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Key West

$137+ Cheap flights from Wisconsin to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Jul 19 — Jul 261
Sun 7/19
Sun 7/26
1 adult, Economy
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Cheap flight deals from Wisconsin to Key West

Cheapest flights from Wisconsin to Key West
Explore the most affordable flight options available from Wisconsin to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:47 am
ATW
-
EYW
1 stop21h 23m
Multiple Airlines
Fri 8/2812:07 pm
EYW
-
ATW
1 stop22h 50m
Multiple Airlines
Deal found 6/17$231
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:47 am
ATW
-
EYW
1 stop21h 23m
Allegiant Air
Fri 8/2810:59 am
EYW
-
ATW
1 stop11h 53m
Allegiant Air
Deal found 6/16$244
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:50 pm
MSN
-
EYW
2 stops47h 23m
Breeze Airways
Fri 9/41:11 pm
EYW
-
MSN
1 stop21h 36m
Breeze Airways
Deal found 6/16$261
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:00 am
ATW
-
EYW
1 stop27h 25m
Multiple Airlines
Fri 8/143:27 pm
EYW
-
ATW
1 stop23h 16m
Multiple Airlines
Deal found 6/16$261
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/92:44 pm
ATW
-
EYW
1 stop19h 43m
Multiple Airlines
Fri 8/143:27 pm
EYW
-
ATW
1 stop8h 23m
Multiple Airlines
Deal found 6/15$269
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:58 pm
MKE
-
EYW
1 stop5h 53m
Delta
Wed 8/57:40 am
EYW
-
MKE
1 stop7h 14m
Delta
Deal found 6/16$271
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:00 am
ATW
-
EYW
1 stop27h 25m
Multiple Airlines
Thu 8/139:42 pm
EYW
-
ATW
1 stop26h 08m
Multiple Airlines
Deal found 6/16$271
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/92:44 pm
ATW
-
EYW
1 stop22h 53m
Allegiant Air
Fri 8/143:27 pm
EYW
-
ATW
1 stop23h 16m
Allegiant Air
Deal found 6/15$278
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:44 pm
ATW
-
EYW
1 stop18h 10m
Allegiant Air
Fri 7/173:27 pm
EYW
-
ATW
1 stop8h 07m
Allegiant Air
Deal found 6/15$282
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:57 pm
ATW
-
EYW
1 stop20h 48m
Allegiant Air
Thu 8/139:42 pm
EYW
-
ATW
1 stop26h 08m
Allegiant Air
Deal found 6/16$293
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/92:44 pm
ATW
-
EYW
1 stop19h 43m
Multiple Airlines
Sun 8/169:42 pm
EYW
-
ATW
1 stop26h 08m
Multiple Airlines
Deal found 6/15$298
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:48 pm
MKE
-
EYW
1 stop6h 02m
Delta
Mon 9/216:19 pm
EYW
-
MKE
1 stop6h 33m
Delta
Deal found 6/16$300

Find flight deals from Wisconsin to Key West

Keep the following information in mind while searching for Wisconsin to Key West flight deals. Data was last updated June 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$231
(Kiwi.com)

One-way from

$137
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$438
Provider with most accurate pricing for Milwaukee-Mitchell-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Key West flights.
Search Deals
From Wisconsin to Key West
Search Deals
One-way flight from Wisconsin to Key West
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 19, 2026.
Use the filters below to find and compare flights from Wisconsin to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Sat 8/22

10:47 am-9:10 am

1 stop21h 23m

Key West

Fri 8/28

10:59 am-9:52 pm

1 stop11h 53m

$234

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 7/29

12:58 pm-7:51 pm

1 stop5h 53m

Key West

Wed 8/5

7:40 am-1:54 pm

1 stop7h 14m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 7/29

7:50 am-3:19 pm

1 stop6h 29m

Key West

Wed 8/5

4:00 pm-10:29 pm

1 stop7h 29m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 8/26

12:51 pm-7:57 pm

1 stop6h 06m

Key West

Sat 8/29

1:31 pm-8:09 pm

1 stop7h 38m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 8/15

12:47 pm-7:57 pm

1 stop6h 10m

Key West

Sat 8/22

7:40 am-11:39 am

1 stop4h 59m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 8/15

12:47 pm-7:57 pm

1 stop6h 10m

Key West

Tue 8/18

6:15 pm-11:53 pm

1 stop6h 38m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Tue 8/25

12:51 pm-7:57 pm

1 stop6h 06m

Key West

Sat 8/29

1:31 pm-8:09 pm

1 stop7h 38m

$271

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 10/3

12:48 pm-7:50 pm

1 stop6h 02m

Key West

Wed 10/7

6:00 pm-11:49 pm

1 stop6h 49m

$300

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 7/30

12:58 pm-7:56 pm

1 stop5h 58m

Key West

Tue 8/4

6:15 pm-11:53 pm

1 stop6h 38m

$300

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 9/16

12:48 pm-7:50 pm

1 stop6h 02m

Key West

Mon 9/21

6:19 pm-11:52 pm

1 stop6h 33m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Wisconsin to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Key West

What is the cheapest month to book a flight from Wisconsin to Key West?

Currently, December is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $142). Flying from Wisconsin to Key West in April is currently the most expensive (average of $282). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Wisconsin to Key West?

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

The price you pay for your flight from Wisconsin to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 69 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Wisconsin?

    Most people fly into Key West (EYW) if they book a flight to Key West from Wisconsin. Key West is conveniently located just 2.6 mi from Key West’s city center.

  • How long is the flight from Wisconsin to Key West?

    Airlines like Allegiant Air, Delta, and American Airlines fly from Wisconsin to Key West in about 5h 47m. The time it takes to get you to your destination can typically vary by up to 15h 36m. Airlines will cover a distance of 1422 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Wisconsin to Key West?

    The most popular route from Wisconsin to Key West is Chicago O'Hare Intl - Key West. You may also consider Minneapolis St Paul - Key West or Madison Truax Field - Key West.

  • Can I find deals for flights from Wisconsin to Key West that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Key West.

  • Can I find deals for business class flights from Wisconsin to Key West?

    Yes. Cheapflights offers flight deals from Wisconsin to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wisconsin to Key West?

    Currently, December is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $142). Flying from Wisconsin to Key West in April is currently the most expensive (average of $282). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Wisconsin to Key West

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Top 4 airlines flying from Wisconsin to Key West

Discover the top 4 airlines that operate flights from Wisconsin to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$272FlexibilityNo cancel feeOn-time88%
DeltaCheapest$230Average$447FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$421FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$268Average$477FlexibilityNo cancel feeOn-time71%

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