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$162+ Cheap flights from Key West (EYW) to Wisconsin

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Key West to Wisconsin

Keep the following information in mind while searching for Key West to Wisconsin flight deals. Data was last updated April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$299
(American Airlines)

One-way from

$162
(American Airlines)
Provider with most accurate pricing for Key West-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Milwaukee-Mitchell flights.
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From Key West to Wisconsin
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One-way flight from Key West to Wisconsin
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Find flight deals from Key West to Wisconsin

Cheapest flights from Key West to Wisconsin
Explore the most affordable flight options available from Key West to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 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.
Wed 5/145:24 pmEYW - MKE
1 stop7h 34mAmerican Airlines
Sun 5/186:00 amMKE - EYW
1 stop6h 39mAmerican Airlines
Deal found 4/29$299
This Mytrip deal was found by Cheapflights users on 4/28. 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 5/158:53 amEYW - ORD
2 stops32h 32mMultiple Airlines
Wed 5/216:30 amORD - EYW
1 stop8h 26mMultiple Airlines
Deal found 4/28$312
This Delta deal was found by Cheapflights users on 4/28. 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 7/96:27 pmEYW - ORD
1 stop6h 42mDelta
Tue 7/157:00 amORD - EYW
1 stop5h 08mDelta
Deal found 4/28$323
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.
Tue 7/156:27 pmEYW - MSN
1 stop5h 07mDelta
Mon 8/115:45 amMSN - EYW
1 stop6h 24mDelta
Deal found 4/29$324
This American Airlines deal was found by Cheapflights users on 4/28. 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 7/97:51 pmEYW - ORD
1 stop5h 26mAmerican Airlines
Tue 7/155:15 amORD - EYW
2 stops6h 40mAmerican Airlines
Deal found 4/28$328
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.
Mon 7/1411:18 amEYW - MSN
2 stops9h 38mAmerican Airlines
Tue 8/126:20 amMSN - EYW
1 stop6h 31mAmerican Airlines
Deal found 4/29$381
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/26:45 pmEYW - ORD
1 stop26h 22mUnited Airlines
Tue 6/171:04 pmORD - EYW
2 stops28h 01mUnited Airlines
Deal found 4/28$400
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/146:45 pmEYW - MSN
2 stops20h 09mUnited Airlines
Wed 8/132:35 pmMSN - EYW
2 stops16h 25mUnited Airlines
Deal found 4/29$406
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/28:45 amEYW - MKE
2 stops13h 00mUnited Airlines
Sun 7/65:15 amMKE - EYW
2 stops11h 50mUnited Airlines
Deal found 4/29$469
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/158:45 amEYW - MSP
2 stops14h 02mUnited Airlines
Mon 5/1911:39 amMSP - EYW
2 stops29h 26mUnited Airlines
Deal found 4/28$544
This Delta deal was found by Cheapflights users on 4/28. 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 5/156:25 pmEYW - MSP
1 stop7h 14mDelta
Sat 5/177:50 pmMSP - EYW
2 stops14h 01mDelta
Deal found 4/28$550
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/151:39 pmEYW - MSP
2 stops9h 42mAmerican Airlines
Mon 5/196:05 amMSP - EYW
1 stop6h 34mAmerican Airlines
Deal found 4/28$588

Cheapflights Fare Finder

Customize your flight search to find flights from Key West to Wisconsin 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 29, 2025.
Use the filters below to find and compare flights from Key West to Wisconsin that are best for you.

Fly from

Key West

Fly to

Wisconsin

Route

Depart

Return

Price

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 5/14

5:24 pm-11:58 pm

1 stop7h 34m

Milwaukee-Mitchell

Sun 5/18

6:00 am-1:39 pm

1 stop6h 39m

$299

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 5/15

8:53 am-4:25 pm

2 stops32h 32m

Chicago O'Hare Intl

Wed 5/21

6:30 am-3:56 pm

1 stop8h 26m

$312

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 7/9

6:27 pm-12:09 am

1 stop6h 42m

Chicago O'Hare Intl

Tue 7/15

7:00 am-1:08 pm

1 stop5h 08m

$323

Key WestMadison

EYW - MSN

EYWMSN

Key West

Tue 7/15

6:27 pm-10:34 pm

1 stop5h 07m

Madison Truax Field

Wed 8/13

11:11 am-7:46 pm

1 stop7h 35m

$324

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 7/9

7:51 pm-12:17 am

1 stop5h 26m

Chicago O'Hare Intl

Tue 7/15

5:15 am-12:55 pm

2 stops6h 40m

$328

Key WestMadison

EYW - MSN

EYWMSN

Key West

Mon 7/14

11:18 am-7:56 pm

2 stops9h 38m

Madison Truax Field

Tue 8/12

6:20 am-1:51 pm

1 stop6h 31m

$381

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 6/2

6:45 pm-8:07 pm

1 stop26h 22m

Chicago O'Hare Intl

Tue 6/17

1:04 pm-6:05 pm

2 stops28h 01m

$400

Key WestMadison

EYW - MSN

EYWMSN

Key West

Mon 7/14

6:45 pm-1:54 pm

2 stops20h 09m

Madison Truax Field

Wed 8/13

2:35 pm-8:00 am

2 stops16h 25m

$406

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 7/2

8:45 am-8:45 pm

2 stops13h 00m

Milwaukee-Mitchell

Sun 7/6

5:15 am-6:05 pm

2 stops11h 50m

$469

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 5/15

8:45 am-9:47 pm

2 stops14h 02m

Minneapolis St Paul

Mon 5/19

11:39 am-6:05 pm

2 stops29h 26m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 29 results
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Best time to book a flight from Key West to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Key West 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 Key West to Wisconsin

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

Find hourly flight availability from Key West to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

When flying from Key West to Wisconsin, 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 Wisconsin by month

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

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

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

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated April 29, 2025.
To help decide which airline to fly from Key West to Wisconsin, see what other customers have to say about Breeze Airways, Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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!
Alaska Airlines
8.0
Very good
9,968 reviews
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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
7,936 reviews
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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
8,696 reviews
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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
160 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Crew

8.8

Overall

8.1

Comfort

8.2

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 Key West to Wisconsin. 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 from for flights from Key West to Wisconsin?

    Key West (EYW) is the airport you will fly out of if you book a flight from Key West to Wisconsin. It is only a 2.6 mi journey to Key West (EYW) from Key West’s city center.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $162. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Key West to Wisconsin for a low price.

  • What are the most popular routes from Key West to Wisconsin?

    Most travelers choose Key West - Chicago O'Hare Intl, Key West - Minneapolis St Paul or Key West - Milwaukee-Mitchell when deciding on the best route from Key West to Wisconsin.

  • Can I find deals for flights from Key West to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Key West to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Wisconsin.

  • Can I find deals for business class flights from Key West to Wisconsin?

    Yes. Cheapflights offers flight deals from Key West to Wisconsin 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 Key West to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Key West to Wisconsin (average of $280). Flying from Key West to Wisconsin in June is currently the most expensive (average of $376). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Key West to Wisconsin

Discover the top 2 airlines that operate flights from Key West to Wisconsin. 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$222Average$433FlexibilityNo cancel feeOn-time71%
DeltaCheapest$268Average$387FlexibilityNo cancel feeOn-timeN/A

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