HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key Largo

$99+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIA
May 12 — May 191
Tue 5/12
Tue 5/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Key Largo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 April 12, 2026.

This Frontier deal was found by Cheapflights users on 4/11. 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 4/262:37 pm
MSN
-
MIA
1 stop13h 28m
Frontier
Thu 4/307:00 am
MIA
-
MSN
1 stop7h 52m
Frontier
Deal found 4/11$205
This Frontier deal was found by Cheapflights users on 4/11. 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 4/192:37 pm
MSN
-
MIA
1 stop13h 28m
Frontier
Sun 5/176:30 am
MIA
-
MSN
1 stop13h 44m
Frontier
Deal found 4/11$230
This Frontier deal was found by Cheapflights users on 4/11. 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 5/77:59 pm
MSN
-
MIA
1 stop8h 39m
Frontier
Sun 5/176:30 am
MIA
-
MSN
1 stop13h 44m
Frontier
Deal found 4/11$250
This Frontier deal was found by Cheapflights users on 4/9. 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 4/232:37 pm
MSN
-
MIA
1 stop13h 28m
Frontier
Sun 4/267:00 am
MIA
-
MSN
1 stop7h 52m
Frontier
Deal found 4/9$252
This Frontier deal was found by Cheapflights users on 4/6. 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 4/192:37 pm
MSN
-
MIA
1 stop13h 28m
Frontier
Sun 6/76:30 am
MIA
-
MSN
1 stop13h 44m
Frontier
Deal found 4/6$270
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:50 pm
MSN
-
MIA
1 stop17h 32m
Multiple Airlines
Wed 5/208:47 pm
MIA
-
MSN
2 stops36h 38m
Multiple Airlines
Deal found 4/6$287
This Frontier deal was found by Cheapflights users on 4/7. 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 5/77:59 pm
MSN
-
MIA
1 stop8h 39m
Frontier
Sun 5/106:30 am
MIA
-
MSN
1 stop13h 44m
Frontier
Deal found 4/7$290
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:50 pm
MSN
-
MIA
1 stop17h 32m
Multiple Airlines
Tue 5/1211:23 am
MIA
-
MSN
2 stops22h 51m
Multiple Airlines
Deal found 4/11$300
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:50 pm
MSN
-
MIA
1 stop17h 32m
Multiple Airlines
Thu 5/145:05 am
MIA
-
MSN
1 stop28h 20m
Multiple Airlines
Deal found 4/11$313

Find 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 April 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Frontier)

One-way from

$99
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$404
Provider with most accurate pricing for Madison Truax Field-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Miami flights.
Search Deals
From Madison Truax Field to Key Largo
Search Deals
One-way flight from Madison Truax Field to Key Largo
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 12, 2026.
Use the filters below to find and compare flights from Madison to Key Largo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 5/16

6:30 am-2:57 pm

1 stop7h 27m

Miami

Mon 5/18

4:20 pm-10:54 pm

1 stop7h 34m

$367

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 4/28

3:53 pm-10:45 pm

1 stop5h 52m

Miami

Sat 5/2

7:00 am-7:07 pm

2 stops13h 07m

$464

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 5/9

8:10 am-6:18 pm

2 stops9h 08m

Miami

Wed 5/13

10:16 am-9:20 pm

2 stops12h 04m

$469

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sun 5/31

3:53 pm-10:27 pm

1 stop5h 34m

Miami

Sat 6/6

5:24 pm-10:27 pm

1 stop6h 03m

$470
Quickest round-trip

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 5/29

3:53 pm-10:27 pm

1 stop5h 34m

Miami

Sat 6/6

4:06 pm-8:49 pm

1 stop5h 43m

$480

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 5/7

6:30 am-4:16 pm

2 stops8h 46m

Miami

Sun 5/10

7:30 am-2:16 pm

1 stop7h 46m

$485

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 4/25

3:53 pm-10:45 pm

1 stop5h 52m

Miami

Wed 4/29

7:40 am-4:49 pm

1 stop10h 09m

$489

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 4/25

6:30 am-6:42 pm

2 stops11h 12m

Miami

Sat 5/2

7:00 am-7:07 pm

2 stops13h 07m

$494

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Fri 5/8

2:30 pm-10:33 pm

1 stop7h 03m

Miami

Wed 5/13

10:16 am-9:20 pm

2 stops12h 04m

$495
Cheapest one-way

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Mon 6/8

6:50 pm-11:03 pm

2 stops27h 13m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 19 resultsSorted by cheapest first
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 April 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 60 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 $78). Flying from Madison to Key Largo in September is currently the most expensive (average of $141). 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 April 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.

How much does it cost to fly round-trip from Madison to Key Largo?

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 April 12, 2026.
Read through reviews of airlines operating flights from Madison to Key Largo, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,408 reviews

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
8,408 reviews
Delta
7.9
Good
8,408 reviews

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
9,574 reviews
Delta
7.9
Good
8,408 reviews

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
7.1
Good
11,570 reviews
Delta
7.9
Good
8,408 reviews

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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 27m. 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 (78%), Envoy Air (78%), Qatar Airways( 75%).

  • 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 $78). Flying from Madison to Key Largo in September is currently the most expensive (average of $141). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Key Largo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to Miami flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Myers flights
Minneapolis to Miami flights
Minneapolis to Fort Myers flights
Minneapolis to Tampa flights
O'Hare Intl to Jacksonville flights
Minneapolis to Fort Lauderdale flights
O'Hare Intl to Sarasota flights
Milwaukee to Orlando flights
O'Hare Intl to Panama City flights
O'Hare Intl to Pensacola flights
O'Hare Intl to West Palm Beach flights
Minneapolis to Valparaiso flights
O'Hare Intl to Key West flights
Milwaukee to Tampa flights
Minneapolis to Sarasota flights
Madison to Sarasota flights
Appleton to Pensacola flights
Appleton to Orlando flights
Milwaukee to Miami flights
Minneapolis to Jacksonville flights
Green Bay to Pensacola flights
Milwaukee to Fort Myers flights
Appleton to Tampa flights
Minneapolis to Pensacola flights
Madison to Fort Myers flights
Madison to Tampa flights
Minneapolis to Panama City flights
Madison to Miami flights
Milwaukee to Fort Lauderdale flights
Appleton to Miami flights
Appleton to Sarasota flights
Appleton to Orlando Sanford Intl flights
Madison to Orlando flights
Minneapolis to West Palm Beach flights
Appleton to Fort Myers flights
Milwaukee to Jacksonville flights
Milwaukee to Panama City flights
Milwaukee to West Palm Beach flights
Green Bay to Orlando flights
Madison to Fort Lauderdale flights
Milwaukee to Sarasota flights
Madison to Pensacola flights
Appleton to St Petersburg flights
Appleton to Jacksonville flights

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 April 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$375FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$251Average$427FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$401FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights