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Cheap flights from Madison to Key West from $187

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
6:00 pm - 10:19 amMSN  Madison Truax Field-EYW Key West
15h 19m1 stop Orlando
Breeze Airways Logo
12:59 pm - 9:58 amEYW  Key West-MSN Madison Truax Field
21h 59m1 stop Tampa
$304Breeze Airways
Sun, Feb 7 - Fri, Feb 12
Multiple Airlines Logo
6:00 pm - 10:19 amMSN  Madison Truax Field-EYW Key West
15h 19m1 stop Orlando
Multiple Airlines Logo
3:31 pm - 9:58 amEYW  Key West-MSN Madison Truax Field
19h 27m1 stop Tampa St. Petersburg
$346Multiple Airlines
Sun, Jan 10 - Fri, Jan 15
American Airlines Logo
5:10 am - 11:27 amMSN  Madison Truax Field-EYW Key West
5h 17m1 stop Chicago O'Hare Intl
American Airlines Logo
6:32 pm - 11:08 pmEYW  Key West-MSN Madison Truax Field
5h 36m1 stop Charlotte Douglas
$359American Airlines
Tue, Mar 16 - Tue, Mar 23
American Airlines Logo
5:00 am - 12:07 pmMSN  Madison Truax Field-EYW Key West
6h 07m1 stop Chicago O'Hare Intl
American Airlines Logo
6:26 pm - 11:24 pmEYW  Key West-MSN Madison Truax Field
5h 58m1 stop Charlotte Douglas
$359American Airlines
Sun, Dec 13 - Tue, Jan 12
Delta Logo
5:30 am - 1:11 pmMSN  Madison Truax Field-EYW Key West
6h 41m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:00 pm - 10:44 pmEYW  Key West-MSN Madison Truax Field
6h 44m1 stop Atlanta Hartsfield-Jackson
$359Delta
Sun, Dec 13 - Tue, Jan 12
American Airlines Logo
11:21 am - 6:45 pmMSN  Madison Truax Field-EYW Key West
6h 24m1 stop Charlotte Douglas
American Airlines Logo
6:32 pm - 11:08 pmEYW  Key West-MSN Madison Truax Field
5h 36m1 stop Charlotte Douglas
$389American Airlines
Sat, Feb 20 - Wed, Feb 24
Breeze Airways Logo
6:00 pm - 10:19 amMSN  Madison Truax Field-EYW Key West
15h 19m1 stop Orlando
Breeze Airways Logo
10:59 am - 9:50 amEYW  Key West-MSN Madison Truax Field
23h 51m1 stop Orlando
$391Breeze Airways
Thu, Nov 12 - Mon, Nov 16
United Airlines Logo
7:00 am - 3:23 pmMSN  Madison Truax Field-EYW Key West
7h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
4:04 pm - 9:40 pmEYW  Key West-MSN Madison Truax Field
6h 36m1 stop Chicago O'Hare Intl
$394United Airlines
Thu, Dec 17 - Sun, Dec 20
United Airlines Logo
7:00 am - 3:23 pmMSN  Madison Truax Field-EYW Key West
7h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
1:35 pm - 9:40 pmEYW  Key West-MSN Madison Truax Field
9h 05m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
$425United Airlines
Thu, Dec 17 - Sun, Dec 20
Delta Logo
5:30 am - 12:59 pmMSN  Madison Truax Field-EYW Key West
6h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:06 pm - 10:52 pmEYW  Key West-MSN Madison Truax Field
5h 46m1 stop Atlanta Hartsfield-Jackson
$478Delta
Wed, Nov 25 - Wed, Dec 9

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American Airlines flights from Madison to Key West

Our best American Airlines deals on Madison to Key West flight tickets
American Airlines
Feb 20
MSN11:21 amMadison Truax Field
6h 24m
1 stop
EYW6:45 pmKey West
Feb 24
EYW6:32 pmKey West
5h 36m
1 stop
MSN11:08 pmMadison Truax Field
$389
American Airlines
Mar 1
MSN8:10 amMadison Truax Field
6h 31m
1 stop
EYW3:41 pmKey West
Mar 8
EYW6:32 pmKey West
5h 36m
1 stop
MSN11:08 pmMadison Truax Field
$394
American Airlines
Dec 13
MSN5:00 amMadison Truax Field
6h 07m
1 stop
EYW12:07 pmKey West
Jan 12
EYW6:26 pmKey West
5h 58m
1 stop
MSN11:24 pmMadison Truax Field
$419

Breeze Airways flights from Madison to Key West

Our best Breeze Airways deals on Madison to Key West flight tickets
Breeze Airways
Feb 7
MSN6:00 pmMadison Truax Field
15h 19m
1 stop
EYW10:19 amKey West
Feb 12
EYW12:59 pmKey West
21h 59m
1 stop
MSN9:58 amMadison Truax Field
$304
Breeze Airways
Nov 12
MSN6:00 pmMadison Truax Field
15h 19m
1 stop
EYW10:19 amKey West
Nov 16
EYW10:59 amKey West
23h 51m
1 stop
MSN9:50 amMadison Truax Field
$391
Breeze Airways
Dec 24
MSN6:10 pmMadison Truax Field
15h 09m
1 stop
EYW10:19 amKey West
Jan 4
EYW10:59 amKey West
25h 36m
1 stop
MSN11:35 amMadison Truax Field
$470

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

Key West

Fri 2/12

12:59 pm-9:58 am

1 stop21h 59m

$304

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 1/10

6:00 pm-10:19 am

1 stop15h 19m

Key West

Fri 1/15

3:31 pm-9:58 am

1 stop19h 27m

$346
Quickest round-trip

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Tue 3/16

5:10 am-11:27 am

1 stop5h 17m

Key West

Tue 3/23

6:32 pm-11:08 pm

1 stop5h 36m

$359

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 12/13

5:00 am-12:07 pm

1 stop6h 07m

Key West

Tue 1/12

6:26 pm-11:24 pm

1 stop5h 58m

$359

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 12/13

5:30 am-1:11 pm

1 stop6h 41m

Key West

Tue 1/12

5:00 pm-10:44 pm

1 stop6h 44m

$359

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sat 2/20

11:21 am-6:45 pm

1 stop6h 24m

Key West

Wed 2/24

6:32 pm-11:08 pm

1 stop5h 36m

$389

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Thu 11/12

6:00 pm-10:19 am

1 stop15h 19m

Key West

Mon 11/16

10:59 am-9:50 am

1 stop23h 51m

$391

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Thu 12/17

7:00 am-3:23 pm

1 stop7h 23m

Key West

Sun 12/20

4:04 pm-9:40 pm

1 stop6h 36m

$394

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Thu 12/17

7:00 am-3:23 pm

1 stop7h 23m

Key West

Sun 12/20

1:35 pm-9:40 pm

2 stops9h 05m

$425

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Wed 11/25

5:30 am-12:59 pm

1 stop6h 29m

Key West

Wed 12/9

6:06 pm-10:52 pm

1 stop5h 46m

$478

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 Key West from

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

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

What is the typical price of a round-trip flight between Madison and Key West?

Prices are currently low for flights on this route.

Typical prices usually range from $490 to $614.
The lowest price recently found on this route was $304.

What is the cheapest month to fly to Key West?

In general, October is the cheapest month to fly from Madison to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $385. If you are unable to visit Key West during the month of October, then departing from Madison during the month August is also very affordable. Most momondo users find prices during this month for around $388.

How far in advance should I book a flight from Madison to Key West?

You are more likely to see cheaper flights to Key West from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $478 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Madison for as low as $342 on momondo.

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

You could potentially save up to 44% on your flight if you consider stops on a Madison to Key West flight.

When to book flights from Madison to Key West

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

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

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

Best Price Found

$187

Fastest flight time

5h 41m

Direct flights

None
The best one-way flight to Key West from Madison in the past 72 hours is $187. The best round-trip flight deal from Madison to Key West found on momondo in the last 72 hours is $304.
The fastest flight from Madison to Key West takes 5h 41m
There are no direct flights from Madison to Key West. There are no popular flight routes from Madison to Key West.
Search flight deals

Frequently asked questions about flying from Madison to Key West

  • How far is Madison Truax Field to Key West by plane?

    There are 1349.4 mi between Madison Truax Field and Key West. In terms of flight time, this usually takes a little over 5h 41m.

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

    Prices for flights from Madison Truax Field Airport to Key West Airport are updated daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Key West Airport?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Madison to Key West?

Best airlines flying from Madison to Key West

Compare and see reviews for airlines that fly from Madison to Key West with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $288Free CancellationRating
7.0
12,210 reviews
Search American Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.8
8,692 reviews
Search Delta flights
United AirlinesPriceFrom $313Free CancellationRating
7.3
10,451 reviews
Search United Airlines flights

  • United Airlines Flights From Madison to Key West

    The lowest priced United Airlines flight from Madison to Key West from the last 72 hours was $313. Generally, United Airlines has 3 flights on this route every week with an average price of $438. United Airlines is rated 7.3/10 by our users.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

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

It is quick and easy to find Madison to Key West flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Key West that suits you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Madison to Key West.

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

Yes. momondo can track prices for Madison to Key West flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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