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Key West

$209+ Cheap flights from Milwaukee to Key West (MKE - EYW)

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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Key West are usually found in August or July, booked 81 days in advance, depart on a Wednesday or Saturday and return on a Tuesday

Cheap flight deals from Milwaukee to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Key West (EYW). 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 14, 2025.

Round-trip from

$249
(Delta)

One-way from

$209
(Delta)

Popular in

March

Cheapest in

August

Average price

$299
From Milwaukee-Mitchell to Key West
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One-way flight from Milwaukee-Mitchell to Key West
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Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Milwaukee to Key West

Cheapest flights from Milwaukee to Key West
Explore the most affordable flight options available from Milwaukee to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 9/2712:13 pmMKE - EYW
1 stop6h 54mDelta
Wed 10/12:00 pmEYW - MKE
1 stop7h 49mDelta
Deal found 8/13$249
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amMKE - EYW
2 stops10h 16mAmerican Airlines
Mon 11/36:33 pmEYW - MKE
1 stop5h 23mAmerican Airlines
Deal found 8/12$254
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/105:26 amMKE - EYW
2 stops11h 20mAmerican Airlines
Wed 9/1711:25 amEYW - MKE
2 stops8h 23mAmerican Airlines
Deal found 8/14$259
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/275:25 amMKE - EYW
1 stop4h 31mDelta
Wed 9/36:20 pmEYW - MKE
1 stop6h 16mDelta
Deal found 8/12$269
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:06 pmMKE - EYW
1 stop7h 00mDelta
Tue 10/216:17 pmEYW - MKE
1 stop6h 38mDelta
Deal found 8/12$284
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:19 amMKE - EYW
1 stop6h 52mAmerican Airlines
Wed 12/101:24 pmEYW - MKE
1 stop4h 55mAmerican Airlines
Deal found 8/12$286
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/276:32 amMKE - EYW
1 stop6h 19mAmerican Airlines
Sat 8/303:59 pmEYW - MKE
1 stop6h 59mAmerican Airlines
Deal found 8/13$289
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:14 amMKE - EYW
2 stops11h 45mAmerican Airlines
Sat 9/206:17 pmEYW - MKE
1 stop5h 43mAmerican Airlines
Deal found 8/12$291
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:53 pmMKE - EYW
1 stop5h 54mAmerican Airlines
Mon 11/176:33 pmEYW - MKE
1 stop5h 23mAmerican Airlines
Deal found 8/12$293

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Key West 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 14, 2025.
Use the filters below to find and compare flights from Milwaukee to Key West that are best for you.

Fly from

Milwaukee

Fly to

Key West

Route

Depart

Return

Price

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 9/27

12:13 pm-8:07 pm

1 stop6h 54m

Key West

Tue 9/30

6:10 pm-11:48 pm

1 stop6h 38m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 10/29

6:02 am-12:58 pm

1 stop5h 56m

Key West

Mon 11/3

6:33 pm-10:56 pm

1 stop5h 23m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 9/27

12:13 pm-8:07 pm

1 stop6h 54m

Key West

Wed 10/1

7:00 am-1:54 pm

1 stop7h 54m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 9/10

6:14 am-6:59 pm

2 stops11h 45m

Key West

Wed 9/17

3:45 pm-11:00 pm

1 stop8h 15m

$254

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 9/27

8:00 am-6:59 pm

2 stops9h 59m

Key West

Tue 9/30

6:17 pm-11:00 pm

1 stop5h 43m

$254

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 8/30

11:47 am-8:12 pm

1 stop7h 25m

$209

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 8/30

6:32 am-7:07 pm

2 stops11h 35m

$214

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Fri 8/29

12:15 pm-8:12 pm

1 stop6h 57m

$240

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Fri 8/29

6:32 am-4:18 pm

2 stops8h 46m

$245

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 10/16

7:12 am-4:27 pm

1 stop8h 15m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 12 results
1
2

Best time to book a flight from Milwaukee to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Milwaukee 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 Milwaukee to Key West

How far ahead should I book a flight from Milwaukee to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Key West. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Milwaukee to Key West, you should look to book at least 81 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Milwaukee to Key West (average of $328). Flying from Milwaukee to Key West in March is currently the most expensive (average of $492). 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.

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

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated August 14, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Milwaukee to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    According to our current data, Delta ($245), American Airlines ($250), and United Airlines ($268) offers the cheapest pricing from Milwaukee to Key West. Delta is currently priced 37% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Key West 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 Milwaukee to Key West?

    Currently, August is the cheapest month in which you can book a flight from Milwaukee to Key West (average of $328). Flying from Milwaukee to Key West in March is currently the most expensive (average of $492). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Milwaukee to Key West

Discover the top 3 airlines that operate flights from Milwaukee to Key West. 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$245Average$386FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$250Average$390FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$464FlexibilityNo cancel feeOn-time69%

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