

Thu 7/16

6:25 am-2:17 pm

1 stop8h 52m

$187

Quickest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 8/29

5:00 am-12:35 pm

1 stop6h 35m

Miami

Tue 9/1

6:38 pm-11:09 pm

1 stop5h 31m

$207

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 6/27

2:50 pm-10:13 pm

1 stop6h 23m

Miami

Thu 7/2

6:40 am-12:25 pm

1 stop6h 45m

$211

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 8/3

6:05 am-1:32 pm

1 stop6h 27m

Miami

Tue 8/11

11:28 am-7:45 pm

1 stop9h 17m

$217

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 8/4

1:02 pm-10:20 pm

1 stop8h 18m

Miami

Thu 8/6

5:00 am-9:17 am

1 stop5h 17m

$221

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 7/14

5:00 am-3:47 pm

2 stops9h 47m

Miami

Tue 7/21

4:10 pm-8:57 pm

1 stop5h 47m

$222

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 7/7

6:00 am-1:37 pm

1 stop6h 37m

Miami

Wed 7/8

11:29 am-7:45 pm

1 stop9h 16m

$227

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 9/17

5:24 pm-12:55 am

1 stop6h 31m

Miami

Sun 9/20

6:00 am-10:38 am

1 stop5h 38m

$241

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 8/4

5:15 pm-12:47 am

1 stop6h 32m

Miami

Wed 8/12

11:28 am-7:45 pm

1 stop9h 17m

$261

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 9/5

7:55 pm-11:25 am

1 stop14h 30m

Key West

Sun 9/13

10:59 am-5:20 pm

1 stop7h 21m

$398

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 July is another great option to travel to Florida Keys, with average flight prices from Madison averaging around $232.

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 $431 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 15m
Direct flights	Sun
Airports in Florida Keys	3 airports

The fastest flight from Madison to Florida Keys takes 3h 15m

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

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 June 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 Embraer 175 (Enhanced Winglets) (13.00% of total bookings). The next most popular plane models are Boeing 737-800 (11.19%), Canadair (Bombardier) Regional Jet 900 (9.20%), and Embraer 175 (8.56%).

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 8,396 reviews	Search Delta flights
American Airlines	PriceFrom $282	Free Cancellation	Rating 7.1 11,640 reviews	Search American Airlines flights
United Airlines	PriceFrom $313	Free Cancellation	Rating 7.4 9,780 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.