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$141+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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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 August 4, 2026.

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 9/236:19 pm
EYW
-
MKE
1 stop6h 29m
Delta
Wed 9/3012:44 pm
MKE
-
EYW
1 stop6h 16m
Delta
Deal found 7/30$301
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 9/232:15 pm
EYW
-
MKE
1 stop6h 18m
American Airlines
Wed 9/305:03 am
MKE
-
EYW
2 stops8h 46m
American Airlines
Deal found 7/30$365
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.
Fri 8/147:40 am
EYW
-
MKE
1 stop7h 14m
Delta
Tue 8/187:03 am
MKE
-
EYW
1 stop4h 57m
Delta
Deal found 7/30$405
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 9/162:15 pm
EYW
-
MKE
1 stop6h 18m
American Airlines
Thu 9/246:06 am
MKE
-
EYW
2 stops12h 11m
American Airlines
Deal found 7/30$427
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.
Thu 9/172:15 pm
EYW
-
MKE
1 stop6h 18m
American Airlines
Thu 9/246:06 am
MKE
-
EYW
2 stops12h 11m
American Airlines
Deal found 7/30$456
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 8/141:41 pm
EYW
-
MKE
2 stops10h 33m
American Airlines
Tue 8/188:20 am
MKE
-
EYW
1 stop6h 58m
American Airlines
Deal found 7/30$472
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 12/84:05 pm
EYW
-
MKE
1 stop7h 34m
United Airlines
Sat 12/125:00 am
MKE
-
EYW
1 stop5h 11m
United Airlines
Deal found 8/2$477

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 August 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(Delta)

One-way from

$141
(Delta)

Popular in

March

Cheapest in

February

Average price

$410
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. 18% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 August 4, 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 9/23

6:19 pm-11:48 pm

1 stop6h 29m

Milwaukee-Mitchell

Wed 9/30

12:44 pm-8:00 pm

1 stop6h 16m

$301
Quickest round-trip

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Fri 8/14

7:40 am-1:54 pm

1 stop7h 14m

Milwaukee-Mitchell

Tue 8/18

7:03 am-1:00 pm

1 stop4h 57m

$405

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 9/23

1:47 pm-8:03 pm

2 stops7h 16m

Milwaukee-Mitchell

Wed 9/30

6:15 am-5:55 pm

2 stops10h 40m

$449

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Fri 8/14

1:41 pm-11:14 pm

2 stops10h 33m

Milwaukee-Mitchell

Tue 8/18

8:20 am-4:18 pm

1 stop6h 58m

$472

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 12/8

4:05 pm-10:39 pm

1 stop7h 34m

Milwaukee-Mitchell

Sat 12/12

5:00 am-11:11 am

1 stop5h 11m

$477

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 9/16

1:47 pm-9:54 pm

2 stops9h 07m

Milwaukee-Mitchell

Thu 9/24

6:01 am-7:17 pm

2 stops12h 16m

$512
Cheapest one-way

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 9/9

7:40 am-1:50 pm

1 stop7h 10m

$141

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Wed 9/9

11:30 am-9:54 pm

2 stops11h 24m

$247

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Fri 9/18

12:26 pm-9:22 am

2 stops45h 56m

$292

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 10/6

10:24 am-10:42 pm

2 stops13h 18m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

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 August.
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?

Airfare is below average for this route at the moment.

Key West to Milwaukee flights typically cost between $408 and $447 in September.
The cheapest round-trip price found within the last 5 days was $301 on Delta (Sep 23-Sep 30).

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 August 4, 2026.
Read reviews from past customers who have flown Delta 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
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.8

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
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.8

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 6h 29m. Fly via Delta, American Airlines, or United Airlines 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 is the cheapest airline to fly from Key West to Milwaukee round-trip?

    Cheapflights users have booked flights from Key West to Milwaukee round-trip from $283. Delta is currently priced 37% 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

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Top airline flying from Key West to Milwaukee

Discover the top airline 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 August 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$283Average$432FlexibilityNo cancel feeOn-timeN/A

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