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$135+ Cheap flights from Key West to Milwaukee (EYW - MKE)

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 12/25. 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 Milwaukee

Best flights from Key West to Milwaukee
Discover carefully curated flight deals from Key West to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/86:05 pmEYW - MKE
2 stops27h 43mUnited Airlines
Sun 1/117:00 amMKE - EYW
1 stop7h 17mUnited Airlines
Deal found 12/12$458

Find flight deals from Key West to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$458
(United Airlines)

One-way from

$136
(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 Milwaukee-Mitchell
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One-way flight from Key West to Milwaukee-Mitchell
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Milwaukee 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 Milwaukee that are best for you.

Fly from

Key West

Fly to

Milwaukee

Route

Depart

Return

Price

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 WestMilwaukee

EYW - MKE

EYWMKE

Key West

Thu 12/25

12:22 pm-7:55 pm

1 stop8h 33m

$135

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Thu 12/25

11:47 am-5:49 pm

2 stops7h 02m

$140

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 1/14

2:45 pm-7:58 pm

1 stop6h 13m

$159

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Thu 2/12

11:59 am-5:34 pm

1 stop6h 35m

$159

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Fri 1/23

7:10 am-11:10 am

1 stop5h 00m

$159

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 1/14

7:08 am-3:57 pm

2 stops9h 49m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Compare providers for flights from Key West to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to Milwaukee in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Key West-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-Milwaukee flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Key West to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee 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.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated December 15, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Key West to Milwaukee. 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.
Delta
7.9
Good
8,008 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

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
11,051 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

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 Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    There are many flights that can get you from Key West to Milwaukee in 27h 43m. Fly via United Airlines to get the fastest option. The distance from Key West to Milwaukee is about 1317 mi.

  • What are the cheapest airlines flying from Key West to Milwaukee round-trip?

    Cheapflights users have booked flights from Key West to Milwaukee round-trip from $283. Another airline that can offer you cheap pricing is American Airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Milwaukee 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Top 2 airlines flying from Key West to Milwaukee

Discover the top 2 airlines that operate flights from Key West to Milwaukee. 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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