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Key West

$126+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap 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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$230
(American Airlines)

One-way from

$126
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$419
Provider with most accurate pricing for Milwaukee-Mitchell-Key West flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Key West flights.
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From Wisconsin to Key West
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One-way flight from Wisconsin to Key West
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Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:00 amATW - EYW
1 stop6h 10mAmerican Airlines
Thu 5/295:24 pmEYW - ATW
1 stop6h 08mAmerican Airlines
Deal found 4/23$230
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 5/2512:38 pmMKE - EYW
1 stop6h 29mDelta
Tue 6/37:00 amEYW - MKE
1 stop7h 54mDelta
Deal found 4/23$233
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:00 amMSN - EYW
2 stops10h 52mAmerican Airlines
Tue 6/35:24 pmEYW - MSN
1 stop7h 21mAmerican Airlines
Deal found 4/23$235
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:27 amMKE - EYW
2 stops7h 13mAmerican Airlines
Sat 9/207:21 pmEYW - MKE
1 stop5h 08mAmerican Airlines
Deal found 4/23$254
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 9/137:00 amATW - EYW
2 stops11h 44mDelta
Sat 9/206:00 pmEYW - ATW
1 stop4h 59mDelta
Deal found 4/23$265
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:19 amGRB - EYW
2 stops8h 57mAmerican Airlines
Tue 8/52:31 pmEYW - GRB
2 stops9h 52mAmerican Airlines
Deal found 4/23$305
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/246:30 amMSP - EYW
1 stop24h 33mMultiple Airlines
Sat 5/313:52 pmEYW - MSP
2 stops28h 45mMultiple Airlines
Deal found 4/23$326
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/218:05 amORD - EYW
Nonstop3h 14mAmerican Airlines
Wed 5/2812:49 pmEYW - ORD
Nonstop3h 39mAmerican Airlines
Deal found 4/23$327
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 6/59:39 amORD - EYW
1 stop6h 51mDelta
Thu 6/126:29 pmEYW - ORD
1 stop6h 30mDelta
Deal found 4/23$329
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 8/167:00 amGRB - EYW
2 stops9h 15mDelta
Thu 8/216:00 pmEYW - GRB
1 stop5h 58mDelta
Deal found 4/23$354
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:05 amORD - EYW
1 stop12h 00mMultiple Airlines
Sat 6/148:45 amEYW - ORD
1 stop16h 00mMultiple Airlines
Deal found 4/22$365
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/293:06 pmATW - EYW
1 stop23h 27mAllegiant Air
Fri 5/25:06 pmEYW - ATW
1 stop6h 38mAllegiant Air
Deal found 4/23$367

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 April 24, 2025.
Use the filters below to find and compare flights from Wisconsin to Key West that are best for you.

Fly from

Wisconsin

Fly to

Key West

Route

Depart

Return

Price

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Tue 5/27

5:00 am-12:10 pm

1 stop6h 10m

Key West

Thu 5/29

5:24 pm-10:32 pm

1 stop6h 08m

$230

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sun 5/25

12:38 pm-8:07 pm

1 stop6h 29m

Key West

Tue 6/3

7:00 am-1:54 pm

1 stop7h 54m

$233

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Thu 5/29

5:00 am-4:52 pm

2 stops10h 52m

Key West

Tue 6/3

5:24 pm-11:45 pm

1 stop7h 21m

$235

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Sat 9/13

7:00 am-7:44 pm

2 stops11h 44m

Key West

Sat 9/20

6:00 pm-9:59 pm

1 stop4h 59m

$265

Green BayKey West

GRB - EYW

GRBEYW

Green Bay Austin-Straubel

Tue 7/29

6:19 am-4:16 pm

2 stops8h 57m

Key West

Tue 8/5

2:31 pm-11:23 pm

2 stops9h 52m

$305

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sun 5/25

7:07 am-2:37 pm

1 stop6h 30m

Key West

Tue 6/3

12:50 pm-9:20 pm

2 stops9h 30m

$308

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sat 5/24

6:30 am-8:03 am

1 stop24h 33m

Key West

Sat 5/31

3:52 pm-7:37 pm

2 stops28h 45m

$326

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 5/21

8:05 am-12:19 pm

Nonstop3h 14m

Key West

Wed 5/28

12:49 pm-3:28 pm

Nonstop3h 39m

$327

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Thu 6/5

9:39 am-5:30 pm

1 stop6h 51m

Key West

Thu 6/12

6:29 pm-11:59 pm

1 stop6h 30m

$329

Green BayKey West

GRB - EYW

GRBEYW

Green Bay Austin-Straubel

Sat 8/16

7:00 am-5:15 pm

2 stops9h 15m

Key West

Thu 8/21

6:00 pm-10:58 pm

1 stop5h 58m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 38 results
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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, August is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $328). Flying from Wisconsin to Key West in March is currently the most expensive (average of $493). 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated April 24, 2025.
To help decide which airline to fly from Wisconsin to Key West, see what other customers have to say about Alaska Airlines, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • What are the cheapest airlines to fly from Wisconsin to Key West one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $126. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Wisconsin to Key West for a low price.

  • 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 Milwaukee-Mitchell - 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, August is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $328). Flying from Wisconsin to Key West in March is currently the most expensive (average of $493). 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.

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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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$273FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$458FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$515FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$531FlexibilityNo cancel feeOn-time69%

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