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$92+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(American Airlines)

One-way from

$92
(Mytrip)

Popular in

March

Cheapest in

July

Average price

$429
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. 14% potential increase in price ($65 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 February 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 February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. 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 4/1411:07 amMSN - EYW
1 stop6h 48mAmerican Airlines
Wed 4/231:39 pmEYW - MSN
2 stops8h 22mAmerican Airlines
Deal found 2/20$244
This Delta deal was found by Cheapflights users on 2/20. 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 4/1510:19 amMKE - EYW
1 stop5h 58mDelta
Wed 4/236:13 pmEYW - MKE
1 stop6h 41mDelta
Deal found 2/20$249
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/156:40 amMKE - EYW
1 stop6h 18mAmerican Airlines
Wed 4/2311:39 amEYW - MKE
2 stops7h 27mAmerican Airlines
Deal found 2/19$254
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/95:00 amATW - EYW
1 stop8h 07mAmerican Airlines
Wed 5/142:52 pmEYW - ATW
2 stops9h 25mAmerican Airlines
Deal found 2/19$269
This Mytrip deal was found by Cheapflights users on 2/20. 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 3/511:00 amATW - EYW
1 stop20h 03mAllegiant Air
Wed 3/123:06 pmEYW - ATW
1 stop9h 24mAllegiant Air
Deal found 2/20$284
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 8/246:16 amMSP - EYW
1 stop6h 23mAmerican Airlines
Sun 8/315:09 pmEYW - MSP
1 stop6h 32mAmerican Airlines
Deal found 2/19$289
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/25:07 amMSP - EYW
1 stop26h 56mMultiple Airlines
Wed 3/53:06 pmEYW - MSP
1 stop24h 58mMultiple Airlines
Deal found 2/19$298
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/287:10 pmORD - EYW
1 stop18h 15mMultiple Airlines
Thu 4/38:53 amEYW - ORD
2 stops25h 52mMultiple Airlines
Deal found 2/19$306
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/168:10 amORD - EYW
1 stop7h 42mAmerican Airlines
Wed 5/2112:49 pmEYW - ORD
Nonstop3h 39mAmerican Airlines
Deal found 2/19$312
This Delta deal was found by Cheapflights users on 2/19. 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 3/182:55 pmORD - EYW
1 stop4h 35mDelta
Wed 3/267:00 amEYW - ORD
2 stops14h 38mDelta
Deal found 2/19$317
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 3/72:19 pmMSN - EYW
1 stop5h 44mUnited Airlines
Tue 3/113:59 pmEYW - MSN
1 stop7h 31mUnited Airlines
Deal found 2/20$320
This Delta deal was found by Cheapflights users on 2/20. 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 9/35:29 amATW - EYW
1 stop6h 40mDelta
Wed 9/106:00 pmEYW - ATW
1 stop4h 59mDelta
Deal found 2/20$324

Find flights from Wisconsin to Key West within your budget

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 February 20, 2025.

Fly from

Wisconsin

Fly to

Key West

Route

Depart

Return

Price

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Mon 4/14

11:07 am-6:55 pm

1 stop6h 48m

Key West

Wed 4/23

1:39 pm-9:01 pm

2 stops8h 22m

$244

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Tue 4/15

10:19 am-5:17 pm

1 stop5h 58m

Key West

Wed 4/23

6:13 pm-11:54 pm

1 stop6h 41m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Tue 4/15

6:40 am-1:58 pm

1 stop6h 18m

Key West

Wed 4/23

11:39 am-6:06 pm

2 stops7h 27m

$254

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Fri 5/9

5:00 am-2:07 pm

1 stop8h 07m

Key West

Wed 5/14

2:52 pm-11:17 pm

2 stops9h 25m

$269

AppletonKey West

ATW - EYW

ATWEYW

Appleton Intl

Wed 3/5

11:00 am-8:03 am

1 stop20h 03m

Key West

Wed 3/12

3:06 pm-11:30 pm

1 stop9h 24m

$284

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Thu 4/17

9:59 am-6:55 pm

1 stop7h 56m

Key West

Thu 4/24

8:00 am-12:59 pm

1 stop5h 59m

$289

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sun 3/2

5:07 am-9:03 am

1 stop26h 56m

Key West

Wed 3/5

3:06 pm-3:04 pm

1 stop24h 58m

$298

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Fri 3/28

7:10 pm-2:25 pm

1 stop18h 15m

Key West

Thu 4/3

8:53 am-9:45 am

2 stops25h 52m

$306

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Fri 5/16

8:10 am-4:52 pm

1 stop7h 42m

Key West

Wed 5/21

12:49 pm-3:28 pm

Nonstop3h 39m

$312

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 3/18

2:55 pm-8:30 pm

1 stop4h 35m

Key West

Wed 3/26

7:00 am-8:38 pm

2 stops14h 38m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 39 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.

Travel insights for flights from Wisconsin to Key West

Get recent, data-driven insights about flights from Wisconsin to Key West including ideal travel times, pricing trends, and more.

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 $510). 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.

What is the cheapest time of day to fly from WI to EYW?

Find hourly flight availability from Wisconsin to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Wisconsin to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 February 20, 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
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
765 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
9,692 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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 $115. However, be on the lookout for offers from United Airlines and Delta, 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 Appleton Intl - 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 $510). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$151Average$288FlexibilityNo cancel feeOn-time88%
DeltaCheapest$237Average$524FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$464FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$538FlexibilityNo cancel feeOn-time69%
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