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

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

How long does it take to fly to Key West?

If you’re flying from a popular airport in Wisconsin, such as Milwaukee or Madison, and flying into Key West, then you can expect flight times to average 4h 57m and 5h 12m, respectively.

How many flights depart from Wisconsin to Key West on average per week?

17 flights are operational weekly from Wisconsin to Key West as of July 2026. The most popular departure day for this route is Wed, with 18% of flights per week taking off on this day.

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 58% 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 July 2026, 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.

$110 Cheap Flights from Wisconsin to Key West in 2026

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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.

5:59 pm - 11:25 am

ORD

EYW

16h 26m

1 stop

1:14 pm - 8:08 pm

EYW

ORD

31h 54m

2 stops

$228Multiple Airlines

Sat, Aug 22 - Tue, Aug 25

5:59 pm - 11:25 am

ORD

EYW

16h 26m

1 stop

1:14 pm - 7:53 am

EYW

ORD

19h 39m

2 stops

$232Multiple Airlines

Sat, Aug 22 - Tue, Aug 25

7:05 am - 12:34 pm

ORD

EYW

28h 29m

2 stops

12:07 pm - 11:08 pm

EYW

ORD

12h 01m

1 stop

$235Multiple Airlines

Mon, Aug 24 - Mon, Aug 31

12:20 pm - 7:43 pm

MKE

EYW

6h 23m

1 stop

6:00 pm - 11:49 pm

EYW

MKE

6h 49m

1 stop

$271Delta

Wed, Dec 9 - Wed, Dec 16

12:20 pm - 7:43 pm

MKE

EYW

6h 23m

1 stop

2:35 pm - 8:48 pm

EYW

MKE

7h 13m

1 stop

$281Delta

Wed, Dec 9 - Tue, Dec 15

2:44 pm - 2:37 pm

ATW

EYW

22h 53m

1 stop

3:27 pm - 10:34 pm

EYW

ATW

8h 07m

1 stop

$289Allegiant Air

Thu, Jul 30 - Mon, Aug 3

3:03 pm - 9:45 pm

MKE

EYW

5h 42m

1 stop

12:50 pm - 6:04 pm

EYW

MKE

6h 14m

1 stop

$300American Airlines

Thu, Dec 10 - Tue, Dec 15

7:47 am - 4:18 pm

MSN

EYW

7h 31m

1 stop

4:50 pm - 11:09 pm

EYW

MSN

7h 19m

1 stop

$323American Airlines

Wed, Aug 12 - Wed, Aug 19

7:55 pm - 11:25 am

MSN

EYW

14h 30m

1 stop

1:14 pm - 9:47 am

EYW

MSN

21h 33m

1 stop

$341Breeze Airways

Sat, Aug 8 - Tue, Aug 11

7:00 am - 10:06 am

ATW

EYW

26h 06m

2 stops

3:27 pm - 10:50 pm

EYW

ATW

8h 23m

1 stop

$352Allegiant Air

Sat, Aug 8 - Fri, Aug 14

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Allegiant Air flights from Wisconsin to Key West

Our best Allegiant Air deals on Wisconsin to Key West flight tickets

Allegiant Air

Jul 30

ATW2:44 pmAppleton Intl

22h 53m

1 stop

EYW2:37 pmKey West

Aug 3

EYW3:27 pmKey West

8h 07m

1 stop

ATW10:34 pmAppleton Intl

$289

Allegiant Air

Jul 17

ATW6:44 pmAppleton Intl

18h 10m

1 stop

EYW1:54 pmKey West

Jul 24

EYW3:27 pmKey West

8h 07m

1 stop

ATW10:34 pmAppleton Intl

$320

Allegiant Air

Aug 8

ATW7:00 amAppleton Intl

26h 06m

2 stops

EYW10:06 amKey West

Aug 14

EYW3:27 pmKey West

8h 23m

1 stop

ATW10:50 pmAppleton Intl

$352

United Airlines flights from Wisconsin to Key West

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

United Airlines

Dec 2

ORD7:40 amChicago O'Hare Intl

3h 11m

EYW11:51 amKey West

Dec 5

EYW4:05 pmKey West

3h 25m

ORD6:30 pmChicago O'Hare Intl

$324

United Airlines

Oct 6

ORD6:00 amChicago O'Hare Intl

6h 29m

1 stop

EYW1:29 pmKey West

Oct 10

EYW4:00 pmKey West

2h 27m

ORD5:27 pmChicago O'Hare Intl

$334

United Airlines

Oct 6

ORD6:00 amChicago O'Hare Intl

6h 29m

1 stop

EYW1:29 pmKey West

Oct 10

EYW4:00 pmKey West

2h 27m

ORD5:27 pmChicago O'Hare Intl

$336

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 8/22

5:59 pm-11:25 am

1 stop16h 26m

Key West

Tue 8/25

1:14 pm-8:08 pm

2 stops31h 54m

$228

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 8/22

5:59 pm-11:25 am

1 stop16h 26m

Key West

Tue 8/25

1:14 pm-7:53 am

2 stops19h 39m

$232

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 8/24

7:05 am-12:34 pm

2 stops28h 29m

Key West

Mon 8/31

12:07 pm-11:08 pm

1 stop12h 01m

$235

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 12/9

12:20 pm-7:43 pm

1 stop6h 23m

Key West

Wed 12/16

6:00 pm-11:49 pm

1 stop6h 49m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 12/9

12:20 pm-7:43 pm

1 stop6h 23m

Key West

Tue 12/15

2:35 pm-8:48 pm

1 stop7h 13m

$281

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Thu 7/30

2:44 pm-2:37 pm

1 stop22h 53m

Key West

Mon 8/3

3:27 pm-10:34 pm

1 stop8h 07m

$289

Quickest round-trip

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 12/10

3:03 pm-9:45 pm

1 stop5h 42m

Key West

Tue 12/15

12:50 pm-6:04 pm

1 stop6h 14m

$300

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 8/12

7:47 am-4:18 pm

1 stop7h 31m

Key West

Wed 8/19

4:50 pm-11:09 pm

1 stop7h 19m

$323

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 8/8

7:55 pm-11:25 am

1 stop14h 30m

Key West

Tue 8/11

1:14 pm-9:47 am

1 stop21h 33m

$341

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Sat 8/8

7:00 am-10:06 am

2 stops26h 06m

Key West

Fri 8/14

3:27 pm-10:50 pm

1 stop8h 23m

$352

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

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Other information

What is the cheapest month to fly to Key West?

In general, December 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 $142. If you are unable to visit Key West during the month of December, then departing from Wisconsin during the month November is also very affordable. Most momondo users find prices during this month for around $168.

How far in advance should I book a flight from Wisconsin 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 $413 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 $323 on momondo.

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

You could potentially save up to 28% 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	2h 08m
Direct flights	Mon, Wed, Thu, Fri, Sat and Sun
Airports in Key West	1 airport

The fastest flight from Wisconsin to Key West takes 2h 08m

Direct flights go from Wisconsin to Key West on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport in Key West. From Wisconsin there are direct flights to Key West (EYW).

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Frequently asked questions about flying from Wisconsin to Key West

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 July 2026, 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 7.3 686 reviews	Search Allegiant Air flights
Delta	PriceFrom $230	Free Cancellation	Rating 7.8 8,453 reviews	Search Delta flights
United Airlines	PriceFrom $268	Free Cancellation	Rating 7.4 9,963 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,796 reviews	Search American 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.

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Cheap flights from Wisconsin to Key West from $110

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Key West departing on 8/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Allegiant Air flights from Wisconsin to Key West

Our best Allegiant Air deals on Wisconsin to Key West flight tickets

United Airlines flights from Wisconsin to Key West

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

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

What is the cheapest month to fly to Key West?

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

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

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

What airlines fly to Key West?

How many flights depart from Wisconsin to Key West on average per week?

How long does it take to fly to Key West?

Cheap Wisconsin to Key West flight deals and tips

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Frequently asked questions about flying from Wisconsin to Key West

Best airlines flying from Wisconsin to Key West

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

Traveling to a place near Key West?

Why use momondo?

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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List of cabin classes available on flights landing in Key West. Availability may vary depending on flight origin and airline.

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