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Cheap flights from Madison to Key West (MSN - EYW) from $245

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 12/3. 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
May 27 — Jun 31
From?
To?
Mon 5/27
Mon 6/3
1 adult, Economy
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The best prices from Madison Truax Field to Key West are usually found in January or August, booked 48 days in advance, depart on a Wednesday or Tuesday 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 May 22, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$374

One-way from

$298
High demand for flights, 38% potential price rise
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Best time to find cheap flights, 30% potential price drop
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From Madison Truax Field to Key West
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One-way flight 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 January, with the cheapest ticket starting at $233.

When is the cheapest time to fly from Madison to Key West (MSN - 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 19% on your trip compared to booking a flight in the morning.

Cheap American Airlines flights from Madison to Key West

Explore cheap flight options specifically provided by American Airlines for the route between Madison and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Peruse some of the lowest-priced American Airlines flights we've found from Madison to Key West. Be sure to come back soon if the deals available don't appeal to you at this time.
Thu 8/156:34 amMSN - EYW
2 stops11h 24mAmerican Airlines
Mon 8/192:47 pmEYW - MSN
1 stop8h 32mAmerican Airlines
Deal found 5/21$250
Thu 8/156:34 amMSN - EYW
1 stop8h 36mAmerican Airlines
Mon 8/192:47 pmEYW - MSN
1 stop8h 32mAmerican Airlines
Deal found 5/21$291
Thu 8/156:34 amMSN - EYW
2 stops11h 24mAmerican Airlines
Mon 8/191:41 pmEYW - MSN
2 stops9h 38mAmerican Airlines
Deal found 5/21$411
Thu 7/186:45 amMSN - EYW
1 stop8h 37mAmerican Airlines
Mon 7/222:40 pmEYW - MSN
1 stop8h 19mAmerican Airlines
Deal found 5/21$447
Thu 7/186:05 amMSN - EYW
2 stops11h 55mAmerican Airlines
Mon 7/224:24 pmEYW - MSN
1 stop6h 35mAmerican Airlines
Deal found 5/21$452
Tue 6/116:45 amMSN - EYW
1 stop8h 27mAmerican Airlines
Fri 6/143:25 pmEYW - MSN
1 stop9h 00mAmerican Airlines
Deal found 5/22$494
Thu 7/47:13 amMSN - EYW
2 stops10h 46mAmerican Airlines
Mon 7/84:24 pmEYW - MSN
1 stop6h 35mAmerican Airlines
Deal found 5/21$553
Thu 7/46:40 amMSN - EYW
1 stop6h 09mAmerican Airlines
Mon 7/84:24 pmEYW - MSN
1 stop6h 35mAmerican Airlines
Deal found 5/21$557
Thu 7/47:13 amMSN - EYW
2 stops10h 46mAmerican Airlines
Mon 7/82:19 pmEYW - MSN
2 stops8h 40mAmerican Airlines
Deal found 5/21$558

Cheap United Airlines flights from Madison to Key West

Explore cheap flight options specifically provided by United Airlines for the route between Madison and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Have a look at some of the cheapest available United Airlines flights departing from Madison and landing in Key West. Check back soon if you're not seeing flights that suit your needs.
Thu 8/156:32 amMSN - EYW
3 stops27h 03mUnited Airlines
Mon 8/1911:45 amEYW - MSN
2 stops25h 06mUnited Airlines
Deal found 5/21$633
Thu 7/186:32 amMSN - EYW
2 stops31h 03mUnited Airlines
Mon 7/2211:20 amEYW - MSN
3 stops27h 46mUnited Airlines
Deal found 5/21$732

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 2,730,072 searches. Data last updated May 22, 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.
Tue 12/37:22 amMSN - EYW
1 stop8h 31mAmerican Airlines
Tue 12/104:28 pmEYW - MSN
1 stop5h 56mAmerican Airlines
Deal found 5/21$245
Tue 12/37:22 amMSN - EYW
1 stop8h 31mAmerican Airlines
Tue 12/103:13 pmEYW - MSN
2 stops7h 01mAmerican Airlines
Deal found 5/21$248
Thu 8/156:34 amMSN - EYW
2 stops11h 24mAmerican Airlines
Mon 8/192:47 pmEYW - MSN
1 stop8h 32mAmerican Airlines
Deal found 5/21$250
Thu 8/156:34 amMSN - EYW
1 stop8h 36mAmerican Airlines
Mon 8/192:47 pmEYW - MSN
1 stop8h 32mAmerican Airlines
Deal found 5/21$291
Tue 12/37:22 amMSN - EYW
2 stops10h 10mAmerican Airlines
Tue 12/103:13 pmEYW - MSN
2 stops7h 01mAmerican Airlines
Deal found 5/21$300
Mon 12/97:19 amMSN - EYW
1 stop6h 49mAmerican Airlines
Fri 12/138:15 amEYW - MSN
1 stop8h 25mAmerican Airlines
Deal found 5/21$355
Thu 8/156:34 amMSN - EYW
2 stops11h 24mAmerican Airlines
Mon 8/191:41 pmEYW - MSN
2 stops9h 38mAmerican Airlines
Deal found 5/21$411
Thu 7/186:45 amMSN - EYW
1 stop8h 37mAmerican Airlines
Mon 7/222:40 pmEYW - MSN
1 stop8h 19mAmerican Airlines
Deal found 5/21$447
Thu 7/186:05 amMSN - EYW
2 stops11h 55mAmerican Airlines
Mon 7/224:24 pmEYW - MSN
1 stop6h 35mAmerican Airlines
Deal found 5/21$452

One-way flights to Key West from Madison

Search for one-way flight options from Madison to Key West. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Take a look at some of the best available options we've come across on one-way flights from Madison to Key West. Users in need of a round-trip flight from Madison to Key West instead should update the search form at the top of page.
Sun 7/77:15 amMSN - EYW
1 stop7h 39mAmerican Airlines
Deal found 5/21$298
Sun 5/264:02 pmMSN - EYW
2 stops21h 38mUnited Airlines
Deal found 5/21$322
Sun 7/76:15 amMSN - EYW
2 stops8h 39mAmerican Airlines
Deal found 5/21$384
Sun 5/266:20 amMSN - EYW
3 stops30h 49mUnited Airlines
Deal found 5/21$552
Sun 5/267:00 amMSN - EYW
1 stop8h 08mAmerican Airlines
Deal found 5/21$563
Sun 7/76:08 pmMSN - EYW
3 stops19h 01mUnited Airlines
Deal found 5/21$3,121

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 2,730,072 searches. Data last updated May 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$250 - $732

Route

Depart

Return

Price

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 8/15

2 stops11h 24m

Key West

Mon 8/19

1 stop8h 32m

$250

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 8/15

1 stop8h 36m

Key West

Mon 8/19

1 stop8h 32m

$291

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 8/15

2 stops11h 24m

Key West

Mon 8/19

2 stops9h 38m

$411

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 7/18

1 stop8h 37m

Key West

Mon 7/22

1 stop8h 19m

$447

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 7/18

2 stops11h 55m

Key West

Mon 7/22

1 stop6h 35m

$452

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Tue 6/11

1 stop8h 27m

Key West

Fri 6/14

1 stop9h 00m

$494

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 7/4

2 stops10h 46m

Key West

Mon 7/8

1 stop6h 35m

$553

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 8/15

3 stops27h 03m

Key West

Mon 8/19

2 stops25h 06m

$633

Madison Truax FieldKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 7/18

2 stops31h 03m

Key West

Mon 7/22

3 stops27h 46m

$732

Flights are sorted by cheapest first

Deals found on 5/21

When is the best time to 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 22, 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.
Search Deals

When is the cheapest time 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 May 19, 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.
Search Deals

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

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 May 22, 2024.
Read reviews from past customers who have flown 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.
United Airlines
7.4
Good
10,870 reviews
Check prices

Entertainment

7.1

Food

6.7

Crew

8.1

Comfort

7.2

Overall

7.4

Boarding

7.7

Reviews

1 / 10

For a first class fair this was the worse ever. 1. Long delay departing. 2. Long time landing. 3. Late getting car hire. 4. No compensation whatsoever. Do I need to say more. You check it out yourself.

United Airlines
7.4
Good
10,870 reviews
United Airlines
7.4
Good
10,870 reviews
Check prices

Entertainment

7.1

Food

6.7

Crew

8.1

Comfort

7.2

Overall

7.4

Boarding

7.7

Reviews

1 / 10

For a first class fair this was the worse ever. 1. Long delay departing. 2. Long time landing. 3. Late getting car hire. 4. No compensation whatsoever. Do I need to say more. You check it out yourself.

American Airlines
7.3
Good
14,421 reviews
United Airlines
7.4
Good
10,870 reviews
Check prices

Entertainment

7.1

Food

6.7

Crew

8.1

Comfort

7.2

Overall

7.4

Boarding

7.7

Reviews

1 / 10

For a first class fair this was the worse ever. 1. Long delay departing. 2. Long time landing. 3. Late getting car hire. 4. No compensation whatsoever. Do I need to say more. You check it out yourself.

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 $250, but on average you can expect to pay $519.

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

    According to our current data, American Airlines ($250), and United Airlines ($633) offers the cheapest pricing from Madison to Key West. You may be able to fly from Madison to Key West for 50% 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 5/21.

  • 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.

  • When is the best time to book a flight from Madison to Key West?

    Currently, January is the cheapest month in which you can book a flight from Madison to Key West (average of $374). 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 2,730,072 searches. Data last updated May 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$438FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$245Average$471FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$355Average$558FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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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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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Madison to Key West?

Cheapflights helps you search for flights from Madison to Key West via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Madison to Key West?

Cheapflights simply makes it quick and affordable to book flights from Madison to Key West by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Madison to Key West with no change fees?

Yes, we can. To see specific flights from Madison to Key West with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Madison to Key West become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Key West from Madison today and book when prices fit your budget.

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