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Wisconsin

$90+ 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:10 pmEYW - ORD
1 stop20h 52mMultiple Airlines
Tue 1/63:26 pmORD - EYW
1 stop21h 04mMultiple Airlines
Deal found 12/13$266
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/291:15 pmEYW - ORD
Nonstop3h 35mAmerican Airlines
Mon 1/128:14 amORD - EYW
Nonstop3h 31mAmerican Airlines
Deal found 12/15$279
This Delta deal was found by Cheapflights users on 12/15. 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.
Mon 12/291:02 pmEYW - ORD
1 stop6h 57mDelta
Mon 1/125:30 amORD - EYW
1 stop4h 59mDelta
Deal found 12/15$299
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/296:26 pmEYW - ORD
Nonstop3h 33mAmerican Airlines
Fri 1/21:35 pmORD - EYW
Nonstop3h 20mAmerican Airlines
Deal found 12/14$309
This Delta deal was found by Cheapflights users on 12/14. 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.
Mon 12/296:20 pmEYW - ORD
1 stop6h 42mDelta
Fri 1/25:30 amORD - EYW
1 stop5h 37mDelta
Deal found 12/14$329
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/2212:22 pmEYW - ORD
Nonstop3h 45mUnited Airlines
Tue 1/610:50 amORD - EYW
Nonstop3h 27mUnited Airlines
Deal found 12/13$334
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:30 pmEYW - ORD
2 stops29h 03mMultiple Airlines
Fri 1/25:00 amORD - EYW
1 stop7h 30mMultiple Airlines
Deal found 12/14$354
This Delta deal was found by Cheapflights users on 12/13. 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 12/247:25 amEYW - MSP
1 stop5h 46mDelta
Sat 12/271:08 pmMSP - EYW
1 stop6h 50mDelta
Deal found 12/13$374
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/156:33 pmEYW - MSN
1 stop6h 07mAmerican Airlines
Tue 1/611:29 amMSN - EYW
2 stops11h 27mAmerican Airlines
Deal found 12/14$384
This Delta deal was found by Cheapflights users on 12/13. 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 12/2311:47 amEYW - MSP
1 stop6h 53mDelta
Sat 12/271:08 pmMSP - EYW
1 stop6h 50mDelta
Deal found 12/13$404
This Delta deal was found by Cheapflights users on 12/13. 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 12/204:47 pmEYW - MSP
1 stop8h 46mDelta
Wed 12/241:17 pmMSP - EYW
1 stop5h 26mDelta
Deal found 12/13$449
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/154:10 pmEYW - MSP
1 stop7h 39mAmerican Airlines
Mon 12/221:41 pmMSP - EYW
1 stop8h 03mAmerican Airlines
Deal found 12/14$484

Find 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 December 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$230
(Kiwi.com)

One-way from

$90
(Kiwi.com)
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.
Search Deals
From Key West to Wisconsin
Search Deals
One-way flight from Key West to Wisconsin
Search Deals

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 December 15, 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 WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/9

6:39 pm-9:20 pm

Nonstop3h 41m

Chicago O'Hare Intl

Mon 4/13

8:00 am-12:16 pm

Nonstop3h 16m

$249

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

1:46 pm-7:44 pm

1 stop6h 58m

Chicago O'Hare Intl

Mon 1/12

8:14 am-12:45 pm

Nonstop3h 31m

$289

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 1/6

12:20 pm-12:30 am

1 stop13h 10m

Chicago O'Hare Intl

Fri 1/9

5:15 am-1:30 pm

1 stop7h 15m

$295

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

6:20 pm-12:02 am

1 stop6h 42m

Chicago O'Hare Intl

Mon 1/12

5:30 am-11:29 am

1 stop4h 59m

$299

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Tue 1/27

7:08 am-2:02 pm

1 stop7h 54m

Minneapolis St Paul

Tue 2/3

6:32 am-2:18 pm

1 stop6h 46m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

6:26 pm-8:59 pm

Nonstop3h 33m

Chicago O'Hare Intl

Fri 1/2

1:35 pm-5:55 pm

Nonstop3h 20m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

4:15 pm-6:48 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sun 1/25

10:50 am-3:17 pm

Nonstop3h 27m

$329

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Fri 1/23

2:25 pm-11:41 pm

1 stop10h 16m

Minneapolis St Paul

Sun 1/25

8:00 am-3:17 pm

1 stop6h 17m

$399

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Thu 1/8

6:05 pm-8:48 pm

2 stops27h 43m

Milwaukee-Mitchell

Sun 1/11

7:00 am-3:17 pm

1 stop7h 17m

$458

Key WestMadison

EYW - MSN

EYWMSN

Key West

Wed 1/21

4:15 pm-9:05 pm

1 stop5h 50m

Madison Truax Field

Sat 1/24

6:30 am-4:22 pm

2 stops8h 52m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 38 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 December 15, 2025.
Read through reviews of airlines operating flights from Key West to Wisconsin, such as Delta and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,052 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • How long is the flight from Key West to Wisconsin?

    For as low as $249, American Airlines can have you in Wisconsin from Key West in 3h 41m. There are 1253 mi between Key West and Wisconsin. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

See more FAQs

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Alternative routes for Key West to Wisconsin

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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$283Average$343FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$348Average$403FlexibilityNo cancel feeOn-time71%

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