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Cheap flights from Key West to Madison from $168

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Key West to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
4:10 pm - 9:10 pmEYW  Key West-MSN Madison Truax Field
6h 00m1 stop Chicago O'Hare Intl
United Airlines Logo
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
American Airlines Logo
5:07 pm - 11:43 pmEYW  Key West-MSN Madison Truax Field
7h 36m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 11:54 amMSN  Madison Truax Field-EYW Key West
5h 54m1 stop Chicago O'Hare Intl
$377American Airlines
Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
5:07 pm - 12:13 amEYW  Key West-MSN Madison Truax Field
8h 06m1 stop Chicago O'Hare Intl
American Airlines Logo
8:05 am - 3:06 pmMSN  Madison Truax Field-EYW Key West
6h 01m1 stop Charlotte Douglas
$377American Airlines
Fri, Nov 13 - Mon, Nov 16
Delta Logo
11:43 am - 4:30 pmEYW  Key West-MSN Madison Truax Field
5h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:32 pm - 8:02 pmMSN  Madison Truax Field-EYW Key West
5h 30m1 stop Atlanta Hartsfield-Jackson
$396Delta
Fri, Dec 4 - Sat, Dec 5
American Airlines Logo
7:18 pm - 11:59 pmEYW  Key West-MSN Madison Truax Field
5h 41m1 stop Charlotte Douglas
American Airlines Logo
5:00 am - 1:11 pmMSN  Madison Truax Field-EYW Key West
7h 11m2 stops Chicago O'Hare Intl Miami
$487American Airlines
Fri, Dec 4 - Sat, Dec 5
American Airlines Logo
1:14 pm - 8:07 pmEYW  Key West-MSN Madison Truax Field
7h 53m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 3:26 pmMSN  Madison Truax Field-EYW Key West
9h 26m2 stops Chicago O'Hare Intl Charlotte Douglas
$487American Airlines
Fri, Dec 4 - Sat, Dec 5
American Airlines Logo
5:07 pm - 11:43 pmEYW  Key West-MSN Madison Truax Field
7h 36m1 stop Chicago O'Hare Intl
American Airlines Logo
6:02 am - 5:56 pmMSN  Madison Truax Field-EYW Key West
10h 54m2 stops Chicago O'Hare Intl Charlotte Douglas
$556American Airlines
Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
1:17 pm - 11:43 pmEYW  Key West-MSN Madison Truax Field
11h 26m2 stops Charlotte Douglas Chicago O'Hare Intl
American Airlines Logo
6:02 am - 5:56 pmMSN  Madison Truax Field-EYW Key West
10h 54m2 stops Chicago O'Hare Intl Charlotte Douglas
$647American Airlines
Fri, Nov 13 - Mon, Nov 16
United Airlines Logo
12:05 pm - 5:37 pmEYW  Key West-MSN Madison Truax Field
6h 32m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 11:41 amMSN  Madison Truax Field-EYW Key West
5h 41m1 stop Chicago O'Hare Intl
$677United Airlines
Wed, Dec 16 - Thu, Dec 17
United Airlines Logo
12:05 pm - 5:37 pmEYW  Key West-MSN Madison Truax Field
6h 32m1 stop Chicago O'Hare Intl
United Airlines Logo
9:12 am - 2:36 pmMSN  Madison Truax Field-EYW Key West
28h 24m3 stops Chicago O'Hare Intl Greater Rochester Intl Newark
$689United Airlines
Fri, Dec 4 - Sat, Dec 5

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American Airlines flights from Key West to Madison

Our best American Airlines deals on Key West to Madison flight tickets
American Airlines
Nov 13
EYW5:07 pmKey West
8h 06m
1 stop
MSN12:13 amMadison Truax Field
Nov 16
MSN8:05 amMadison Truax Field
6h 01m
1 stop
EYW3:06 pmKey West
$377
American Airlines
Dec 4
EYW1:14 pmKey West
7h 53m
1 stop
MSN8:07 pmMadison Truax Field
Dec 5
MSN5:00 amMadison Truax Field
9h 26m
2 stops
EYW3:26 pmKey West
$487
American Airlines
Nov 13
EYW5:07 pmKey West
7h 36m
1 stop
MSN11:43 pmMadison Truax Field
Nov 16
MSN6:02 amMadison Truax Field
10h 54m
2 stops
EYW5:56 pmKey West
$556

United Airlines flights from Key West to Madison

Our best United Airlines deals on Key West to Madison flight tickets
United Airlines
Dec 4
EYW4:10 pmKey West
6h 00m
1 stop
MSN9:10 pmMadison Truax Field
Dec 5
MSN5:00 amMadison Truax Field
5h 24m
1 stop
EYW11:24 amKey West
$356
United Airlines
Dec 16
EYW12:05 pmKey West
6h 32m
1 stop
MSN5:37 pmMadison Truax Field
Dec 17
MSN5:00 amMadison Truax Field
5h 41m
1 stop
EYW11:41 amKey West
$677
United Airlines
Dec 4
EYW12:05 pmKey West
6h 32m
1 stop
MSN5:37 pmMadison Truax Field
Dec 5
MSN9:12 amMadison Truax Field
28h 24m
3 stops
EYW2:36 pmKey West
$689

momondo Fare Finder

 
Use the filters below to find and compare flights from Key West to Madison that are best for you.

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Cheapest round-trip

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 12/4

4:10 pm-9:10 pm

1 stop6h 00m

Madison Truax Field

Sat 12/5

5:00 am-11:24 am

1 stop5h 24m

$356

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 11/13

5:07 pm-11:43 pm

1 stop7h 36m

Madison Truax Field

Mon 11/16

5:00 am-11:54 am

1 stop5h 54m

$377

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 11/13

5:07 pm-12:13 am

1 stop8h 06m

Madison Truax Field

Mon 11/16

8:05 am-3:06 pm

1 stop6h 01m

$377
Quickest round-trip

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 12/4

11:43 am-4:30 pm

1 stop5h 47m

Madison Truax Field

Sat 12/5

1:32 pm-8:02 pm

1 stop5h 30m

$396

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 12/4

7:18 pm-11:59 pm

1 stop5h 41m

Madison Truax Field

Sat 12/5

5:00 am-1:11 pm

2 stops7h 11m

$487

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 12/4

1:14 pm-8:07 pm

1 stop7h 53m

Madison Truax Field

Sat 12/5

5:00 am-3:26 pm

2 stops9h 26m

$487

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 11/13

5:07 pm-11:43 pm

1 stop7h 36m

Madison Truax Field

Mon 11/16

6:02 am-5:56 pm

2 stops10h 54m

$556

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 11/13

1:17 pm-11:43 pm

2 stops11h 26m

Madison Truax Field

Mon 11/16

6:02 am-5:56 pm

2 stops10h 54m

$647

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Wed 12/16

12:05 pm-5:37 pm

1 stop6h 32m

Madison Truax Field

Thu 12/17

5:00 am-11:41 am

1 stop5h 41m

$677

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 12/4

12:05 pm-5:37 pm

1 stop6h 32m

Madison Truax Field

Sat 12/5

9:12 am-2:36 pm

3 stops28h 24m

$689

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

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

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

You could potentially save up to 29% 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

Best Price Found

$168

Fastest flight time

5h 47m

Direct flights

None
The best one-way flight to Madison from Key West in the past 72 hours is $168. The best round-trip flight deal from Key West to Madison found on momondo in the last 72 hours is $356.
The fastest flight from Key West to Madison takes 5h 47m
There are no direct flights from Key West to Madison. There are no popular flight routes from Key West to Madison.
Search flight deals

Frequently asked questions about flying from Key West to Madison

  • 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 47m.

  • 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.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Portage
Middleton
Sun Prairie
Fitchburg
Windsor
Evansville
Cambridge
Oxford

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.

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