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Florida Keys

$104+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
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 June 26, 2025.

Round-trip from

$207
(American Airlines)

One-way from

$104
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$423
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. 11% potential increase in price ($48 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 June 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 June 26, 2025.

This American Airlines deal was found by Cheapflights users on 6/25. 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.
Tue 8/266:16 amMKE - MIA
1 stop9h 16mAmerican Airlines
Tue 9/26:40 pmMIA - MKE
1 stop5h 46mAmerican Airlines
Deal found 6/25$207
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/111:05 pmMKE - MIA
1 stop7h 26mDelta
Tue 9/164:40 pmMIA - MKE
1 stop7h 45mDelta
Deal found 6/25$217
This FlightHub deal was found by Cheapflights users on 6/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:45 amMKE - MIA
1 stop10h 08mSpirit Airlines
Sun 10/199:59 amMIA - MKE
1 stop26h 02mSpirit Airlines
Deal found 6/26$220
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Thu 9/47:00 amMKE - MIA
2 stops9h 10mUnited Airlines
Mon 9/84:16 pmMIA - MKE
1 stop6h 40mUnited Airlines
Deal found 6/24$222
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2010:10 amMKE - EYW
1 stop6h 17mDelta
Sat 8/237:00 amEYW - MKE
1 stop4h 59mDelta
Deal found 6/25$249
This American Airlines deal was found by Cheapflights users on 6/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:32 amMKE - EYW
2 stops9h 14mAmerican Airlines
Sat 8/233:59 pmEYW - MKE
1 stop6h 59mAmerican Airlines
Deal found 6/24$254
This Frontier deal was found by Cheapflights users on 6/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/17:58 pmMKE - MIA
1 stop9h 32mFrontier
Fri 8/86:00 amMIA - MKE
1 stop14h 13mFrontier
Deal found 6/26$281
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:35 amMKE - MIA
2 stops8h 05mSouthwest
Tue 9/26:55 amMIA - MKE
1 stop4h 50mSouthwest
Deal found 6/25$282
This FlightHub deal was found by Cheapflights users on 6/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/147:58 pmMKE - MIA
1 stop9h 32mMultiple Airlines
Thu 7/177:00 amMIA - MKE
1 stop31h 56mMultiple Airlines
Deal found 6/23$292
This Mytrip deal was found by Cheapflights users on 6/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/92:51 pmMKE - EYW
2 stops21h 16mMultiple Airlines
Sun 7/1310:02 amEYW - MKE
1 stop6h 40mMultiple Airlines
Deal found 6/24$567
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Sun 11/97:00 amMKE - EYW
2 stops30h 09mUnited Airlines
Wed 11/123:05 pmEYW - MKE
3 stops23h 53mUnited Airlines
Deal found 6/24$919

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 June 26, 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

Tue 8/26

6:16 am-4:32 pm

1 stop9h 16m

Miami

Tue 9/2

6:40 pm-11:26 pm

1 stop5h 46m

$207

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Thu 9/11

1:05 pm-9:31 pm

1 stop7h 26m

Miami

Tue 9/16

4:40 pm-11:25 pm

1 stop7h 45m

$217

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Mon 9/1

5:56 pm-9:18 am

1 stop14h 22m

Miami

Sun 9/7

9:59 am-11:01 am

1 stop26h 02m

$221

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Thu 9/4

7:00 am-5:10 pm

2 stops9h 10m

Miami

Mon 9/8

4:16 pm-9:56 pm

1 stop6h 40m

$222

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 8/20

10:10 am-5:27 pm

1 stop6h 17m

Key West

Sat 8/23

7:00 am-10:59 am

1 stop4h 59m

$249

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Wed 8/20

8:10 am-7:07 pm

2 stops9h 57m

Key West

Sat 8/23

3:59 pm-9:58 pm

1 stop6h 59m

$254

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Tue 8/26

7:35 am-4:40 pm

2 stops8h 05m

Miami

Tue 9/2

6:55 am-10:45 am

1 stop4h 50m

$282

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Fri 7/4

7:56 pm-6:30 am

1 stop9h 34m

Miami

Mon 7/7

6:00 am-7:13 pm

1 stop14h 13m

$291

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Mon 7/14

7:58 pm-6:30 am

1 stop9h 32m

Miami

Thu 7/17

7:00 am-1:56 pm

1 stop31h 56m

$292

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 8/7

2:51 pm-4:36 pm

3 stops24h 45m

Key West

Thu 8/14

10:02 am-11:12 pm

1 stop14h 10m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 20 results
1
2

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 $493). 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 June 26, 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
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,838 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,089 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Milwaukee to Florida Keys one-way?

    One-way options have recently been found by users for as low as $104 on American Airlines. Other airlines that offer cheap prices include United Airlines from $105 and Delta from $110 one-way.

  • 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 $493). 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 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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$385FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$387FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$457FlexibilityNo cancel feeOn-time69%

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