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Key West

$105+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$214
(American Airlines)

One-way from

$105
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$509
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 ($61 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 March 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 March 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 7/47:20 amMSN - EYW
1 stop5h 43mAmerican Airlines
Tue 7/81:25 pmEYW - MSN
2 stops11h 37mAmerican Airlines
Deal found 3/30$214
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/105:40 amATW - EYW
2 stops12h 09mAmerican Airlines
Wed 5/145:24 pmEYW - ATW
1 stop6h 08mAmerican Airlines
Deal found 3/30$214
This Delta deal was found by Cheapflights users on 3/30. 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.
Fri 5/3010:23 amMKE - EYW
1 stop6h 07mDelta
Tue 6/36:25 pmEYW - MKE
1 stop6h 29mDelta
Deal found 3/30$243
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mon 5/56:30 amMKE - EYW
2 stops9h 22mAmerican Airlines
Fri 5/95:24 pmEYW - MKE
1 stop7h 34mAmerican Airlines
Deal found 3/30$254
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Sun 4/137:20 amMSP - EYW
1 stop24h 45mMultiple Airlines
Thu 4/179:03 amEYW - MSP
1 stop7h 30mMultiple Airlines
Deal found 3/30$255
This Delta deal was found by Cheapflights users on 3/31. 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.
Tue 8/195:29 amATW - EYW
1 stop6h 40mDelta
Tue 8/266:00 pmEYW - ATW
1 stop4h 59mDelta
Deal found 3/31$279
This American Airlines deal was found by Cheapflights users on 3/31. 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 7/235:15 amORD - EYW
2 stops6h 40mAmerican Airlines
Sat 7/264:06 pmEYW - ORD
1 stop6h 19mAmerican Airlines
Deal found 3/31$314
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/146:30 amMSN - EYW
1 stop7h 34mUnited Airlines
Thu 4/244:04 pmEYW - MSN
1 stop6h 24mUnited Airlines
Deal found 3/30$314
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Wed 6/116:30 amORD - EYW
1 stop24h 33mMultiple Airlines
Sun 6/158:53 amEYW - ORD
2 stops33h 02mMultiple Airlines
Deal found 3/30$337
This Delta deal was found by Cheapflights users on 3/30. 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 5/141:30 pmORD - EYW
1 stop5h 37mDelta
Wed 5/216:25 pmEYW - ORD
1 stop6h 33mDelta
Deal found 3/30$349
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/57:10 amORD - EYW
Nonstop3h 05mUnited Airlines
Thu 4/104:04 pmEYW - ORD
Nonstop3h 35mUnited Airlines
Deal found 3/30$365
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/146:45 amMKE - EYW
1 stop7h 19mUnited Airlines
Fri 4/184:04 pmEYW - MKE
1 stop7h 11mUnited Airlines
Deal found 3/30$369

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 March 31, 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

Sat 5/10

5:40 am-6:49 pm

2 stops12h 09m

Key West

Wed 5/14

5:24 pm-10:32 pm

1 stop6h 08m

$214

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Fri 5/30

10:23 am-5:30 pm

1 stop6h 07m

Key West

Tue 6/3

6:25 pm-11:54 pm

1 stop6h 29m

$243

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Mon 5/5

6:30 am-4:52 pm

2 stops9h 22m

Key West

Fri 5/9

5:24 pm-11:58 pm

1 stop7h 34m

$254

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sun 4/13

7:20 am-9:05 am

1 stop24h 45m

Key West

Thu 4/17

9:03 am-3:33 pm

1 stop7h 30m

$255

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Tue 8/19

5:29 am-1:09 pm

1 stop6h 40m

Key West

Tue 8/26

6:00 pm-9:59 pm

1 stop4h 59m

$279

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Mon 4/14

6:37 am-4:16 pm

1 stop8h 39m

Key West

Thu 4/24

5:20 pm-11:20 pm

2 stops7h 00m

$299

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Mon 4/14

6:30 am-3:04 pm

1 stop7h 34m

Key West

Thu 4/24

4:04 pm-9:28 pm

1 stop6h 24m

$314

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 5/14

10:00 am-4:52 pm

1 stop5h 52m

Key West

Wed 5/21

12:49 pm-3:28 pm

Nonstop3h 39m

$322

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 6/11

6:30 am-8:03 am

1 stop24h 33m

Key West

Sun 6/15

8:53 am-4:55 pm

2 stops33h 02m

$337

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 5/14

1:30 pm-8:07 pm

1 stop5h 37m

Key West

Wed 5/21

6:25 pm-11:58 pm

1 stop6h 33m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 43 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 March 31, 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
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Allegiant Air
7.3
Good
731 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $105. 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.

See more FAQs

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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$151Average$284FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$451FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$515FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$532FlexibilityNo cancel feeOn-time69%
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