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Key Largo

$118+ Cheap flights from Madison (MSN) to Key Largo, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIA
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Key Largo are usually found in August or February, booked 4 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Madison to Key Largo

Keep the following information in mind while searching for Madison to Key Largo flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$118
(Expedia)

Popular in

March

Cheapest in

August

Average price

$487
Provider with most accurate pricing for Madison Truax Field-Miami flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Miami flights.
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From Madison Truax Field to Key Largo
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One-way flight from Madison Truax Field to Key Largo
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Madison to Key Largo

Cheapest flights from Madison to Key Largo
Explore the most affordable flight options available from Madison to Key Largo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:14 pmMSN - MIA
1 stop6h 32mDelta
Sun 12/216:00 amMIA - MSN
1 stop5h 20mDelta
Deal found 11/24$324
This American Airlines deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:12 pmMSN - MIA
1 stop7h 30mAmerican Airlines
Sun 12/146:00 amMIA - MSN
1 stop5h 49mAmerican Airlines
Deal found 11/26$359
This Frontier deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:00 pmMSN - MIA
1 stop13h 00mFrontier
Wed 12/316:05 amMIA - MSN
1 stop9h 10mFrontier
Deal found 11/24$387
This American Airlines deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:12 pmMSN - MIA
1 stop8h 31mAmerican Airlines
Sun 12/146:00 amMIA - MSN
1 stop5h 49mAmerican Airlines
Deal found 11/26$394
This American Airlines deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:07 amMSN - MIA
1 stop5h 36mAmerican Airlines
Mon 12/88:17 amMIA - MSN
1 stop8h 06mAmerican Airlines
Deal found 11/24$398
This United Airlines deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:29 pmMSN - MIA
1 stop6h 41mUnited Airlines
Tue 1/67:15 amMIA - MSN
1 stop5h 48mUnited Airlines
Deal found 11/23$399
This American Airlines deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:12 pmMSN - MIA
1 stop6h 19mAmerican Airlines
Tue 12/95:33 pmMIA - MSN
1 stop7h 07mAmerican Airlines
Deal found 11/25$400
This Frontier deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:17 pmMSN - MIA
1 stop8h 43mFrontier
Wed 12/316:05 amMIA - MSN
1 stop9h 10mFrontier
Deal found 11/24$417
This American Airlines deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amMSN - MIA
1 stop5h 10mAmerican Airlines
Thu 12/256:41 amMIA - MSN
1 stop7h 01mAmerican Airlines
Deal found 11/24$420
This American Airlines deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:59 pmMSN - MIA
1 stop5h 57mAmerican Airlines
Sat 11/299:35 pmMIA - MSN
Nonstop3h 24mAmerican Airlines
Deal found 11/26$427
This American Airlines deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:55 pmMSN - MIA
1 stop7h 57mAmerican Airlines
Mon 12/85:33 pmMIA - MSN
1 stop7h 07mAmerican Airlines
Deal found 11/26$429

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Key Largo 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, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Madison to Key Largo that are best for you.

Fly from

Madison

Fly to

Key Largo

Route

Depart

Return

Price

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sun 2/1

5:06 pm-12:51 am

1 stop6h 45m

Miami

Sat 2/7

7:15 am-1:01 pm

1 stop6h 46m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Wed 1/21

11:00 am-5:59 pm

1 stop5h 59m

Miami

Tue 1/27

11:33 am-7:15 pm

1 stop8h 42m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 1/9

5:06 pm-12:51 am

1 stop6h 45m

Miami

Fri 1/16

7:00 am-2:40 pm

1 stop8h 40m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 1/29

3:25 pm-11:20 pm

1 stop6h 55m

Miami

Mon 2/2

11:33 am-7:15 pm

1 stop8h 42m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 1/24

7:05 am-2:50 pm

1 stop6h 45m

Miami

Mon 2/2

11:33 am-7:15 pm

1 stop8h 42m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 1/9

5:06 pm-12:51 am

1 stop6h 45m

Miami

Thu 1/15

7:00 am-2:40 pm

1 stop8h 40m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 2/3

6:30 am-1:35 pm

1 stop6h 05m

Miami

Sat 2/7

7:00 am-2:34 pm

1 stop8h 34m

$289

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Wed 1/7

6:30 am-3:05 pm

1 stop7h 35m

Miami

Tue 1/20

1:45 pm-9:05 pm

2 stops8h 20m

$312

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 2/14

6:30 am-6:16 pm

2 stops10h 46m

Miami

Sat 2/21

9:00 am-3:02 pm

1 stop7h 02m

$327

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Wed 1/28

6:16 pm-10:59 am

2 stops15h 43m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 20 results
1
2

Best time to book a flight from Madison to Key Largo

Have a flexible travel schedule? Discover the best time to fly to Key Largo from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Key Largo

How far ahead should I book a flight from Madison to Key Largo?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Key Largo. Price data was last updated on November 21, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Key Largo, you should look to book at least 4 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madison to Key Largo?

Currently, April is the cheapest month in which you can book a flight from Madison to Key Largo (average of $66). Flying from Madison to Key Largo in June is currently the most expensive (average of $216). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MSN to KE9?

Find hourly flight availability from Madison to Key Largo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

A simple way to save on the total cost of your ticket is to fly from Madison to Key Largo in the evening. If you’re flexible enough to do this you can expect to save up to 58% on your trip compared to booking a flight in the morning.

Reviews of airlines servicing Key Largo

Get insights into the airlines that provide service to Key Largo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key Largo. Reviews last updated November 26, 2025.
Read through reviews of airlines operating flights from Madison to Key Largo, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
9,046 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,038 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Madison to Key Largo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Key Largo?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Key Largo. On average, Truax Field has 0 outbound flights to Key Largo per day from 3 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Key Largo?

    Departing from Madison to Key Largo will take you 6h 45m. There are 1301 mi between Madison and Key Largo.

  • What are the most reliable airlines from Madison to Key Largo?

    Before booking your flight to Key Largo from Madison, check out the most reliable airlines to get you to your destination on time: American Airlines (0%), Qatar Airways (0%), Envoy Air( 0%).

  • What are the cheapest flights from Madison to Key Largo?

    The cheapest flight price from Madison to Key Largo is $386. On average you can expect to pay $753. The most popular route, (Madison Truax Field - Miami), can usually be booked for $289.

  • Can I find deals for flights from Madison to Key Largo that include hotel bookings?

    Yes. In addition to deals on Madison to Key Largo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Key Largo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Key Largo.

  • Can I find deals for business class flights from Madison to Key Largo?

    Yes. Cheapflights offers flight deals from Madison to Key Largo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Key Largo?

    Currently, April is the cheapest month in which you can book a flight from Madison to Key Largo (average of $66). Flying from Madison to Key Largo in June is currently the most expensive (average of $216). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Madison to Key Largo

Discover the top 3 airlines that operate flights from Madison to Key Largo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$379FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$441FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$451FlexibilityNo cancel feeOn-time69%

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