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$122+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$249
(Delta)

One-way from

$122
(Trip.com)
From Key West to Wisconsin
Search Deals
One-way flight from Key West to Wisconsin
Search Deals

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 June 12, 2025.

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.
Wed 8/66:27 pmEYW - MKE
1 stop6h 32mDelta
Wed 8/137:05 amMKE - EYW
1 stop5h 00mDelta
Deal found 6/10$249
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/61:52 pmEYW - MKE
2 stops10h 40mAmerican Airlines
Wed 8/136:32 amMKE - EYW
1 stop6h 19mAmerican Airlines
Deal found 6/10$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 10/16:17 pmEYW - MSN
1 stop5h 53mAmerican Airlines
Wed 10/86:21 amMSN - EYW
2 stops9h 08mAmerican Airlines
Deal found 6/11$274
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/16:00 pmEYW - ORD
1 stop6h 53mDelta
Wed 10/86:00 amORD - EYW
1 stop6h 08mDelta
Deal found 6/12$289
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.
Wed 10/17:31 pmEYW - ORD
1 stop5h 17mAmerican Airlines
Wed 10/85:15 amORD - EYW
2 stops6h 45mAmerican Airlines
Deal found 6/12$328
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2910:02 amEYW - ORD
1 stop10h 24mMultiple Airlines
Wed 7/304:36 pmORD - EYW
1 stop23h 09mMultiple Airlines
Deal found 6/11$337
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.
Thu 6/198:53 amEYW - MSP
2 stops28h 25mMultiple Airlines
Thu 7/32:24 pmMSP - EYW
1 stop23h 52mMultiple Airlines
Deal found 6/10$358
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.
Fri 8/86:45 pmEYW - ORD
1 stop24h 38mUnited Airlines
Sun 8/1010:45 amORD - EYW
2 stops20h 15mUnited Airlines
Deal found 6/10$378
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/177:32 pmEYW - MSP
1 stop5h 27mAmerican Airlines
Wed 7/26:22 amMSP - EYW
1 stop8h 45mAmerican Airlines
Deal found 6/10$465
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.
Wed 6/186:29 pmEYW - MSP
1 stop7h 02mDelta
Wed 7/25:25 amMSP - EYW
1 stop6h 44mDelta
Deal found 6/10$523
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.
Wed 6/188:45 amEYW - MSP
2 stops15h 43mUnited Airlines
Wed 7/27:45 amMSP - EYW
3 stops23h 15mUnited Airlines
Deal found 6/10$561
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:45 amEYW - MSN
2 stops14h 18mUnited Airlines
Wed 10/812:26 pmMSN - EYW
3 stops28h 39mUnited Airlines
Deal found 6/11$575

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 June 12, 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 8/6

6:27 pm-11:59 pm

1 stop6h 32m

Milwaukee-Mitchell

Wed 8/13

7:05 am-1:05 pm

1 stop5h 00m

$249

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 8/6

1:52 pm-11:32 pm

2 stops10h 40m

Milwaukee-Mitchell

Wed 8/13

6:32 am-1:51 pm

1 stop6h 19m

$254

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 10/1

6:17 pm-11:10 pm

1 stop5h 53m

Madison Truax Field

Wed 10/8

6:21 am-4:29 pm

2 stops9h 08m

$274

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 7/29

10:02 am-7:26 pm

1 stop10h 24m

Chicago O'Hare Intl

Wed 7/30

4:36 pm-4:45 pm

1 stop23h 09m

$337

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 8/8

6:27 pm-12:09 am

1 stop6h 42m

Chicago O'Hare Intl

Sun 8/10

9:50 am-5:32 pm

1 stop6h 42m

$344

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 7/30

2:31 pm-9:00 pm

1 stop7h 29m

Chicago O'Hare Intl

Sun 8/3

6:00 am-4:12 pm

1 stop9h 12m

$364

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 8/8

6:45 pm-6:23 pm

1 stop24h 38m

Chicago O'Hare Intl

Sun 8/10

10:45 am-8:00 am

2 stops20h 15m

$378

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 6/26

5:32 pm-12:18 pm

2 stops19h 46m

Minneapolis St Paul

Mon 6/30

7:47 am-9:22 am

2 stops24h 35m

$403

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 6/26

7:32 pm-11:59 pm

1 stop5h 27m

Minneapolis St Paul

Mon 6/30

5:51 pm-11:23 am

1 stop16h 32m

$515

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 10/1

8:45 am-10:03 pm

2 stops14h 18m

Madison Truax Field

Wed 10/8

12:26 pm-6:05 pm

3 stops28h 39m

$575

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 19 results
1
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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 June 12, 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 June 12, 2025.
To help decide which airline to fly from Key West to Wisconsin, see what other customers have to say about Alaska Airlines, Delta and United Airlines. 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta, with whom users have recently found tickets for as low as $264. However, be on the lookout for offers from United Airlines and American 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 - Madison Truax Field 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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Alternative routes for Key West to Wisconsin

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$343FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$293Average$443FlexibilityNo cancel feeOn-time71%

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