HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$189+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
May 26 — Jun 21
Tue 5/26
Tue 6/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Key West to Milwaukee

Cheapest flights from Key West to Milwaukee
Explore the most affordable flight options available from Key West to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 26, 2026.

This American Airlines deal was found by Cheapflights users on 4/22. 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 6/105:37 pm
EYW
-
MKE
1 stop7h 10m
American Airlines
Wed 6/176:01 am
MKE
-
EYW
2 stops11h 48m
American Airlines
Deal found 4/22$301
This Delta deal was found by Cheapflights users on 4/24. 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 6/107:45 am
EYW
-
MKE
1 stop5h 05m
Delta
Wed 6/1710:08 am
MKE
-
EYW
1 stop6h 21m
Delta
Deal found 4/24$304
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 5/76:19 pm
EYW
-
MKE
1 stop6h 34m
Delta
Sun 5/105:23 am
MKE
-
EYW
1 stop6h 04m
Delta
Deal found 4/23$389
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/78:05 am
EYW
-
MKE
2 stops8h 51m
American Airlines
Sun 5/106:00 am
MKE
-
EYW
1 stop6h 49m
American Airlines
Deal found 4/23$394
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Sun 5/1012:34 pm
EYW
-
MKE
2 stops45h 27m
Multiple Airlines
Thu 5/149:46 am
MKE
-
EYW
1 stop24h 41m
Multiple Airlines
Deal found 4/25$466
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Sun 5/106:46 pm
EYW
-
MKE
1 stop5h 54m
American Airlines
Thu 5/146:00 am
MKE
-
EYW
1 stop8h 24m
American Airlines
Deal found 4/25$487
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/204:47 pm
EYW
-
MKE
1 stop8h 32m
United Airlines
Sun 5/245:29 pm
MKE
-
EYW
2 stops19h 01m
United Airlines
Deal found 4/24$672

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 April 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(American Airlines)

One-way from

$189
(Delta)

Popular in

March

Cheapest in

February

Average price

$669
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
Search Deals
One-way flight from Key West to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 26, 2026.
Use the filters below to find and compare flights from Key West to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 6/10

5:37 pm-11:47 pm

1 stop7h 10m

Milwaukee-Mitchell

Wed 6/17

6:01 am-6:49 pm

2 stops11h 48m

$301
Quickest round-trip

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 6/10

7:45 am-11:50 am

1 stop5h 05m

Milwaukee-Mitchell

Wed 6/17

10:08 am-5:29 pm

1 stop6h 21m

$304

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Thu 5/7

2:01 pm-11:40 pm

2 stops10h 39m

Milwaukee-Mitchell

Sun 5/10

7:00 am-4:30 pm

2 stops8h 30m

$399

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Sun 5/10

12:34 pm-9:01 am

2 stops45h 27m

Milwaukee-Mitchell

Thu 5/14

9:46 am-11:27 am

1 stop24h 41m

$466

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Sun 5/10

6:46 pm-11:40 pm

1 stop5h 54m

Milwaukee-Mitchell

Thu 5/14

6:00 am-3:24 pm

1 stop8h 24m

$487

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 5/20

4:47 pm-12:19 am

1 stop8h 32m

Milwaukee-Mitchell

Sun 5/24

5:29 pm-1:30 pm

2 stops19h 01m

$672
Cheapest one-way

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 10/6

7:00 am-1:44 pm

1 stop7h 44m

$189

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 10/6

5:12 pm-12:11 am

1 stop7h 59m

$189

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Sat 6/13

7:45 am-2:00 pm

1 stop7h 15m

$189
Quickest one-way

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Mon 6/15

7:29 pm-11:59 pm

1 stop5h 30m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub the most. FlightHub 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.

Cheapflights Insights

Everything you need to know about your flight from Key West to Milwaukee

How much does it cost to fly round-trip from Key West to Milwaukee?

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 April 26, 2026.
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
8,459 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

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
8,459 reviews
Delta
7.9
Good
8,459 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

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
7.1
Good
11,673 reviews
Delta
7.9
Good
8,459 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

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 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 5h 05m. Fly via American Airlines or Delta to get the fastest option. The distance from Key West to Milwaukee is about 1317 mi. This flight may include one or multiple stops.

  • 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 $268. Another airline that can offer you cheap pricing is Delta. American Airlines is currently priced 38% below the average price you’ll pay for this route.

  • 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
Port Washington
New Berlin
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Key West to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Orlando to Minneapolis flights
Sarasota to O'Hare Intl flights
Tampa to Minneapolis flights
West Palm Beach to O'Hare Intl flights
Orlando to Milwaukee flights
Fort Myers to Minneapolis flights
Tampa to Milwaukee flights
Fort Lauderdale to Minneapolis flights
Miami to Minneapolis flights
Jacksonville to Minneapolis flights
Pensacola to O'Hare Intl flights
Panama City to O'Hare Intl flights
Fort Myers to Milwaukee flights
Fort Lauderdale to Milwaukee flights
West Palm Beach to Minneapolis flights
Melbourne to O'Hare Intl flights
Sarasota to Milwaukee flights
Orlando to Madison flights
Sarasota to Madison flights
Tampa to Madison flights
West Palm Beach to Milwaukee flights
Sarasota to Minneapolis flights
Daytona Beach to O'Hare Intl flights
Jacksonville to Milwaukee flights
Miami to Milwaukee flights
Daytona Beach to Minneapolis flights
Gainesville to O'Hare Intl flights
Pensacola to Minneapolis flights
Valparaiso to O'Hare Intl flights
Fort Lauderdale to Madison flights
Fort Myers to Madison flights
Fort Myers to Appleton flights
Fort Myers to Green Bay flights
Sarasota to Appleton flights
Jacksonville to Madison flights
Miami to Green Bay flights
Miami to Madison flights
Daytona Beach to Madison flights
Melbourne to Milwaukee flights
Orlando to Green Bay flights
Tampa to Appleton flights
Panama City to Minneapolis flights

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 April 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$378FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$383FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.