What is the cheapest airline that flies from Key West to Madison Truax Field?

United Airlines is the most popular carrier operating from Key West to Madison Truax Field

When did momondo last update prices for flights from Key West Airport to Madison Truax Field Airport?

Prices for flights from Key West Airport to Madison Truax Field Airport were last updated today.

How old do you have to be to fly from Key West Airport to Madison Truax Field Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Key West Airport to Madison Truax Field Airport.

What documentation or ID do you need to fly to Madison Truax Field Airport?

The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$237 Cheap Flights from Key West to Madison in 2025/26

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Key West to Madison

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:15 pm - 9:05 pm

EYW

MSN

5h 50m1 stop

6:30 am - 4:22 pm

MSN

EYW

8h 52m2 stops

$480United Airlines

Wed, Jan 21 - Sat, Jan 24

6:05 pm - 10:10 am

EYW

MSN

17h 05m2 stops

6:30 am - 4:22 pm

MSN

EYW

8h 52m2 stops

$497United Airlines

Wed, Jan 21 - Sat, Jan 24

4:15 pm - 9:05 pm

EYW

MSN

5h 50m1 stop

6:30 am - 4:22 pm

MSN

EYW

8h 52m2 stops

$511United Airlines

Wed, Jan 21 - Sat, Jan 24

4:15 pm - 9:05 pm

EYW

MSN

5h 50m1 stop

12:32 pm - 3:17 pm

MSN

EYW

25h 45m1 stop

$572United Airlines

Wed, Jan 21 - Sat, Jan 24

4:15 pm - 9:05 pm

EYW

MSN

5h 50m1 stop

12:32 pm - 3:17 pm

MSN

EYW

25h 45m1 stop

$603United Airlines

Wed, Jan 21 - Sat, Jan 24

6:05 pm - 10:10 am

EYW

MSN

17h 05m2 stops

6:30 am - 1:03 pm

MSN

EYW

29h 33m3 stops

$640United Airlines

Wed, Jan 21 - Sat, Jan 24

United Airlines flights from Key West to Madison

Our best United Airlines deals on Key West to Madison flight tickets

United Airlines

Jan 21

EYW4:15 pmKey West

5h 50m

1 stop

MSN9:05 pmMadison Truax Field

Jan 24

MSN6:30 amMadison Truax Field

8h 52m

2 stops

EYW4:22 pmKey West

$480

Find similar

United Airlines

Jan 21

EYW6:05 pmKey West

17h 05m

2 stops

MSN10:10 amMadison Truax Field

Jan 24

MSN6:30 amMadison Truax Field

8h 52m

2 stops

EYW4:22 pmKey West

$497

Find similar

United Airlines

Jan 21

EYW4:15 pmKey West

5h 50m

1 stop

MSN9:05 pmMadison Truax Field

Jan 24

MSN6:30 amMadison Truax Field

8h 52m

2 stops

EYW4:22 pmKey West

$511

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

4:15 pm-9:05 pm

1 stop5h 50m

Madison Truax Field

Sat 1/24

6:30 am-4:22 pm

2 stops8h 52m

$480

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

6:05 pm-10:10 am

2 stops17h 05m

Madison Truax Field

Sat 1/24

6:30 am-4:22 pm

2 stops8h 52m

$497

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

4:15 pm-9:05 pm

1 stop5h 50m

Madison Truax Field

Sat 1/24

6:30 am-4:22 pm

2 stops8h 52m

$511

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

4:15 pm-9:05 pm

1 stop5h 50m

Madison Truax Field

Sat 1/24

12:32 pm-3:17 pm

1 stop25h 45m

$572

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

4:15 pm-9:05 pm

1 stop5h 50m

Madison Truax Field

Sat 1/24

12:32 pm-3:17 pm

1 stop25h 45m

$603

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

6:05 pm-10:10 am

2 stops17h 05m

Madison Truax Field

Sat 1/24

6:30 am-1:03 pm

3 stops29h 33m

$640

Key WestMadison

EYW - MSN

EYWMSN

Key West

Thu 1/22

4:15 pm-9:05 pm

1 stop5h 50m

$339

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Key West to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Key West to Madison is on a Friday when prices can be found for as low as $293. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Sunday is $817.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the afternoon. momondo users have found flights departing from Key West to Madison in the afternoon for as low as $377. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is at noon when prices are around $475.

Can stopping save me money on Key West to Madison flights?

You could potentially save up to 34% on your flight if you consider stops on a Key West to Madison flight.

When to book flights from Key West to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Key West to Madison according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Key West to Madison (EYW to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Key West to Madison

Fastest flight time	5h 50m
Direct flights	None

The fastest flight from Key West to Madison takes 5h 50m

There are no direct flights from Key West to Madison. There are no popular flight routes from Key West to Madison.

Search flight deals

How far is Key West to Madison Truax Field by plane?
A flight from Key West to Madison Truax Field will travel around 1349.4 mi. In terms of flight time, this usually takes a little over 5h 50m.
When did momondo last update prices for flights from Key West Airport to Madison Truax Field Airport?
Prices for flights from Key West Airport to Madison Truax Field Airport were last updated today.
How old do you have to be to fly from Key West Airport to Madison Truax Field Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Key West Airport to Madison Truax Field Airport.
What documentation or ID do you need to fly to Madison Truax Field Airport?
The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Wisconsin Dells

Middleton

Baraboo

Portage

Fitchburg

Sun Prairie

Windsor

Cambridge

Oxford

Evansville

Why use momondo?

Why should I use momondo to find a flight deal from Key West to Madison?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Key West to Madison. momondo saves you time and could save you money on your trip.

Can I find flights from Key West to Madison with flexible booking policies on momondo?

momondo does allow users to show only those flights to Madison from Key West which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Key West to Madison?

Once you have performed a search for Key West to Madison flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Key West to Madison right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Madison from Key West. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.