Which airports can I use when flying from Key West to Madison?

Flights from Key West to Madison usually depart from Key West (EYW) and arrive at Madison Truax Field (MSN).

What cabin classes can I book on flights from Key West to Madison?

Only Economy Class is available on flights from Key West to Madison.

Which airports do connecting flights from Key West to Madison pass through?

Connecting flights from Key West to Madison most commonly pass through: • Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections • Chicago O'Hare Intl (ORD) - 50% of one-stop connections Together, these airports account for 100% of one-stop bookings on this route.

Can I save money by using flexible dates for flights from Key West to Madison?

Yes. Being flexible with your travel dates can save you up to 35% on the Key West to Madison route. Thursday is the cheapest departure day at $348 round-trip on average, while Wednesday is the most expensive at $534, a difference of $186. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

How long is a flight from Key West to Madison?

A nonstop flight from Key West to Madison takes 0h 00m, covering 1,353 miles.

Do I need a passport to fly from Key West to Madison?

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Have flight prices from Key West to Madison changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $339 to $1,709. That means the highest observed fare was about 5x higher than the lowest one.

How are flight prices from Key West to Madison looking right now?

One-way fares from Key West to Madison are currently lower than usual. Average one-way flight prices are about $230, which is 35% below the typical average for this route.

How much time can I save by choosing a different layover airport from Key West to Madison?

Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 5h 27m, compared with 6h 50m via Chicago O'Hare Intl (ORD).

What is the time difference between Key West and Madison?

Madison is 1 hour behind Key West (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

What car rental options are available at Madison Truax Field Airport (MSN)?

Madison Truax Field Airport (MSN) hosts 5 major car rental companies, with daily rates starting from around $31 for economy cars. Top options include: • Hertz • Alamo • Enterprise Rent-A-Car • Avis • Budget

How much should I expect to pay for a Key West to Madison flight?

Round-trip flights from Key West to Madison range from $348 to $446, with an average of $418 over the past 12 months. Anything below $348 counts as a good deal.

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

United Airlines ($339) and Delta ($345) are the cheapest airlines to fly round-trip from Key West to Madison according to KAYAK data over the last 5 days.

What is the most popular layover airport when flying from Key West to Madison?

Atlanta Hartsfield-Jackson (ATL) and Chicago O'Hare Intl (ORD) are the most popular layovers for the Key West to Madison route. 50% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ATL or ORD.

What is the cheapest layover airport when flying from Key West to Madison?

Flights via Chicago O'Hare Intl (ORD) offer the most affordable fares, with an average round-trip price of $370. Based on KAYAK data over the past 3 months.

When flying from Key West to Madison which airport offers the shortest layover?

Atlanta Hartsfield-Jackson (ATL) had the shortest average connection time for Key West to Madison layovers at 198 minutes over the past 3 months.

$157 CHEAP FLIGHTS from Key West to Madison (EYW - MSN)

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Cheapest round-trip

$339

Typical prices: $348-$446

United Airlines

Mon 1/15Wed 1/17

EYW - MSN • 1 stop

Cheapest one-way

$157

Typical prices: $268-$385

Breeze Airways

Mon 1/15

EYW - MSN • 1 stop

Nonstop flights

Not available

There are currently no direct flights between Key West and Madison. You'll need to take a connecting flight to reach the destination.

Insights

When to travel

May

Cheapest • 18% price drop

April

Most popular

Good to know

Top layover airports

Chicago O'Hare Intl (ORD)

Cheapest • Avg $370 (round-trip)

Atlanta Hartsfield-Jackson (ATL)

Shortest trip • 5h 27m (one-way)

Insights

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Flight Deals

Cheap Flights from Key West to Madison (EYW-MSN)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Key West to Madison

Fri, Jan 15 - Sun, Jan 17

5:51 pm - 11:10 pmEYW Key West-MSN Madison Truax Field

6h 19m1 stop Chicago O'Hare Intl

6:00 am - 2:08 pmMSN Madison Truax Field-EYW Key West

7h 08m1 stop Newark

$339United Airlines

Fri, Jan 29 - Sat, Jan 30

2:30 pm - 8:11 pmEYW Key West-MSN Madison Truax Field

6h 41m1 stop New York LaGuardia

1:00 pm - 7:43 pmMSN Madison Truax Field-EYW Key West

5h 43m1 stop Atlanta Hartsfield-Jackson

$345Delta

Fri, Dec 4 - Sat, Dec 5

4:10 pm - 9:10 pmEYW Key West-MSN Madison Truax Field

6h 00m1 stop Chicago O'Hare Intl

5:00 am - 11:24 amMSN Madison Truax Field-EYW Key West

5h 24m1 stop Chicago O'Hare Intl

$356United Airlines

Fri, Dec 4 - Sat, Dec 5

11:43 am - 4:30 pmEYW Key West-MSN Madison Truax Field

5h 47m1 stop Atlanta Hartsfield-Jackson

1:32 pm - 8:02 pmMSN Madison Truax Field-EYW Key West

5h 30m1 stop Atlanta Hartsfield-Jackson

$376Delta

Fri, Nov 13 - Mon, Nov 16

5:07 pm - 11:43 pmEYW Key West-MSN Madison Truax Field

7h 36m1 stop Chicago O'Hare Intl

5:00 am - 11:54 amMSN Madison Truax Field-EYW Key West

5h 54m1 stop Chicago O'Hare Intl

$377American Airlines

Fri, Jan 22 - Sat, Jan 23

2:30 pm - 8:11 pmEYW Key West-MSN Madison Truax Field

6h 41m1 stop New York LaGuardia

1:00 pm - 7:43 pmMSN Madison Truax Field-EYW Key West

5h 43m1 stop Atlanta Hartsfield-Jackson

$388Delta

Fri, Dec 4 - Sat, Dec 5

11:43 am - 4:30 pmEYW Key West-MSN Madison Truax Field

5h 47m1 stop Atlanta Hartsfield-Jackson

1:32 pm - 8:02 pmMSN Madison Truax Field-EYW Key West

5h 30m1 stop Atlanta Hartsfield-Jackson

$396Delta

Fri, Jan 8 - Sat, Jan 9

5:49 pm - 11:30 pmEYW Key West-MSN Madison Truax Field

6h 41m1 stop Chicago O'Hare Intl

5:00 am - 12:33 pmMSN Madison Truax Field-EYW Key West

6h 33m1 stop Washington, D.C. Reagan-National

$462American Airlines

Fri, Dec 4 - Sat, Dec 5

4:45 pm - 11:59 pmEYW Key West-MSN Madison Truax Field

8h 14m1 stop Charlotte Douglas

9:15 am - 5:56 pmMSN Madison Truax Field-EYW Key West

7h 41m2 stops Chicago O'Hare Intl Charlotte Douglas

$467American Airlines

Sat, Jan 16 - Sun, Jan 17

3:30 pm - 9:13 pmEYW Key West-MSN Madison Truax Field

6h 43m1 stop New York LaGuardia

5:00 am - 11:36 amMSN Madison Truax Field-EYW Key West

5h 36m1 stop Chicago O'Hare Intl

$484American Airlines

Booking Insights

Price, demand and travel trends for Key West to Madison flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Key West to Madison with more confidence.

Prices

Airlines

Layovers

How much is a round-trip flight from Key West to Madison?

Round-trip flights from Key West to Madison start at $339. Prices are below average for this route right now, with typical round-trip fares ranging from $348 to $446. The lowest price found in the past 5 days was $339 on United Airlines.

Find deals

Low season	August
High season	April
Cheapest flight	$157

Most popular time to fly and prices are also 10% lower on average.

Flight from Key West to Madison

When to book flights from Key West to Madison

Are your dates flexible? Find out the best times to travel from Key West to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Which airports can I use when flying from Key West to Madison?
Flights from Key West to Madison usually depart from Key West (EYW) and arrive at Madison Truax Field (MSN).
What cabin classes can I book on flights from Key West to Madison?
Only Economy Class is available on flights from Key West to Madison.
Which airports do connecting flights from Key West to Madison pass through?
Connecting flights from Key West to Madison most commonly pass through:

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Chicago O'Hare Intl (ORD) - 50% of one-stop connections
Together, these airports account for 100% of one-stop bookings on this route.
Can I save money by using flexible dates for flights from Key West to Madison?
Yes. Being flexible with your travel dates can save you up to 35% on the Key West to Madison route. Thursday is the cheapest departure day at $348 round-trip on average, while Wednesday is the most expensive at $534, a difference of $186. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
How long is a flight from Key West to Madison?
A nonstop flight from Key West to Madison takes 0h 00m, covering 1,353 miles.
Do I need a passport to fly from Key West to Madison?
No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.
Have flight prices from Key West to Madison changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $339 to $1,709. That means the highest observed fare was about 5x higher than the lowest one.
How are flight prices from Key West to Madison looking right now?
One-way fares from Key West to Madison are currently lower than usual. Average one-way flight prices are about $230, which is 35% below the typical average for this route.
How much time can I save by choosing a different layover airport from Key West to Madison?
Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 5h 27m, compared with 6h 50m via Chicago O'Hare Intl (ORD).
What is the time difference between Key West and Madison?
Madison is 1 hour behind Key West (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.
What car rental options are available at Madison Truax Field Airport (MSN)?
Madison Truax Field Airport (MSN) hosts 5 major car rental companies, with daily rates starting from around $31 for economy cars. Top options include:
• Hertz
• Alamo
• Enterprise Rent-A-Car
• Avis
• Budget
How much should I expect to pay for a Key West to Madison flight?
Round-trip flights from Key West to Madison range from $348 to $446, with an average of $418 over the past 12 months. Anything below $348 counts as a good deal.

If your dates can be flexible, aim for a Thursday departure instead of Wednesday. On this route, Thursday flights average $348 - about $186 less than Wednesday (35% savings) based on the last 12 months.
If you can choose when to travel, plan your Key West to Madison trip for May. Fares historically average $341 round-trip in that month - typically $243 less than the most expensive month, which is June (based on the last 12 months).
If you're arriving late at night and need somewhere to stay, check out these hotels close to Madison Truax Field Airport.
- Doubletree by Hilton East Madison East
- Best Western East Towne Suites
- Holiday Inn Madison At The American Center By IHG

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EYW - MSN

$157 Find Cheap Flights from Key West to Madison - Compare and Save

Everything you should know

Cheap Flights from Key West to Madison (EYW-MSN)

Recent round-trip flight deals from Key West to Madison

Recent one-way flight deals from Key West to Madison

Price, demand and travel trends for Key West to Madison flights

How much is a round-trip flight from Key West to Madison?

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

What is the most popular layover airport when flying from Key West to Madison?

What is the cheapest layover airport when flying from Key West to Madison?

When flying from Key West to Madison which airport offers the shortest layover?

Key details for Key West to Madison flights

Low season

High season

Cheapest flight

When to book flights from Key West to Madison

Your Key West to Madison flight questions, answered

Your guide to booking Key West to Madison flights

More options for your flight from Key West to Madison

Complete your trip to Madison with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Key West to Madison

Find direct flights to and from Key West and Madison

Flights from domestic origins to Madison

Flights to other popular destinations

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