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$169+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$269
(Delta)

One-way from

$169
(Delta)
From Key West to Wisconsin
Search Deals
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 July 30, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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 8/137:00 amEYW - MKE
1 stop7h 49mDelta
Wed 8/2012:15 pmMKE - EYW
1 stop6h 57mDelta
Deal found 7/28$269
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 8/206:22 pmEYW - MSN
1 stop5h 26mDelta
Mon 9/15:40 amMSN - EYW
1 stop6h 25mDelta
Deal found 7/30$269
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 9/36:20 pmEYW - ORD
1 stop5h 17mDelta
Mon 9/85:45 amORD - EYW
1 stop6h 20mDelta
Deal found 7/29$269
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 8/135:55 pmEYW - MKE
1 stop6h 09mAmerican Airlines
Wed 8/206:00 amMKE - EYW
2 stops12h 07mAmerican Airlines
Deal found 7/30$274
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/214:49 pmEYW - MSN
1 stop8h 10mAmerican Airlines
Mon 8/256:46 amMSN - EYW
1 stop8h 36mAmerican Airlines
Deal found 7/29$294
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 9/53:50 pmEYW - ORD
1 stop8h 35mUnited Airlines
Sun 9/76:00 amORD - EYW
1 stop7h 01mUnited Airlines
Deal found 7/30$299
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Thu 8/1410:02 amEYW - ORD
1 stop13h 20mMultiple Airlines
Tue 8/198:12 pmORD - EYW
2 stops16h 11mMultiple Airlines
Deal found 7/29$327
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 9/53:50 pmEYW - MSP
1 stop8h 10mUnited Airlines
Mon 9/86:00 amMSP - EYW
1 stop7h 55mUnited Airlines
Deal found 7/30$334
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 8/2712:10 pmEYW - ORD
1 stop8h 16mAmerican Airlines
Wed 9/38:20 amORD - EYW
2 stops8h 26mAmerican Airlines
Deal found 7/30$352
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 9/52:30 pmEYW - MSP
1 stop8h 07mAmerican Airlines
Mon 9/87:33 pmMSP - EYW
2 stops14h 21mAmerican Airlines
Deal found 7/30$460
This Delta deal was found by Cheapflights users on 7/27. 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 9/67:00 amEYW - ESC
2 stops15h 44mDelta
Tue 9/96:15 amESC - EYW
2 stops30h 50mDelta
Deal found 7/27$535
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 7/315:35 pmEYW - MSP
2 stops19h 44mMultiple Airlines
Thu 8/71:21 pmMSP - EYW
2 stops19h 12mMultiple Airlines
Deal found 7/30$570

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 July 30, 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 8/13

2:00 pm-8:31 pm

1 stop7h 31m

Milwaukee-Mitchell

Wed 8/20

12:15 pm-8:12 pm

1 stop6h 57m

$269

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 8/20

6:22 pm-10:48 pm

1 stop5h 26m

Madison Truax Field

Mon 9/1

5:40 am-1:05 pm

1 stop6h 25m

$269

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 9/3

6:20 pm-10:37 pm

1 stop5h 17m

Chicago O'Hare Intl

Mon 9/8

5:45 am-1:05 pm

1 stop6h 20m

$269

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 8/13

5:55 pm-11:04 pm

1 stop6h 09m

Milwaukee-Mitchell

Wed 8/20

6:00 am-7:07 pm

2 stops12h 07m

$274

Key WestMadison

EYW - MSN

EYWMSN

Key West

Thu 8/21

4:49 pm-11:59 pm

1 stop8h 10m

Madison Truax Field

Mon 8/25

6:46 am-4:22 pm

1 stop8h 36m

$294

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 9/5

3:50 pm-11:25 pm

1 stop8h 35m

Chicago O'Hare Intl

Sun 9/7

6:00 am-2:01 pm

1 stop7h 01m

$299

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 8/14

10:02 am-10:22 pm

1 stop13h 20m

Chicago O'Hare Intl

Tue 8/19

8:12 pm-1:23 pm

2 stops16h 11m

$327

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Fri 9/5

3:50 pm-11:00 pm

1 stop8h 10m

Minneapolis St Paul

Mon 9/8

6:00 am-2:55 pm

1 stop7h 55m

$334

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 8/27

12:10 pm-7:26 pm

1 stop8h 16m

Chicago O'Hare Intl

Wed 9/3

8:20 am-5:46 pm

2 stops8h 26m

$352

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Fri 9/5

2:30 pm-9:37 pm

1 stop8h 07m

Minneapolis St Paul

Mon 9/8

7:33 pm-10:54 am

2 stops14h 21m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 30 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
No data available for this route at this time. Please check back soon.

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 July 30, 2025.
Read through reviews of airlines operating flights from Key West to Wisconsin, such as Alaska Airlines, Delta, and Breeze Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Breeze Airways
8.0
Very good
191 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $169. However, be on the lookout for offers from United Airlines and Breeze Airways, 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 - Minneapolis St Paul 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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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$293Average$443FlexibilityNo cancel feeOn-time71%
DeltaCheapest$298Average$343FlexibilityNo cancel feeOn-timeN/A

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