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Cheap flights from Madison to Key West (MSN - EYW) from $203

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MSN — EYW
Jun 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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The best prices from Madison Truax Field to Key West are usually found in August or January, booked 48 days in advance, depart on a Wednesday or Sunday and return on a Wednesday

Cheap flight deals from Madison to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Key West (EYW). 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 June 6, 2024.

Popular in

March

Cheapest in

August

Average price

$435

Round-trip from

$373
High demand for flights, 38% potential price rise
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Best time to find cheap flights, 31% potential price drop
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Average for round-trip flights in June 2024
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From Madison Truax Field to Key West
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What is the cheapest day to fly round-trip from Madison to Key West?

Flying to your destination on a Wednesday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Key West. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Madison to Key West?

To save on the cost of your flight from Madison to Key West, book at least 49 days before your planned departure. Booking around this time can save you about 119% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $270 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $543.

What is the cheapest month to fly from Madison to Key West?

Flights from Madison to Key West lean towards being more expensive in March. Prices are generally better when you fly from Madison to Key West in August, with the cheapest ticket starting at $261.

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

A simple way to save on the total cost of your ticket is to fly from Madison to Key West at noon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.

Madison to Key West 2024 flight deals

Discover exclusive flight deals for travel between Madison and Key West in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
These are some of the best deals we've found on flights to Key West in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 8/317:00 amMSN - EYW
1 stop5h 57mAmerican Airlines
Sat 9/141:46 pmEYW - MSN
2 stops9h 25mAmerican Airlines
Deal found 6/4$203
Fri 9/65:47 amMSN - EYW
2 stops10h 42mAmerican Airlines
Wed 9/112:56 pmEYW - MSN
2 stops8h 15mAmerican Airlines
Deal found 6/5$208
Sat 8/311:53 pmMSN - EYW
1 stop4h 45mDelta
Sat 9/147:25 amEYW - MSN
1 stop6h 03mDelta
Deal found 6/4$216
Fri 9/66:53 amMSN - EYW
1 stop6h 21mAmerican Airlines
Wed 9/115:13 pmEYW - MSN
1 stop5h 58mAmerican Airlines
Deal found 6/6$248
Fri 9/66:53 amMSN - EYW
1 stop6h 21mAmerican Airlines
Wed 9/1111:59 amEYW - MSN
2 stops7h 05mAmerican Airlines
Deal found 6/5$253
Sat 8/316:18 amMSN - EYW
2 stops11h 40mAmerican Airlines
Sat 9/142:56 pmEYW - MSN
2 stops8h 15mAmerican Airlines
Deal found 6/4$258
Fri 9/65:50 amMSN - EYW
1 stop6h 45mDelta
Wed 9/116:16 pmEYW - MSN
1 stop4h 47mDelta
Deal found 6/4$292
Fri 8/27:15 amMSN - EYW
1 stop5h 52mAmerican Airlines
Mon 8/53:44 pmEYW - MSN
1 stop8h 26mAmerican Airlines
Deal found 6/6$298
Fri 8/25:35 amMSN - EYW
1 stop7h 55mAmerican Airlines
Mon 8/511:05 amEYW - MSN
2 stops11h 56mAmerican Airlines
Deal found 6/6$303

Find flights from Madison to Key West within your budget

Customize your flight search to find flights from Madison to Key West 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 3,050,429 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$203 - $458

Route

Depart

Return

Price

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 8/31

1 stop5h 57m

Key West

Sat 9/14

2 stops9h 25m

$203

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 9/6

2 stops10h 42m

Key West

Wed 9/11

2 stops8h 15m

$208

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 8/31

1 stop4h 45m

Key West

Sat 9/14

1 stop6h 03m

$216

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 9/6

1 stop6h 21m

Key West

Wed 9/11

1 stop5h 58m

$248

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 9/6

1 stop6h 21m

Key West

Wed 9/11

2 stops7h 05m

$253

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 8/31

2 stops11h 40m

Key West

Sat 9/14

2 stops8h 15m

$258

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 9/6

1 stop6h 45m

Key West

Wed 9/11

1 stop4h 47m

$292

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 9/6

1 stop6h 45m

Key West

Wed 9/11

1 stop4h 47m

$346

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Mon 11/18

1 stop7h 15m

Key West

Fri 11/22

1 stop6h 23m

$458

Flights are sorted by cheapest first

Deals found on 6/4

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Key West. Price data was last updated on May 31, 2024.
The price you pay for your flight from Madison to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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What is the cheapest day to fly from Madison to Key West?

Use this chart to determine the cheapest time to fly round-trip from Madison to Key West. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Madison to Key West flight should consider departing on Wednesday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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Best time to book a flight from Madison to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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.

Temperature and rainfall in Key West by month

Plan your trip to Key West by taking into account the average temperature and rainfall totals by month.

EYW

Temperature

69.8 - 84.2 °F

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June 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 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 West. Reviews last updated June 6, 2024.
Read reviews from past customers who have flown Delta, American Airlines and United Airlines from Madison to Key West. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

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.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

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.

United Airlines
7.4
Good
10,696 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

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.

American Airlines
7.3
Good
14,227 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

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 Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Madison to Key West for under $300 on Cheapflights?

    Yes, there are multiple flights from Madison to Key West for under $300. The cheapest flight booked recently is on American Airlines for just $203, but on average you can expect to pay $377.

  • What are the cheapest airlines flying from Madison to Key West round-trip?

    According to our current data, American Airlines ($203), Delta ($216), and United Airlines ($458) offers the cheapest pricing from Madison to Key West. You may be able to fly from Madison to Key West for 59% less than the average price by searching for these airlines.

  • What does MSN to EYW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Madison Truax Field Airport to Key West Airport flight would often be abbreviated as a MSN to EYW flight.

  • Can I find deals for flights from Madison to Key West that include extra baggage allowance?

    The amount of baggage you can bring on your Madison to Key West flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Madison to Key West with specific airlines?

    Yes, Cheapflights allows you to browse and filter Madison to Key West flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Madison to Key West that allow pets onboard?

    Many airlines flying from Madison to Key West offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Madison to Key West?

    Yes, you can often find last-minute deals on Madison to Key West flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Madison to Key West flight deals updated?

    The Madison to Key West flight deals you see on this page were last updated on 6/6.

  • What are the most popular airlines that fly from Madison to Key West?

    The most popular airlines flying from Madison to Key West are American Airlines, Delta and United Airlines. Something to consider prior to booking your flight.

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

    Currently, August is the cheapest month in which you can book a flight from Madison to Key West (average of $373). Flying from Madison to Key West in March is currently the most expensive (average of $503). 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.

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Top 3 airlines flying from Madison to Key West

Discover the top 3 airlines that operate flights from Madison to Key West. 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 3,050,429 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$237Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$466FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$355Average$558FlexibilityNo cancel feeOn-time69%
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Search flights from Madison to Key West by cabin class

Find flights from Madison to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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