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Key West

$94+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$114
(Delta)

Popular in

March

Cheapest in

July

Average price

$468
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 ($11 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 5/306:15 amMKE - EYW
2 stops11h 34mAmerican Airlines
Wed 6/45:24 pmEYW - MKE
1 stop7h 34mAmerican Airlines
Deal found 4/29$229
This Delta deal was found by Cheapflights users on 4/29. 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 9/1312:20 pmMKE - EYW
1 stop6h 24mDelta
Sat 9/207:00 amEYW - MKE
1 stop7h 44mDelta
Deal found 4/29$249
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/46:45 amMSN - EYW
1 stop8h 22mAmerican Airlines
Tue 7/84:48 pmEYW - MSN
1 stop8h 02mAmerican Airlines
Deal found 4/29$269
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 9/26:35 amATW - EYW
1 stop8h 33mAmerican Airlines
Thu 9/112:01 pmEYW - ATW
2 stops8h 03mAmerican Airlines
Deal found 4/30$274
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 9/137:00 amATW - EYW
2 stops11h 44mDelta
Sat 9/206:00 pmEYW - ATW
1 stop4h 59mDelta
Deal found 4/30$281
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 5/103:36 pmATW - EYW
1 stop16h 57mAllegiant Air
Wed 5/144:46 pmEYW - ATW
1 stop7h 15mAllegiant Air
Deal found 4/30$302
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/16:30 amORD - EYW
1 stop26h 03mMultiple Airlines
Thu 6/58:53 amEYW - ORD
3 stops39h 36mMultiple Airlines
Deal found 4/29$320
This Delta deal was found by Cheapflights users on 4/29. 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 6/1411:20 amORD - EYW
1 stop7h 19mDelta
Tue 6/176:29 pmEYW - ORD
1 stop6h 28mDelta
Deal found 4/29$323
This American Airlines deal was found by Cheapflights users on 4/29. 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 11/88:00 amORD - EYW
Nonstop3h 16mAmerican Airlines
Sat 11/151:39 pmEYW - ORD
Nonstop3h 31mAmerican Airlines
Deal found 4/29$327
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/146:00 amORD - EYW
1 stop25h 00mUnited Airlines
Tue 6/172:12 pmEYW - ORD
1 stop9h 00mUnited Airlines
Deal found 4/30$341
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/44:30 pmMSP - EYW
1 stop16h 50mMultiple Airlines
Thu 5/810:23 amEYW - MSP
1 stop10h 58mMultiple Airlines
Deal found 4/30$363
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 7/176:00 amMSP - EYW
2 stops31h 00mUnited Airlines
Mon 7/216:45 pmEYW - MSP
2 stops30h 14mUnited Airlines
Deal found 4/30$366

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 May 1, 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

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Fri 5/30

6:15 am-6:49 pm

2 stops11h 34m

Key West

Wed 6/4

5:24 pm-11:58 pm

1 stop7h 34m

$229

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 9/13

12:20 pm-7:44 pm

1 stop6h 24m

Key West

Sat 9/20

7:00 am-1:44 pm

1 stop7h 44m

$249

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Fri 7/4

6:45 am-4:07 pm

1 stop8h 22m

Key West

Tue 7/8

4:48 pm-11:50 pm

1 stop8h 02m

$269

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Tue 9/2

6:35 am-4:08 pm

1 stop8h 33m

Key West

Thu 9/11

2:01 pm-9:04 pm

2 stops8h 03m

$274

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

$281

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Sat 5/10

3:36 pm-9:33 am

1 stop16h 57m

Key West

Wed 5/14

4:46 pm-11:01 pm

1 stop7h 15m

$302

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 6/14

9:40 am-5:34 pm

1 stop6h 54m

Key West

Tue 6/17

6:29 pm-11:57 pm

1 stop6h 28m

$323

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 5/17

5:05 am-6:05 pm

1 stop12h 00m

Key West

Tue 5/20

8:45 am-11:04 pm

1 stop15h 19m

$326

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 6/10

7:05 am-4:11 pm

1 stop8h 06m

Key West

Tue 6/17

11:20 am-5:35 pm

2 stops7h 15m

$328

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 6/14

6:00 am-8:00 am

1 stop25h 00m

Key West

Tue 6/17

2:12 pm-10:12 pm

1 stop9h 00m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 34 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 $492). 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 May 1, 2025.
To help decide which airline to fly from Wisconsin to Key West, see what other customers have to say about Delta, United Airlines and Allegiant Air. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.
Allegiant Air
7.3
Good
734 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

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 Delta, with whom users have recently found tickets for as low as $114. However, be on the lookout for offers from United Airlines and American 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 Milwaukee-Mitchell - Key West or Minneapolis St Paul - 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 $492). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$273FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$476FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$519FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$531FlexibilityNo cancel feeOn-time69%

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