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Florida Keys

$99+ Cheap flights from Milwaukee (MKE) to Florida Keys

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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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Cheap flight deals from Milwaukee to Florida Keys

Keep the following information in mind while searching for Milwaukee to Florida Keys flight deals. Data was last updated August 13, 2025.

Round-trip from

$197
(Delta)

One-way from

$99
(Delta)

Popular in

March

Cheapest in

September

Average price

$334
From Milwaukee-Mitchell to Florida Keys
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One-way flight from Milwaukee-Mitchell to Florida Keys
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Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 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 Florida Keys

Cheapest flights from Milwaukee to Florida Keys
Explore the most affordable flight options available from Milwaukee to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

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.
Sat 9/205:40 pmMKE - MIA
1 stop5h 43mDelta
Tue 9/233:29 pmMIA - MKE
1 stop7h 28mDelta
Deal found 8/12$197
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.
Tue 9/96:30 amMKE - MIA
1 stop6h 03mDelta
Tue 9/1610:28 amMIA - MKE
1 stop6h 45mDelta
Deal found 8/12$198
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.
Thu 9/42:54 pmMKE - MIA
1 stop5h 34mDelta
Tue 9/97:30 amMIA - MKE
1 stop7h 19mDelta
Deal found 8/12$199
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 12/66:21 amMKE - MIA
1 stop7h 27mAmerican Airlines
Sat 12/67:30 pmMIA - MKE
Nonstop3h 35mAmerican Airlines
Deal found 8/12$201
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 9/95:25 amMKE - MIA
1 stop7h 08mDelta
Thu 9/116:10 pmMIA - MKE
1 stop6h 38mDelta
Deal found 8/10$207
This Delta deal was found by Cheapflights users on 8/11. 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.
Thu 9/42:54 pmMKE - MIA
1 stop5h 34mDelta
Sat 9/67:30 amMIA - MKE
1 stop7h 21mDelta
Deal found 8/11$209
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Fri 10/311:43 pmMKE - MIA
1 stop7h 20mAmerican Airlines
Fri 11/75:18 amMIA - MKE
1 stop7h 02mAmerican Airlines
Deal found 8/11$210
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Thu 9/1112:33 pmMKE - MIA
1 stop7h 13mAmerican Airlines
Sun 9/146:10 amMIA - MKE
1 stop7h 52mAmerican Airlines
Deal found 8/11$211
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.
Sat 9/203:47 pmMKE - MIA
1 stop7h 01mAmerican Airlines
Tue 9/236:28 amMIA - MKE
1 stop8h 11mAmerican Airlines
Deal found 8/13$215
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:00 amMKE - MIA
2 stops10h 16mUnited Airlines
Tue 9/94:16 pmMIA - MKE
1 stop7h 25mUnited Airlines
Deal found 8/12$216
This Delta deal was found by Cheapflights users on 8/11. 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.
Sat 10/46:40 amMKE - MIA
1 stop5h 54mDelta
Sun 10/126:00 amMIA - MKE
1 stop6h 01mDelta
Deal found 8/11$224
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 9/34:00 pmMKE - MIA
1 stop6h 10mDelta
Sun 9/76:00 amMIA - MKE
1 stop6h 09mDelta
Deal found 8/12$225

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Florida Keys 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 13, 2025.
Use the filters below to find and compare flights from Milwaukee to Florida Keys that are best for you.

Fly from

Milwaukee

Fly to

Florida Keys

Route

Depart

Return

Price

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Sat 9/20

5:40 pm-12:23 am

1 stop5h 43m

Miami

Sat 9/27

6:00 am-11:07 am

1 stop6h 07m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Sat 9/20

5:40 pm-12:23 am

1 stop5h 43m

Miami

Tue 9/23

3:29 pm-9:57 pm

1 stop7h 28m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Wed 10/15

1:10 pm-9:27 pm

1 stop7h 17m

Miami

Sat 10/18

6:00 am-11:01 am

1 stop6h 01m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Tue 9/23

5:19 pm-12:23 am

1 stop6h 04m

Miami

Thu 9/25

6:00 am-11:07 am

1 stop6h 07m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Sat 9/20

1:05 pm-9:22 pm

1 stop7h 17m

Miami

Wed 10/1

7:30 am-1:54 pm

1 stop7h 24m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Thu 10/16

1:10 pm-9:27 pm

1 stop7h 17m

Miami

Sat 10/18

6:00 am-11:01 am

1 stop6h 01m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Tue 9/16

1:05 pm-10:38 pm

1 stop8h 33m

Miami

Sat 9/20

6:00 am-11:07 am

1 stop6h 07m

$197

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Tue 9/9

6:30 am-1:33 pm

1 stop6h 03m

Miami

Tue 9/16

10:28 am-4:13 pm

1 stop6h 45m

$198

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Thu 9/4

2:54 pm-9:28 pm

1 stop5h 34m

Miami

Tue 9/9

7:30 am-1:49 pm

1 stop7h 19m

$199

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Thu 9/4

4:00 pm-11:10 pm

1 stop6h 10m

Miami

Sat 9/6

6:00 am-10:42 am

1 stop5h 42m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 34 results
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Best time to book a flight from Milwaukee to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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 Florida Keys

What is the cheapest month to book a flight from Milwaukee to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Milwaukee to Florida Keys (average of $328). Flying from Milwaukee to Florida Keys 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.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated August 13, 2025.
Read through reviews of airlines operating flights from Milwaukee to Florida Keys, such as Southwest, Delta, and United Airlines. 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.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,920 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,048 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

  • What airport do you fly from for flights from Milwaukee to Florida Keys?

    Most people fly from Milwaukee-Mitchell (MKE) if they book a flight from Milwaukee to Florida Keys. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

  • Can I find deals for flights from Milwaukee to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Milwaukee to Florida Keys?

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

  • Can I find deals for business class flights from Milwaukee to Florida Keys?

    Yes. Cheapflights offers flight deals from Milwaukee to Florida Keys 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 Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Milwaukee to Florida Keys (average of $328). Flying from Milwaukee to Florida Keys 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

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Alternative routes for Milwaukee to Florida Keys

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Top 3 airlines flying from Milwaukee to Florida Keys

Discover the top 3 airlines that operate flights from Milwaukee to Florida Keys. 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 13, 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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