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Cheap flights from Madison to Key West from $292

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
10:33 am - 11:21 amMSN  Madison Truax Field-EYW Key West
23h 48m1 stop Tampa
Breeze Airways Logo
12:59 pm - 9:53 amEYW  Key West-MSN Madison Truax Field
21h 54m1 stop Tampa
$292Breeze Airways
Sat, Sep 26 - Fri, Oct 2
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 - 9:53 amEYW  Key West-MSN Madison Truax Field
21h 54m1 stop Tampa
$303Breeze Airways
Sun, Sep 27 - Fri, Oct 2
Multiple Airlines Logo
6:00 pm - 8:44 amMSN  Madison Truax Field-EYW Key West
13h 44m1 stop Orlando
Multiple Airlines Logo
12:59 pm - 9:53 amEYW  Key West-MSN Madison Truax Field
21h 54m1 stop Tampa
$314Multiple Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
8:25 am - 4:11 pmMSN  Madison Truax Field-EYW Key West
6h 46m1 stop Charlotte Douglas
American Airlines Logo
1:14 pm - 8:07 pmEYW  Key West-MSN Madison Truax Field
7h 53m1 stop Chicago O'Hare Intl
$333American Airlines
Tue, Oct 27 - Wed, Nov 4
American Airlines Logo
9:15 am - 4:31 pmMSN  Madison Truax Field-EYW Key West
6h 16m1 stop Chicago O'Hare Intl
American Airlines Logo
7:18 pm - 11:58 pmEYW  Key West-MSN Madison Truax Field
5h 40m1 stop Charlotte Douglas
$348American Airlines
Tue, Dec 15 - Tue, Dec 22
Delta Logo
1:00 pm - 7:43 pmMSN  Madison Truax Field-EYW Key West
5h 43m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:30 pm - 8:11 pmEYW  Key West-MSN Madison Truax Field
6h 41m1 stop New York LaGuardia
$348Delta
Sat, Jan 30 - Thu, Feb 4
Delta Logo
11:33 am - 8:00 pmMSN  Madison Truax Field-EYW Key West
7h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:19 pm - 10:41 pmEYW  Key West-MSN Madison Truax Field
5h 22m1 stop Atlanta Hartsfield-Jackson
$348Delta
Fri, Sep 25 - Wed, Sep 30
American Airlines Logo
9:53 am - 6:05 pmMSN  Madison Truax Field-EYW Key West
7h 12m1 stop Chicago O'Hare Intl
American Airlines Logo
4:40 pm - 11:44 pmEYW  Key West-MSN Madison Truax Field
8h 04m1 stop Charlotte Douglas
$348American Airlines
Sun, Feb 28 - Tue, Mar 9
United Airlines Logo
6:30 am - 4:22 pmMSN  Madison Truax Field-EYW Key West
8h 52m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
United Airlines Logo
4:05 pm - 10:53 pmEYW  Key West-MSN Madison Truax Field
7h 48m1 stop Chicago O'Hare Intl
$430United Airlines
Mon, Mar 1 - Tue, Mar 9
United Airlines Logo
6:10 am - 1:54 pmMSN  Madison Truax Field-EYW Key West
6h 44m1 stop Newark
United Airlines Logo
2:51 pm - 11:07 pmEYW  Key West-MSN Madison Truax Field
9h 16m2 stops Newark Chicago O'Hare Intl
$450United Airlines
Tue, Oct 27 - Wed, Nov 4

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Breeze Airways flights from Madison to Key West

Our best Breeze Airways deals on Madison to Key West flight tickets
Breeze Airways
Sep 26
MSN10:33 amMadison Truax Field
23h 48m
1 stop
EYW11:21 amKey West
Oct 2
EYW12:59 pmKey West
21h 54m
1 stop
MSN9:53 amMadison Truax Field
$292
Breeze Airways
Sep 27
MSN6:00 pmMadison Truax Field
15h 19m
1 stop
EYW10:19 amKey West
Oct 2
EYW12:59 pmKey West
21h 54m
1 stop
MSN9:53 amMadison Truax Field
$303
Breeze Airways
Nov 1
MSN6:00 pmMadison Truax Field
15h 19m
1 stop
EYW10:19 amKey West
Nov 6
EYW12:59 pmKey West
21h 54m
1 stop
MSN9:53 amMadison Truax Field
$325

Delta flights from Madison to Key West

Our best Delta deals on Madison to Key West flight tickets
Delta
Sep 25
MSN11:33 amMadison Truax Field
7h 27m
1 stop
EYW8:00 pmKey West
Sep 30
EYW6:19 pmKey West
5h 22m
1 stop
MSN10:41 pmMadison Truax Field
$348
Delta
Sep 19
MSN1:45 pmMadison Truax Field
5h 15m
1 stop
EYW8:00 pmKey West
Sep 21
EYW6:19 pmKey West
5h 22m
1 stop
MSN10:41 pmMadison Truax Field
$363
Delta
Feb 9
MSN11:11 amMadison Truax Field
7h 32m
1 stop
EYW7:43 pmKey West
Feb 17
EYW2:30 pmKey West
6h 41m
1 stop
MSN8:11 pmMadison Truax Field
$376

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sat 9/26

10:33 am-11:21 am

1 stop23h 48m

Key West

Fri 10/2

12:59 pm-9:53 am

1 stop21h 54m

$292

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 9/27

6:00 pm-10:19 am

1 stop15h 19m

Key West

Fri 10/2

12:59 pm-9:53 am

1 stop21h 54m

$303

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 11/1

6:00 pm-8:44 am

1 stop13h 44m

Key West

Fri 11/6

12:59 pm-9:53 am

1 stop21h 54m

$314

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Tue 10/27

8:25 am-4:11 pm

1 stop6h 46m

Key West

Wed 11/4

1:14 pm-8:07 pm

1 stop7h 53m

$333
Quickest round-trip

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Tue 12/15

9:15 am-4:31 pm

1 stop6h 16m

Key West

Tue 12/22

7:18 pm-11:58 pm

1 stop5h 40m

$348

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sat 1/30

1:00 pm-7:43 pm

1 stop5h 43m

Key West

Thu 2/4

2:30 pm-8:11 pm

1 stop6h 41m

$348

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Fri 9/25

11:33 am-8:00 pm

1 stop7h 27m

Key West

Wed 9/30

6:19 pm-10:41 pm

1 stop5h 22m

$348

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Sun 2/28

9:53 am-6:05 pm

1 stop7h 12m

Key West

Tue 3/9

4:40 pm-11:44 pm

1 stop8h 04m

$348

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Mon 3/1

6:30 am-4:22 pm

2 stops8h 52m

Key West

Tue 3/9

4:05 pm-10:53 pm

1 stop7h 48m

$430

MadisonKey West

MSN Madison Truax Field - EYW Key West

MSNEYW

Madison Truax Field

Tue 10/27

6:10 am-1:54 pm

1 stop6h 44m

Key West

Wed 11/4

2:51 pm-11:07 pm

2 stops9h 16m

$450

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 $408 to $680.
The lowest price recently found on this route was $292.

What is the cheapest month to fly to Key West?

In general, August 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 $388. If you are unable to visit Key West during the month of August, then departing from Madison during the month October is also very affordable. Most momondo users find prices during this month for around $408.

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 $477 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 $304 on momondo.

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

You could potentially save up to 53% 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

$292

Fastest flight time

5h 24m

Direct flights

None
The best flight deal from Madison to Key West found on momondo in the last 72 hours is $292
The fastest flight from Madison to Key West takes 5h 24m
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 24m.

  • 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 $282Free CancellationRating
7.1
12,026 reviews
Search American Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.8
8,547 reviews
Search Delta flights
United AirlinesPriceFrom $313Free CancellationRating
7.4
10,158 reviews
Search United Airlines flights

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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