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Madison

$75+ Cheap flights from Florida Keys to Madison (MSN)

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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MSN
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Florida Keys to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Florida Keys (zzEOA) to Madison (MSN). 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 enero 21, 2025.

Round-trip from

$209
(American Airlines)

One-way from

$75
(Frontier)
From Florida Keys to Madison Truax Field
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One-way flight from Florida Keys to Madison Truax Field
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Find flight deals from Florida Keys to Madison

Cheapest flights from Florida Keys to Madison
Explore the most affordable flight options available from Florida Keys to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/21. 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.
mié. 4/94:54 pmEYW - MSN
1 stop6h 55mAmerican Airlines
mar. 4/156:00 amMSN - EYW
1 stop7h 25mAmerican Airlines
Deal found 1/21$209
This United Airlines deal was found by Cheapflights users on 1/21. 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.
mié. 4/164:04 pmEYW - MSN
1 stop6h 24mUnited Airlines
mar. 4/226:30 amMSN - EYW
1 stop7h 34mUnited Airlines
Deal found 1/21$289
This Delta deal was found by Cheapflights users on 1/21. 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.
mar. 4/291:45 pmMIA - MSN
1 stop9h 47mDelta
mar. 6/172:00 pmMSN - MIA
1 stop7h 57mDelta
Deal found 1/21$307
This Delta deal was found by Cheapflights users on 1/21. 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.
mié. 4/166:00 pmEYW - MSN
1 stop5h 34mDelta
mar. 4/2210:50 amMSN - EYW
2 stops8h 39mDelta
Deal found 1/21$308
This United Airlines deal was found by Cheapflights users on 1/20. 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.
mié. 2/197:00 amMIA - MSN
1 stop7h 44mUnited Airlines
mié. 2/261:05 pmMSN - MIA
2 stops9h 54mUnited Airlines
Deal found 1/20$312
This Frontier deal was found by Cheapflights users on 1/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/206:25 amMIA - MSN
1 stop7h 39mFrontier
jue. 3/272:04 pmMSN - MIA
1 stop14h 12mFrontier
Deal found 1/20$356
This American Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 3/76:01 amMIA - MSN
1 stop6h 15mAmerican Airlines
lun. 3/101:18 pmMSN - MIA
1 stop6h 04mAmerican Airlines
Deal found 1/21$361
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/198:25 pmMIA - MSN
2 stops22h 56mMultiple Airlines
mié. 2/266:16 pmMSN - MIA
3 stops23h 09mMultiple Airlines
Deal found 1/20$422

Find flights from Florida Keys to Madison within your budget

Customize your flight search to find flights from Florida Keys to Madison 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Key WestMadison

EYW - MSN

EYWMSN

Key West

mié. 4/9

4:54 pm-10:49 pm

1 stop6h 55m

Madison Truax Field

mar. 4/15

6:00 am-2:25 pm

1 stop7h 25m

$209

Key WestMadison

EYW - MSN

EYWMSN

Key West

mié. 4/16

4:04 pm-9:28 pm

1 stop6h 24m

Madison Truax Field

mar. 4/22

6:30 am-3:04 pm

1 stop7h 34m

$289

MiamiMadison

MIA - MSN

MIAMSN

Miami

mar. 4/29

1:45 pm-10:32 pm

1 stop9h 47m

Madison Truax Field

mar. 6/17

2:00 pm-10:57 pm

1 stop7h 57m

$307

Key WestMadison

EYW - MSN

EYWMSN

Key West

mié. 4/16

6:00 pm-10:34 pm

1 stop5h 34m

Madison Truax Field

mar. 4/22

10:50 am-8:29 pm

2 stops8h 39m

$308

MiamiMadison

MIA - MSN

MIAMSN

Miami

mié. 2/19

7:00 am-1:44 pm

1 stop7h 44m

Madison Truax Field

mié. 2/26

1:05 pm-11:59 pm

2 stops9h 54m

$312

MiamiMadison

MIA - MSN

MIAMSN

Miami

jue. 3/20

6:25 am-1:04 pm

1 stop7h 39m

Madison Truax Field

jue. 3/27

2:04 pm-5:16 am

1 stop14h 12m

$356

MiamiMadison

MIA - MSN

MIAMSN

Miami

vie. 3/7

6:01 am-11:16 am

1 stop6h 15m

Madison Truax Field

lun. 3/10

1:18 pm-8:22 pm

1 stop6h 04m

$361

MiamiMadison

MIA - MSN

MIAMSN

Miami

mié. 2/19

8:25 pm-6:21 pm

2 stops22h 56m

Madison Truax Field

mié. 2/26

6:16 pm-6:25 pm

3 stops23h 09m

$422

MiamiMadison

MIA - MSN

MIAMSN

Miami

jue. 3/20

6:25 am-1:04 pm

1 stop7h 39m

$75

MiamiMadison

MIA - MSN

MIAMSN

Miami

mar. 3/25

7:00 am-2:10 pm

1 stop8h 10m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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

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

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

Rainfall in Madison by month

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

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

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

If weather is an important factor for your trip to Madison, 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 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated enero 21, 2025.
Peruse reviews from past customers who have flown with American Airlines, United Airlines and Delta from Florida Keys to Madison to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.1
Okay
3,443 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Madison. 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 into for flights to Madison from Florida Keys?

    For a flight from Florida Keys to Madison, you will be flying into Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $75. Delta flights start at $154 while deals on American Airlines start at $181 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Madison (average of $338). Flying from Florida Keys to Madison in June is currently the most expensive (average of $423). 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

Traveling to a place near Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Portage
Middleton
Baraboo

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Alternative routes for Florida Keys to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Florida Keys to Madison

Discover the top airline that operate flights from Florida Keys to Madison. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$238Average$398FlexibilityNo cancel feeOn-time71%
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