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

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Find the cheapest flights from Key West to Madison

Round-trip

One-way

Last minute

Cheap round-trip flights

4:57 pm - 11:51 pmEYW-MSN

7h 54m1 stop

6:00 am - 12:58 pmMSN-EYW

5h 58m1 stop

$269American Airlines

Find Deal

Fri, Oct 17 - Tue, Oct 21

4:57 pm - 11:51 pmEYW-MSN

7h 54m1 stop

6:00 am - 5:16 pmMSN-EYW

10h 16m2 stops

$274American Airlines

Find Deal

Fri, Oct 17 - Tue, Oct 21

2:29 pm - 6:42 pmEYW-MSN

5h 13m1 stop

6:13 am - 3:30 pmMSN-EYW

8h 17m1 stop

$276American Airlines

Find Deal

Sat, Jan 31 - Wed, Feb 4

5:47 pm - 11:51 pmEYW-MSN

7h 04m2 stops

6:29 am - 5:16 pmMSN-EYW

9h 47m2 stops

$279American Airlines

Find Deal

Fri, Oct 17 - Tue, Oct 21

1:06 pm - 5:36 pmEYW-MSN

29h 30m1 stop

9:48 am - 10:21 amMSN-EYW

23h 33m1 stop

$314Breeze Airways

Find Deal

Fri, Jan 30 - Wed, Feb 4

1:30 pm - 8:15 pmEYW-MSN

7h 45m1 stop

11:11 am - 7:44 pmMSN-EYW

7h 33m1 stop

$344Delta

Find Deal

Fri, Jan 30 - Tue, Feb 3

2:25 pm - 5:36 pmEYW-MSN

28h 11m2 stops

6:16 pm - 9:06 amMSN-EYW

13h 50m1 stop

$367Multiple Airlines

Find Deal

Fri, Jan 30 - Wed, Feb 4

3:56 pm - 9:03 pmEYW-MSN

6h 07m1 stop

6:30 am - 3:00 pmMSN-EYW

7h 30m1 stop

$456United Airlines

Find Deal

Fri, Feb 20 - Tue, Feb 24

6:05 pm - 12:03 pmEYW-MSN

18h 58m2 stops

6:30 am - 4:22 pmMSN-EYW

8h 52m2 stops

$463United Airlines

Find Deal

Fri, Jan 30 - Tue, Feb 3

2:00 pm - 10:34 pmEYW-MSN

9h 34m2 stops

9:20 am - 8:06 pmMSN-EYW

9h 46m2 stops

$649Delta

Find Deal

Sat, Oct 4 - Sat, Oct 11

Delta flights from Key West to Madison

Our best Delta deals on Key West to Madison flight tickets

Delta

Jan 30

EYW1:30 pmKey West

7h 45m

1 stop

MSN8:15 pmMadison Truax Field

Feb 3

MSN11:11 amMadison Truax Field

7h 33m

1 stop

EYW7:44 pmKey West

$344

Find similar

Delta

Sep 30

EYW6:10 pmKey West

5h 48m

1 stop

MSN10:58 pmMadison Truax Field

Oct 6

MSN5:30 amMadison Truax Field

4h 57m

1 stop

EYW11:27 amKey West

$364

Find similar

Delta

Sep 26

EYW6:10 pmKey West

5h 48m

1 stop

MSN10:58 pmMadison Truax Field

Sep 30

MSN5:40 amMadison Truax Field

6h 22m

1 stop

EYW1:02 pmKey West

$394

Find similar

American Airlines flights from Key West to Madison

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

American Airlines

Oct 17

EYW4:57 pmKey West

7h 54m

1 stop

MSN11:51 pmMadison Truax Field

Oct 21

MSN6:00 amMadison Truax Field

5h 58m

1 stop

EYW12:58 pmKey West

$269

Find similar

American Airlines

Oct 17

EYW4:57 pmKey West

7h 54m

1 stop

MSN11:51 pmMadison Truax Field

Oct 21

MSN6:00 amMadison Truax Field

10h 16m

2 stops

EYW5:16 pmKey West

$274

Find similar

American Airlines

Jan 31

EYW2:29 pmKey West

5h 13m

1 stop

MSN6:42 pmMadison Truax Field

Feb 4

MSN6:13 amMadison Truax Field

8h 17m

1 stop

EYW3:30 pmKey West

$276

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 10/17

4:57 pm-11:51 pm

1 stop7h 54m

Madison Truax Field

Tue 10/21

6:00 am-12:58 pm

1 stop5h 58m

$269

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 10/17

4:57 pm-11:51 pm

1 stop7h 54m

Madison Truax Field

Tue 10/21

6:00 am-5:16 pm

2 stops10h 16m

$274

Key WestMadison

EYW - MSN

EYWMSN

Key West

Sat 1/31

2:29 pm-6:42 pm

1 stop5h 13m

Madison Truax Field

Wed 2/4

6:13 am-3:30 pm

1 stop8h 17m

$276

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 10/17

5:47 pm-11:51 pm

2 stops7h 04m

Madison Truax Field

Tue 10/21

6:29 am-5:16 pm

2 stops9h 47m

$279

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 1/30

1:06 pm-5:36 pm

1 stop29h 30m

Madison Truax Field

Wed 2/4

9:48 am-10:21 am

1 stop23h 33m

$314

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 1/30

1:30 pm-8:15 pm

1 stop7h 45m

Madison Truax Field

Tue 2/3

11:11 am-7:44 pm

1 stop7h 33m

$344

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 1/30

2:25 pm-5:36 pm

2 stops28h 11m

Madison Truax Field

Wed 2/4

6:16 pm-9:06 am

1 stop13h 50m

$367

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 2/20

3:56 pm-9:03 pm

1 stop6h 07m

Madison Truax Field

Tue 2/24

6:30 am-3:00 pm

1 stop7h 30m

$456

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 1/30

6:05 pm-12:03 pm

2 stops18h 58m

Madison Truax Field

Tue 2/3

6:30 am-4:22 pm

2 stops8h 52m

$463

Key WestMadison

EYW - MSN

EYWMSN

Key West

Sat 10/4

2:00 pm-10:34 pm

2 stops9h 34m

Madison Truax Field

Sat 10/11

9:20 am-8:06 pm

2 stops9h 46m

$649

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted 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.

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

Direct flights	None

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 13m.
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

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Portage

Fitchburg

Sun Prairie

Cambridge

Oxford

Windsor

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.