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Key West

$153+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$232
(Mytrip)

One-way from

$153
(Mytrip)

Popular in

March

Cheapest in

July

Average price

$433
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 June 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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/184:57 pmATW - EYW
1 stop21h 11mAllegiant Air
Fri 7/255:26 pmEYW - ATW
1 stop7h 11mAllegiant Air
Deal found 6/10$232
This Delta deal was found by Cheapflights users on 6/10. 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 7/1012:44 pmMKE - EYW
1 stop6h 05mDelta
Wed 7/162:03 pmEYW - MKE
1 stop6h 32mDelta
Deal found 6/10$249
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/165:00 amMKE - EYW
2 stops10h 19mAmerican Airlines
Sat 8/233:59 pmEYW - MKE
1 stop6h 59mAmerican Airlines
Deal found 6/12$254
This American Airlines deal was found by Cheapflights users on 6/11. 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 11/196:38 amMSN - EYW
1 stop8h 38mAmerican Airlines
Mon 11/245:26 pmEYW - MSN
1 stop4h 58mAmerican Airlines
Deal found 6/11$269
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/93:36 pmMSP - EYW
1 stop19h 05mMultiple Airlines
Wed 7/163:55 pmEYW - MSP
2 stops31h 34mMultiple Airlines
Deal found 6/10$276
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/236:29 amATW - EYW
2 stops11h 30mAmerican Airlines
Tue 9/3012:00 pmEYW - ATW
2 stops11h 25mAmerican Airlines
Deal found 6/11$293
This Delta deal was found by Cheapflights users on 6/10. 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 7/1510:50 amMSN - EYW
1 stop5h 42mDelta
Tue 7/226:27 pmEYW - MSN
1 stop5h 07mDelta
Deal found 6/10$294
This Delta deal was found by Cheapflights users on 6/10. 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 9/95:34 amATW - EYW
1 stop6h 31mDelta
Sat 9/136:00 pmEYW - ATW
1 stop4h 59mDelta
Deal found 6/10$311
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/157:05 amORD - EYW
1 stop6h 04mAmerican Airlines
Tue 7/224:58 pmEYW - ORD
1 stop6h 53mAmerican Airlines
Deal found 6/12$323
This Delta deal was found by Cheapflights users on 6/11. 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 7/511:20 amORD - EYW
1 stop7h 19mDelta
Wed 7/96:27 pmEYW - ORD
1 stop6h 42mDelta
Deal found 6/11$324
This United Airlines deal was found by Cheapflights users on 6/10. 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 12/1110:55 amORD - EYW
Nonstop3h 11mUnited Airlines
Tue 12/164:05 pmEYW - ORD
Nonstop3h 25mUnited Airlines
Deal found 6/10$329
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Thu 7/3111:11 amORD - EYW
2 stops28h 25mMultiple Airlines
Sun 8/35:35 pmEYW - ORD
2 stops28h 55mMultiple Airlines
Deal found 6/12$331

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 12, 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

Fri 7/18

4:57 pm-3:08 pm

1 stop21h 11m

Key West

Fri 7/25

5:26 pm-11:37 pm

1 stop7h 11m

$232

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 7/10

12:44 pm-7:49 pm

1 stop6h 05m

Key West

Wed 7/16

2:03 pm-7:35 pm

1 stop6h 32m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 8/16

5:00 am-4:19 pm

2 stops10h 19m

Key West

Sat 8/23

3:59 pm-9:58 pm

1 stop6h 59m

$254

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 11/19

6:38 am-4:16 pm

1 stop8h 38m

Key West

Mon 11/24

5:26 pm-9:24 pm

1 stop4h 58m

$269

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Wed 7/9

3:36 pm-11:41 am

1 stop19h 05m

Key West

Wed 7/16

3:55 pm-10:29 pm

2 stops31h 34m

$276

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Tue 9/23

6:29 am-6:59 pm

2 stops11h 30m

Key West

Tue 9/30

12:00 pm-10:25 pm

2 stops11h 25m

$293

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Tue 7/15

10:50 am-5:32 pm

1 stop5h 42m

Key West

Tue 7/22

6:27 pm-10:34 pm

1 stop5h 07m

$294

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Tue 9/9

5:34 am-1:05 pm

1 stop6h 31m

Key West

Sat 9/13

6:00 pm-9:59 pm

1 stop4h 59m

$311

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 7/15

7:05 am-2:09 pm

1 stop6h 04m

Key West

Tue 7/22

4:58 pm-10:51 pm

1 stop6h 53m

$323

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 7/5

11:20 am-7:39 pm

1 stop7h 19m

Key West

Wed 7/9

6:27 pm-12:09 am

1 stop6h 42m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 42 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 June 12, 2025.
To help decide which airline to fly from Wisconsin to Key West, see what other customers have to say about Breeze Airways, 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.
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,946 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 $169. 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 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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Alternative routes for Wisconsin to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$273FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$503FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$519FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$530FlexibilityNo cancel feeOn-time69%

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