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$179+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
oct. 11 — oct. 181
sam. 10/11
sam. 10/18
1 adult, Economy
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Cheap 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 septembre 11, 2025.

Round-trip from

$269
(Delta)

One-way from

$179
(Delta)
From Key West to Milwaukee-Mitchell
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One-way flight from Key West to Milwaukee-Mitchell
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Find 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 septembre 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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.
ven. 12/196:05 pmEYW - MKE
1 stop6h 51mDelta
lun. 12/2212:26 pmMKE - EYW
1 stop7h 30mDelta
Deal found 9/11$269
This Delta deal was found by Cheapflights users on 9/11. 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.
ven. 10/241:57 pmEYW - MKE
1 stop7h 45mDelta
sam. 11/112:06 pmMKE - EYW
1 stop7h 00mDelta
Deal found 9/11$289
This Delta deal was found by Cheapflights users on 9/9. 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.
jeu. 9/256:10 pmEYW - MKE
1 stop6h 38mDelta
lun. 9/2912:14 pmMKE - EYW
1 stop6h 53mDelta
Deal found 9/9$309
This American Airlines deal was found by Cheapflights users on 9/9. 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.
jeu. 9/254:49 pmEYW - MKE
1 stop8h 20mAmerican Airlines
lun. 9/295:26 amMKE - EYW
2 stops12h 33mAmerican Airlines
Deal found 9/9$314
This American Airlines deal was found by Cheapflights users on 9/11. 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.
ven. 10/242:32 pmEYW - MKE
1 stop8h 59mAmerican Airlines
sam. 11/110:49 amMKE - EYW
2 stops10h 07mAmerican Airlines
Deal found 9/11$318
This American Airlines deal was found by Cheapflights users on 9/11. 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.
ven. 12/191:46 pmEYW - MKE
2 stops9h 08mAmerican Airlines
lun. 12/227:19 amMKE - EYW
1 stop7h 38mAmerican Airlines
Deal found 9/11$462

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 septembre 11, 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

ven. 12/19

6:05 pm-11:56 pm

1 stop6h 51m

Milwaukee-Mitchell

lun. 12/22

12:26 pm-8:56 pm

1 stop7h 30m

$269

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

ven. 10/24

1:57 pm-8:42 pm

1 stop7h 45m

Milwaukee-Mitchell

sam. 11/1

12:06 pm-8:06 pm

1 stop7h 00m

$289

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

jeu. 9/25

6:10 pm-11:48 pm

1 stop6h 38m

Milwaukee-Mitchell

lun. 9/29

12:14 pm-8:07 pm

1 stop6h 53m

$309

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

ven. 10/24

2:32 pm-10:31 pm

1 stop8h 59m

Milwaukee-Mitchell

sam. 11/1

10:49 am-9:56 pm

2 stops10h 07m

$318

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

jeu. 9/25

11:25 am-9:50 pm

2 stops11h 25m

Milwaukee-Mitchell

lun. 9/29

5:26 am-6:59 pm

2 stops12h 33m

$319

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

mer. 2/25

7:00 am-11:18 am

1 stop5h 18m

Milwaukee-Mitchell

dim. 3/1

12:20 pm-7:44 pm

1 stop6h 24m

$334

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

mer. 2/25

12:10 pm-8:56 pm

2 stops9h 46m

Milwaukee-Mitchell

dim. 3/1

6:21 am-3:23 pm

1 stop8h 02m

$354

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

ven. 12/19

1:46 pm-9:54 pm

2 stops9h 08m

Milwaukee-Mitchell

lun. 12/22

7:19 am-3:57 pm

1 stop7h 38m

$462

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

jeu. 2/12

7:00 am-11:18 am

1 stop5h 18m

$179

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

mar. 2/10

3:49 pm-11:04 pm

1 stop8h 15m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 14 results
1
2

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 septembre 11, 2025.
Read reviews from past customers who have flown 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 51m. Fly via Delta or American 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 $268.

  • What are the cheapest airlines to fly from Key West to Milwaukee one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $179. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Key West to Milwaukee for a low price.

  • 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.

  • What is the cheapest month to book a flight from Key West to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Key West to Milwaukee (average of $280). Flying from Key West to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

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

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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 septembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time71%

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