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$84+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Mar 1 — Mar 81
Sun 3/1
Sun 3/8
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 January 30, 2026.

This American Airlines deal was found by Cheapflights users on 1/29. 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 4/96:45 pm
EYW
-
ORD
Nonstop3h 52m
American Airlines
Mon 4/138:10 am
ORD
-
EYW
Nonstop3h 27m
American Airlines
Deal found 1/29$249
This United Airlines deal was found by Cheapflights users on 1/28. 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 2/266:35 pm
EYW
-
ORD
1 stop6h 08m
United Airlines
Mon 3/210:44 am
ORD
-
EYW
Nonstop3h 16m
United Airlines
Deal found 1/28$259
This American Airlines deal was found by Cheapflights users on 1/29. 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 4/165:42 pm
EYW
-
MSN
1 stop6h 46m
American Airlines
Tue 4/216:10 am
MSN
-
EYW
1 stop6h 39m
American Airlines
Deal found 1/29$286
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:46 pm
EYW
-
MSP
2 stops25h 41m
Multiple Airlines
Sun 2/158:12 pm
MSP
-
EYW
1 stop15h 14m
Multiple Airlines
Deal found 1/29$301
This American Airlines deal was found by Cheapflights users on 1/28. 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 11/51:23 pm
EYW
-
ORD
Nonstop3h 40m
American Airlines
Sun 11/88:10 am
ORD
-
EYW
1 stop7h 29m
American Airlines
Deal found 1/28$309
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/41:55 pm
EYW
-
MSP
2 stops11h 01m
American Airlines
Wed 3/111:54 pm
MSP
-
EYW
1 stop7h 43m
American Airlines
Deal found 1/28$314
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:46 pm
EYW
-
MSP
2 stops25h 41m
Multiple Airlines
Sat 2/147:40 pm
MSP
-
EYW
1 stop12h 26m
Multiple Airlines
Deal found 1/29$328
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/410:49 am
EYW
-
MSP
1 stop28h 29m
Multiple Airlines
Sun 2/158:12 pm
MSP
-
EYW
1 stop15h 14m
Multiple Airlines
Deal found 1/29$330
This Delta deal was found by Cheapflights users on 1/29. 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.
Fri 4/177:33 am
EYW
-
MSN
2 stops11h 16m
Delta
Tue 4/2110:50 am
MSN
-
EYW
2 stops7h 50m
Delta
Deal found 1/29$352
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/410:49 am
EYW
-
MSP
1 stop28h 29m
Multiple Airlines
Sat 2/147:40 pm
MSP
-
EYW
1 stop12h 26m
Multiple Airlines
Deal found 1/29$357
This United Airlines deal was found by Cheapflights users on 1/28. 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 2/124:52 pm
EYW
-
MSP
1 stop8h 05m
United Airlines
Mon 2/166:00 am
MSP
-
EYW
1 stop8h 00m
United Airlines
Deal found 1/28$359
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/121:55 pm
EYW
-
MSP
2 stops10h 24m
American Airlines
Mon 2/166:15 am
MSP
-
EYW
2 stops9h 34m
American Airlines
Deal found 1/28$369

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 January 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(American Airlines)

One-way from

$84
(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 January 30, 2026.
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 2/26

6:35 pm-11:43 pm

1 stop6h 08m

Chicago O'Hare Intl

Mon 3/2

10:44 am-3:00 pm

Nonstop3h 16m

$259

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 2/24

6:54 pm-9:40 pm

Nonstop3h 46m

Chicago O'Hare Intl

Tue 3/3

1:59 pm-6:24 pm

Nonstop3h 25m

$279

Key WestMadison

EYW - MSN

EYWMSN

Key West

Thu 4/16

5:42 pm-11:28 pm

1 stop6h 46m

Madison Truax Field

Tue 4/21

6:10 am-1:49 pm

1 stop6h 39m

$286

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/9

6:45 pm-9:37 pm

Nonstop3h 52m

Chicago O'Hare Intl

Mon 4/13

9:40 am-4:30 pm

1 stop5h 50m

$289

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Wed 3/4

1:55 pm-11:56 pm

2 stops11h 01m

Minneapolis St Paul

Wed 3/11

1:54 pm-10:37 pm

1 stop7h 43m

$314

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 2/12

9:46 am-7:32 pm

1 stop10h 46m

Minneapolis St Paul

Mon 2/16

6:42 am-12:21 pm

2 stops28h 39m

$330

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 2/12

4:52 pm-11:57 pm

1 stop8h 05m

Minneapolis St Paul

Mon 2/16

6:00 am-3:00 pm

1 stop8h 00m

$359

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 2/12

1:55 pm-11:19 pm

2 stops10h 24m

Minneapolis St Paul

Mon 2/16

6:15 am-4:49 pm

2 stops9h 34m

$369

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 2/26

9:46 am-7:32 pm

1 stop10h 46m

Minneapolis St Paul

Thu 3/5

9:58 am-1:30 pm

2 stops26h 32m

$372

Key WestMadison

EYW - MSN

EYWMSN

Key West

Fri 4/17

3:47 pm-9:16 pm

1 stop6h 29m

Madison Truax Field

Tue 4/21

8:30 am-2:51 pm

1 stop5h 21m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 48 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 January 30, 2026.
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
8,126 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

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
8,126 reviews
Delta
7.9
Good
8,126 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

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
11,207 reviews
Delta
7.9
Good
8,126 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

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 $259, United Airlines can have you in Wisconsin from Key West in 6h 08m. 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 - Madison Truax Field 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 January 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$343FlexibilityNo cancel feeOn-timeN/A

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