Florida Keys

$118+ Cheap flights from Madison (MSN) to Florida Keys

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — EYW
Dec 27 — Jan 31
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Cheap flight deals from Madison to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Florida Keys (zzEOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$236
(Delta)

One-way from

$118
(Delta)
From Madison Truax Field to Florida Keys
One-way flight from Madison Truax Field to Florida Keys

Find flight deals from Madison to Florida Keys

Cheapest flights from Madison to Florida Keys
Explore the most affordable flight options available from Madison to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This United Airlines deal was found by Cheapflights users on 12/21. 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.
Tue 12/315:00 amMSN - MIA
1 stop5h 46mUnited Airlines
Tue 1/79:00 amMIA - MSN
1 stop7h 08mUnited Airlines
Deal found 12/21$311
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Mon 12/306:00 amMSN - EYW
2 stops9h 16mAmerican Airlines
Wed 4/305:22 pmEYW - MSN
1 stop4h 51mAmerican Airlines
Deal found 12/21$328
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/285:18 pmMSN - MIA
1 stop6h 37mAmerican Airlines
Tue 12/314:00 pmMIA - MSN
1 stop7h 06mAmerican Airlines
Deal found 12/22$392
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/235:47 amMSN - EYW
1 stop5h 20mDelta
Mon 12/303:50 pmEYW - MSN
1 stop6h 34mDelta
Deal found 12/21$408
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/311:55 pmMSN - MIA
2 stops20h 11mMultiple Airlines
Tue 1/79:45 amMIA - MSN
2 stops24h 23mMultiple Airlines
Deal found 12/21$474
This Delta deal was found by Cheapflights users on 12/21. 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 12/295:59 pmMSN - MIA
1 stop5h 55mDelta
Tue 12/313:29 pmMIA - MSN
1 stop6h 10mDelta
Deal found 12/21$510
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/315:00 amMSN - EYW
2 stops12h 55mUnited Airlines
Tue 1/710:55 amEYW - MSN
2 stops11h 08mUnited Airlines
Deal found 12/20$584
This Sun Country Air deal was found by Cheapflights users on 12/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:00 pmMSN - MIA
2 stops42h 59mSun Country Air
Sat 1/48:30 pmMIA - MSN
2 stops43h 25mSun Country Air
Deal found 12/21$1,313

Find flights from Madison to Florida Keys within your budget

Customize your flight search to find flights from Madison to Florida Keys 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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 1/21

5:09 pm-12:51 am

1 stop6h 42m

Miami

Sat 1/25

7:00 am-12:15 pm

1 stop6h 15m

$236

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 1/29

11:17 am-8:11 pm

1 stop7h 54m

Key West

Wed 2/5

3:03 pm-9:32 pm

1 stop7h 29m

$268

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 1/29

6:00 am-7:07 pm

2 stops12h 07m

Key West

Wed 2/5

1:45 pm-9:10 pm

2 stops8h 25m

$278

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 1/18

3:53 pm-10:21 pm

1 stop5h 28m

Miami

Sat 1/25

5:25 pm-11:46 pm

1 stop7h 21m

$306

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 1/25

3:20 pm-12:46 am

1 stop8h 26m

Miami

Sun 2/2

5:18 am-11:00 am

1 stop6h 42m

$329

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Thu 3/6

2:04 pm-5:16 am

1 stop14h 12m

Miami

Sun 3/9

6:25 am-1:04 pm

1 stop7h 39m

$374

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Mon 2/17

6:30 am-6:55 pm

2 stops11h 25m

Key West

Wed 2/26

12:12 pm-9:14 pm

2 stops10h 02m

$411

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 2/22

6:16 pm-2:58 pm

2 stops19h 42m

Miami

Thu 2/27

10:32 am-9:14 am

2 stops23h 42m

$465

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Tue 1/21

6:00 am-2:37 pm

1 stop7h 37m

$118

MadisonMiami

MSN - MIA

MSNMIA

Madison Truax Field

Sat 1/18

3:53 pm-10:21 pm

1 stop5h 28m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 17 results
1
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Best time to book a flight from Madison to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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.

Travel insights for flights from Madison to Florida Keys

Get recent, data-driven insights about flights from Madison to Florida Keys including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Madison to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Madison to Florida Keys (average of $328). Flying from Madison to Florida Keys in March is currently the most expensive (average of $536). 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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated December 22, 2024.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Madison to Florida Keys by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,594 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

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.

8.0
Very good
8,594 reviews
8.0
Very good
8,594 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

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.

7.4
Good
9,028 reviews
8.0
Very good
8,594 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

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.

7.2
Good
10,000 reviews
8.0
Very good
8,594 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

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.

6.1
Okay
3,472 reviews
8.0
Very good
8,594 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

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 Florida Keys. 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 Florida Keys?

    Located just 5.4 mi from the city center, Madison Truax Field (MSN) is the airport most travelers will use when flying to Florida Keys from Madison.

  • What are the cheapest airlines to fly from Madison to Florida Keys one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $118. United Airlines flights start at $153 while deals on American Airlines start at $154 one-way.

  • Can I find deals for flights from Madison to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Madison to Florida Keys?

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

  • Can I find deals for business class flights from Madison to Florida Keys?

    Yes. Cheapflights offers flight deals from Madison to Florida Keys 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 Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Madison to Florida Keys (average of $328). Flying from Madison to Florida Keys in March is currently the most expensive (average of $536). 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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Alternative routes for Madison to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Madison to Florida Keys

Discover the top 3 airlines that operate flights from Madison to Florida Keys. 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$238Average$418FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$250Average$436FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$319Average$508FlexibilityNo cancel feeOn-time69%
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