What is the cheapest airline that flies from Key West to Wisconsin?

Breeze Airways, Allegiant Air, and American Airlines are the most popular carriers operating from Key West to Wisconsin

When did momondo last update prices for flights from Key West Airport to Wisconsin?

Prices for flights from Key West Airport to Wisconsin are refreshed on a daily basis.

How many operators does momondo search for flights from Key West Airport to Wisconsin?

There is 1 operator available for flights from Key West Airport to Wisconsin as of November 2026.

How old do you have to be to fly from Key West Airport to Wisconsin?

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 Key West Airport to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin 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 Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$129 Cheap Flights from Key West to Wisconsin in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Key West to Wisconsin

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:16 pm - 9:58 amEYW Key West-MSN Madison Truax Field

21h 42m1 stop Tampa

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$270Breeze Airways

Tue, Feb 2 - Sun, Feb 7

1:16 pm - 9:58 amEYW Key West-MSN Madison Truax Field

21h 42m1 stop Tampa

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$271Breeze Airways

Tue, Feb 2 - Sun, Feb 7

1:16 pm - 9:58 amEYW Key West-MSN Madison Truax Field

21h 42m1 stop Tampa

10:38 am - 2:35 pmMSN Madison Truax Field-EYW Key West

26h 57m1 stop Tampa

$277Multiple Airlines

Tue, Jan 12 - Sat, Jan 23

12:59 pm - 9:58 amEYW Key West-MSN Madison Truax Field

21h 59m1 stop Tampa

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$287Breeze Airways

Fri, Jan 8 - Sun, Jan 17

12:59 pm - 9:58 amEYW Key West-MSN Madison Truax Field

21h 59m1 stop Tampa

11:05 am - 10:39 amMSN Madison Truax Field-EYW Key West

22h 34m1 stop Orlando

$292Breeze Airways

Fri, Jan 8 - Tue, Jan 12

10:59 am - 10:25 amEYW Key West-MSN Madison Truax Field

24h 26m1 stop Orlando

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$292Breeze Airways

Mon, Feb 1 - Sun, Feb 7

10:59 am - 5:20 pmEYW Key West-MSN Madison Truax Field

7h 21m1 stop Orlando

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$292Breeze Airways

Thu, Feb 4 - Sun, Feb 7

10:59 am - 10:25 amEYW Key West-MSN Madison Truax Field

24h 26m1 stop Orlando

6:00 pm - 10:19 amMSN Madison Truax Field-EYW Key West

15h 19m1 stop Orlando

$293Breeze Airways

Mon, Feb 1 - Sun, Feb 7

2:50 pm - 8:30 pmEYW Key West-MKE Milwaukee-Mitchell

6h 40m1 stop Atlanta Hartsfield-Jackson

10:16 am - 4:04 pmMKE Milwaukee-Mitchell-EYW Key West

4h 48m1 stop Atlanta Hartsfield-Jackson

$336Delta

Fri, Feb 5 - Sun, Feb 7

6:06 pm - 11:59 pmEYW Key West-MKE Milwaukee-Mitchell

6h 53m1 stop Atlanta Hartsfield-Jackson

5:30 am - 1:55 pmMKE Milwaukee-Mitchell-EYW Key West

7h 25m1 stop Atlanta Hartsfield-Jackson

$381Delta

Thu, Dec 17 - Thu, Dec 24

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United Airlines flights from Key West to Wisconsin

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

United Airlines

Dec 24

EYW1:35 pmKey West

9h 05m

2 stops

MSN9:40 pmMadison Truax Field

Jan 3

MSN6:06 amMadison Truax Field

8h 17m

1 stop

EYW3:23 pmKey West

$364

United Airlines

Jan 7

EYW12:59 pmKey West

9h 00m

1 stop

MKE8:59 pmMilwaukee-Mitchell

Jan 11

MKE7:39 amMilwaukee-Mitchell

6h 43m

1 stop

EYW3:22 pmKey West

$565

United Airlines

Nov 5

EYW4:10 pmKey West

7h 57m

1 stop

MSN11:07 pmMadison Truax Field

Nov 8

MSN8:15 amMadison Truax Field

6h 14m

1 stop

EYW3:29 pmKey West

$609

Delta flights from Key West to Wisconsin

Our best Delta deals on Key West to Wisconsin flight tickets

Delta

Feb 5

EYW2:50 pmKey West

6h 40m

1 stop

MKE8:30 pmMilwaukee-Mitchell

Feb 7

MKE10:16 amMilwaukee-Mitchell

4h 48m

1 stop

EYW4:04 pmKey West

$336

Delta

Dec 23

EYW2:50 pmKey West

7h 57m

1 stop

MSN9:47 pmMadison Truax Field

Jan 3

MSN5:40 amMadison Truax Field

7h 15m

1 stop

EYW1:55 pmKey West

$359

Delta

Dec 17

EYW6:06 pmKey West

6h 53m

1 stop

MKE11:59 pmMilwaukee-Mitchell

Dec 24

MKE5:30 amMilwaukee-Mitchell

7h 25m

1 stop

EYW1:55 pmKey West

$381

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Tue 2/2

1:16 pm-9:58 am

1 stop21h 42m

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

$270

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Tue 2/2

1:16 pm-9:58 am

1 stop21h 42m

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

$271

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Tue 1/12

1:16 pm-9:58 am

1 stop21h 42m

Madison Truax Field

Sat 1/23

10:38 am-2:35 pm

1 stop26h 57m

$277

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 1/8

12:59 pm-9:58 am

1 stop21h 59m

Madison Truax Field

Sun 1/17

6:00 pm-10:19 am

1 stop15h 19m

$287

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Fri 1/8

12:59 pm-9:58 am

1 stop21h 59m

Madison Truax Field

Tue 1/12

11:05 am-10:39 am

1 stop22h 34m

$292

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Mon 2/1

10:59 am-10:25 am

1 stop24h 26m

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

$292

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Thu 2/4

10:59 am-5:20 pm

1 stop7h 21m

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

$292

Key WestMadison

EYW Key West - MSN Madison Truax Field

EYWMSN

Key West

Mon 2/1

10:59 am-10:25 am

1 stop24h 26m

Madison Truax Field

Sun 2/7

6:00 pm-10:19 am

1 stop15h 19m

$293

Quickest round-trip

Key WestMilwaukee

EYW Key West - MKE Milwaukee-Mitchell

EYWMKE

Key West

Fri 2/5

2:50 pm-8:30 pm

1 stop6h 40m

Milwaukee-Mitchell

Sun 2/7

10:16 am-4:04 pm

1 stop4h 48m

$336

Key WestMilwaukee

EYW Key West - MKE Milwaukee-Mitchell

EYWMKE

Key West

Thu 12/17

6:06 pm-11:59 pm

1 stop6h 53m

Milwaukee-Mitchell

Thu 12/24

5:30 am-1:55 pm

1 stop7h 25m

$381

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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 month to fly to Wisconsin?

If you aren’t able to travel during the month of July, then book flights to Wisconsin from Key West during January instead. Flights to Wisconsin in January, while not as cheap as those in July, still average around $0.

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

You could potentially save up to 37% on your flight if you consider stops on a Key West to Wisconsin flight.

Cheap Key West to Wisconsin flight deals and tips

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

Best Price Found	$129
Fastest flight time	3h 49m
Direct flights	None

The best one-way flight to Wisconsin from Key West in the past 72 hours is $129. The best round-trip flight deal from Key West to Wisconsin found on momondo in the last 72 hours is $270.

The fastest flight from Key West to Wisconsin takes 3h 49m

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

Search flight deals

Frequently asked questions about flying from Key West to Wisconsin

When did momondo last update prices for flights from Key West Airport to Wisconsin?
Prices for flights from Key West Airport to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Wisconsin?
There is 1 operator available for flights from Key West Airport to Wisconsin as of November 2026.
How old do you have to be to fly from Key West Airport to Wisconsin?
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 Key West Airport to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin 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 Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Key West to Wisconsin

Compare and see reviews for airlines that fly from Key West to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $319	Free Cancellation	Rating 7.8 8,696 reviews		Search Delta flights

Why use momondo?

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

Finding the right flight to Wisconsin from Key West is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Wisconsin quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Key West to Wisconsin flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Wisconsin from Key West.

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

Yes momondo offers price alerts on flights to Wisconsin 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.