How long does it take to fly to Key West?

If you’re flying from a popular airport in Wisconsin, such as Green Bay or Madison, and flying into Key West, then you can expect flight times to average 4h 57m and 5h 02m, respectively.

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

Spirit Airlines is the most popular carrier operating from Wisconsin to Key West

What airlines fly to Key West?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Key West from Wisconsin according to our data. American Airlines is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Wisconsin to Key West Airport refresh daily.

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

As of October 2025, there are 4 operators available to choose from for flights from Wisconsin to Key West Airport.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Key West Airport.

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

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

$107 Cheap Flights from Wisconsin to Key West in 2025/26

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Find the cheapest flights from Wisconsin to Key West

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:05 am - 1:30 pmORD-EYW

7h 25m1 stop

2:25 pm - 9:00 pmEYW-ORD

7h 35m1 stop

$181Spirit Airlines

Find Deal

Mon, Dec 8 - Thu, Dec 11

5:25 am - 8:46 pmORD-EYW

14h 21m1 stop

10:59 am - 10:36 pmEYW-ORD

12h 37m1 stop

$201Multiple Airlines

Find Deal

Sun, Nov 9 - Thu, Nov 20

7:10 am - 11:26 amORD-EYW

3h 16mnonstop

4:15 pm - 6:48 pmEYW-ORD

3h 33mnonstop

$249United Airlines

Find Deal

Sat, Jan 10 - Wed, Jan 14

7:10 am - 11:26 amORD-EYW

3h 16mnonstop

2:05 pm - 8:13 pmEYW-ORD

7h 08m1 stop

$259United Airlines

Find Deal

Sat, Jan 10 - Wed, Jan 14

6:10 pm - 3:44 pmATW-EYW

20h 34m1 stop

10:27 pm - 10:43 pmEYW-ATW

25h 16m1 stop

$267Allegiant Air

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Sat, Dec 6 - Thu, Dec 11

3:49 pm - 9:47 pmMKE-EYW

4h 58m1 stop

6:43 pm - 11:23 pmEYW-MKE

5h 40m1 stop

$269American Airlines

Find Deal

Thu, Jan 15 - Wed, Jan 21

12:20 pm - 9:48 pmMSN-EYW

8h 28m1 stop

4:55 pm - 11:33 pmEYW-MSN

7h 38m1 stop

$269American Airlines

Find Deal

Wed, Nov 19 - Mon, Nov 24

5:19 am - 11:31 amGRB-EYW

5h 12m1 stop

6:10 pm - 10:37 pmEYW-GRB

5h 27m1 stop

$285Delta

Find Deal

Sat, Nov 29 - Wed, Dec 3

12:20 pm - 7:44 pmMKE-EYW

6h 24m1 stop

1:30 pm - 8:56 pmEYW-MKE

8h 26m1 stop

$294Delta

Find Deal

Fri, Jan 23 - Mon, Jan 26

3:50 pm - 4:56 pmATW-EYW

24h 06m1 stop

3:54 pm - 10:43 pmEYW-ATW

7h 49m1 stop

$310Allegiant Air

Find Deal

Fri, Dec 5 - Fri, Dec 12

Spirit Airlines flights from Wisconsin to Key West

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

Spirit Airlines

Dec 8

ORD5:05 amChicago O'Hare Intl

7h 25m

1 stop

EYW1:30 pmKey West

Dec 11

EYW2:25 pmKey West

7h 35m

1 stop

ORD9:00 pmChicago O'Hare Intl

$181

Find similar

Spirit Airlines

Jan 14

ORD5:05 amChicago O'Hare Intl

7h 25m

1 stop

EYW1:30 pmKey West

Jan 21

EYW2:25 pmKey West

10h 17m

1 stop

ORD11:42 pmChicago O'Hare Intl

$205

Find similar

Spirit Airlines

Jan 28

ORD5:05 amChicago O'Hare Intl

7h 25m

1 stop

EYW1:30 pmKey West

Feb 2

EYW2:25 pmKey West

7h 35m

1 stop

ORD9:00 pmChicago O'Hare Intl

$210

Find similar

United Airlines flights from Wisconsin to Key West

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

United Airlines

Jan 10

ORD7:10 amChicago O'Hare Intl

3h 16m

EYW11:26 amKey West

Jan 14

EYW4:15 pmKey West

3h 33m

ORD6:48 pmChicago O'Hare Intl

$249

Find similar

United Airlines

Jan 10

ORD7:10 amChicago O'Hare Intl

3h 16m

EYW11:26 amKey West

Jan 14

EYW2:05 pmKey West

7h 08m

1 stop

ORD8:13 pmChicago O'Hare Intl

$259

Find similar

United Airlines

Jan 27

MKE6:00 amMilwaukee-Mitchell

8h 17m

1 stop

EYW3:17 pmKey West

Jan 31

EYW12:22 pmKey West

7h 31m

1 stop

MKE6:53 pmMilwaukee-Mitchell

$293

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 12/8

5:05 am-1:30 pm

1 stop7h 25m

Key West

Thu 12/11

2:25 pm-9:00 pm

1 stop7h 35m

$181

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sun 11/9

5:25 am-8:46 pm

1 stop14h 21m

Key West

Thu 11/20

10:59 am-10:36 pm

1 stop12h 37m

$201

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 1/10

7:10 am-11:26 am

Nonstop3h 16m

Key West

Wed 1/14

4:15 pm-6:48 pm

Nonstop3h 33m

$249

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 1/10

7:10 am-11:26 am

Nonstop3h 16m

Key West

Wed 1/14

2:05 pm-8:13 pm

1 stop7h 08m

$259

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Sat 12/6

6:10 pm-3:44 pm

1 stop20h 34m

Key West

Thu 12/11

10:27 pm-10:43 pm

1 stop25h 16m

$267

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 1/15

3:49 pm-9:47 pm

1 stop4h 58m

Key West

Wed 1/21

6:43 pm-11:23 pm

1 stop5h 40m

$269

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 11/19

12:20 pm-9:48 pm

1 stop8h 28m

Key West

Mon 11/24

4:55 pm-11:33 pm

1 stop7h 38m

$269

Green BayKey West

GRB - EYW

GRBEYW

Green Bay Austin-Straubel

Sat 11/29

5:19 am-11:31 am

1 stop5h 12m

Key West

Wed 12/3

6:10 pm-10:37 pm

1 stop5h 27m

$285

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Fri 1/23

12:20 pm-7:44 pm

1 stop6h 24m

Key West

Mon 1/26

1:30 pm-8:56 pm

1 stop8h 26m

$294

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Fri 12/5

3:50 pm-4:56 pm

1 stop24h 06m

Key West

Fri 12/12

3:54 pm-10:43 pm

1 stop7h 49m

$310

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 Wisconsin 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

Prices

Airlines

Other information

What is the cheapest month to fly to Key West?

In general, August is the cheapest month to fly from Wisconsin to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $284. If you are unable to visit Key West during the month of August, then departing from Wisconsin during the month July is also very affordable. Most momondo users find prices during this month for around $323.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Wisconsin is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $338. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Wisconsin to Key West for around $466.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is at noon. momondo users have found flights departing from Wisconsin to Key West at noon for as low as $383. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the morning, with an average ticket price of $398. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Key West from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $392 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Wisconsin for as low as $337 on momondo.

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

You could potentially save up to 17% on your flight if you consider stops on a Wisconsin to Key West flight.

Cheap Wisconsin to Key West flight deals and tips

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

Fastest flight time	3h 11m
Direct flights	Every day
Airports in Key West	1 airport

The fastest flight from Wisconsin to Key West takes 3h 11m

Direct flights go from Wisconsin to Key West every day.

There is 1 airport near Key West: Key West (EYW)

Search flight deals

When did momondo last update prices for flights from Wisconsin to Key West Airport?
Prices for flights from Wisconsin to Key West Airport refresh daily.
How many operators does momondo search for flights from Wisconsin to Key West Airport?
As of October 2025, there are 4 operators available to choose from for flights from Wisconsin to Key West Airport.
How old do you have to be to fly from Wisconsin to Key West Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The travel and health documents required for your trip to Key West 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 Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Wisconsin to Key West

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

Airline	Rating	Free Cancellation	Price
Allegiant Air	PriceFrom $142	Free Cancellation	Rating 7.2 696 reviews	Search Allegiant Air flights
American Airlines	PriceFrom $219	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 7,974 reviews	Search Delta flights
United Airlines	PriceFrom $268	Free Cancellation	Rating 7.4 8,972 reviews	Search United Airlines flights

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Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Key West from Wisconsin.

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

Yes. All flights to Key West from Wisconsin on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Key West from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Wisconsin to Key West now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Key West and let you know when they change.