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Key Largo

$105+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIA
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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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 January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$195
(Frontier)

One-way from

$105
(Frontier)

Popular in

December

Cheapest in

August

Average price

$454
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. 7% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 12, 2026.

This Frontier deal was found by Cheapflights users on 1/11. 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.
Thu 4/26:14 pm
MSN
-
MIA
1 stop10h 05m
Frontier
Thu 4/96:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/11$195
This Frontier deal was found by Cheapflights users on 1/10. 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.
Thu 3/267:56 pm
MSN
-
MIA
1 stop8h 42m
Frontier
Thu 4/26:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/10$250
This Frontier deal was found by Cheapflights users on 1/10. 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 4/56:14 pm
MSN
-
MIA
1 stop10h 05m
Frontier
Thu 4/96:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/10$255
This Frontier deal was found by Cheapflights users on 1/12. 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.
Mon 3/97:56 pm
MSN
-
MIA
1 stop8h 42m
Frontier
Fri 3/135:50 am
MIA
-
MSN
1 stop14h 21m
Frontier
Deal found 1/12$279
This Frontier deal was found by Cheapflights users on 1/10. 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.
Thu 3/267:56 pm
MSN
-
MIA
1 stop8h 42m
Frontier
Sun 4/56:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/10$280
This Frontier deal was found by Cheapflights users on 1/12. 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.
Mon 3/307:56 pm
MSN
-
MIA
1 stop8h 42m
Frontier
Sun 4/56:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/12$300
This Frontier deal was found by Cheapflights users on 1/10. 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.
Thu 4/96:14 pm
MSN
-
MIA
1 stop10h 05m
Frontier
Sun 4/126:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/10$305
This Delta deal was found by Cheapflights users on 1/11. 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.
Wed 4/15:15 pm
MSN
-
MIA
1 stop6h 41m
Delta
Tue 4/77:00 am
MIA
-
MSN
1 stop8h 28m
Delta
Deal found 1/11$307
This Frontier deal was found by Cheapflights users on 1/11. 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 3/297:56 pm
MSN
-
MIA
1 stop8h 42m
Frontier
Thu 4/26:25 am
MIA
-
MSN
1 stop11h 49m
Frontier
Deal found 1/11$310
This United Airlines deal was found by Cheapflights users on 1/12. 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.
Wed 2/116:30 am
MSN
-
MIA
1 stop7h 35m
United Airlines
Wed 2/1810:55 am
MIA
-
MSN
2 stops9h 03m
United Airlines
Deal found 1/12$312
This American Airlines deal was found by Cheapflights users on 1/11. 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 2/1411:22 am
MSN
-
MIA
1 stop7h 46m
American Airlines
Sat 2/218:49 am
MIA
-
MSN
1 stop9h 03m
American Airlines
Deal found 1/11$313
This United Airlines deal was found by Cheapflights users on 1/10. 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.
Sat 2/78:11 am
MSN
-
MIA
1 stop8h 04m
United Airlines
Sat 2/149:00 am
MIA
-
MSN
1 stop6h 07m
United Airlines
Deal found 1/10$318

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 January 12, 2026.
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

Wed 4/8

3:08 pm-11:18 pm

1 stop7h 10m

Miami

Wed 4/15

6:00 am-10:32 am

1 stop5h 32m

$307

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Wed 4/1

5:15 pm-12:56 am

1 stop6h 41m

Miami

Tue 4/7

7:00 am-2:28 pm

1 stop8h 28m

$307

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 3/31

1:24 pm-9:18 pm

1 stop6h 54m

Miami

Wed 4/8

8:00 am-12:41 pm

1 stop5h 41m

$307

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 4/11

3:53 pm-10:45 pm

1 stop5h 52m

Miami

Fri 4/17

8:55 am-3:10 pm

1 stop7h 15m

$318

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 3/30

5:15 pm-12:56 am

1 stop6h 41m

Miami

Tue 4/7

7:00 am-2:28 pm

1 stop8h 28m

$318

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 2/20

3:30 pm-11:20 pm

1 stop6h 50m

Miami

Tue 2/24

7:00 am-2:11 pm

1 stop8h 11m

$318

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 3/30

5:15 pm-12:56 am

1 stop6h 41m

Miami

Wed 4/8

6:00 am-10:41 am

1 stop5h 41m

$318

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 4/6

5:15 pm-12:56 am

1 stop6h 41m

Miami

Tue 4/14

8:04 am-12:46 pm

1 stop5h 42m

$318

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 2/6

12:32 pm-11:59 pm

2 stops10h 27m

Miami

Thu 2/12

9:00 am-2:07 pm

1 stop6h 07m

$334

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 2/20

2:48 pm-10:20 pm

1 stop6h 32m

Miami

Tue 2/24

1:38 pm-9:07 pm

2 stops8h 29m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Showing 1-10 of 18 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 January 9, 2026.

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 $62). Flying from Madison to Key Largo in July 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 January 12, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Key Largo as you normally would.

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 January 12, 2026.
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
8,039 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

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
8,039 reviews
Delta
7.9
Good
8,039 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

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
9,149 reviews
Delta
7.9
Good
8,039 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

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
11,114 reviews
Delta
7.9
Good
8,039 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

7.9

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 7h 10m. There are 1301 mi between Madison and Key Largo.

  • What are the cheapest airlines to fly from Madison to Key Largo one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $179. Users have also found prices from $197 and $219 on Delta and United Airlines, respectively.

  • 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: Republic Airways (100%), American Airlines (75%), Qatar Airways( 75%).

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

    The cheapest flight price from Madison to Key Largo is $554. On average you can expect to pay $1,532. The most popular route, (Madison Truax Field - Miami), can usually be booked for $307.

  • 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 $62). Flying from Madison to Key Largo in July 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 January 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$365FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$250Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$409FlexibilityNo cancel feeOn-time69%

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