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$54+ Cheap flights from Wisconsin 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap flight deals from Wisconsin to Florida Keys

Keep the following information in mind while searching for Wisconsin to Florida Keys flight deals. Data was last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$102
(Cheapflightsfares)

One-way from

$54
(Priceline)

Popular in

March

Cheapest in

August

Average price

$308
Provider with most accurate pricing for Milwaukee-Mitchell-Miami flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Miami flights.
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From Wisconsin to Florida Keys
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One-way flight from Wisconsin to Florida Keys
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Highest demand for flights based on searches. 12% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Florida Keys

Cheapest flights from Wisconsin to Florida Keys
Explore the most affordable flight options available from Wisconsin to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Sat 10/256:00 amMIA - ORD
Nonstop3h 18mSpirit Airlines
Deal found 9/25$102
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Thu 10/237:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Deal found 9/23$104
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Sun 11/27:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Deal found 9/24$107
This Gotogate deal was found by Cheapflights users on 9/25. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/91:35 pmORD - MIA
Nonstop3h 15mSpirit Airlines
Sun 11/1610:15 amMIA - ORD
Nonstop3h 15mSpirit Airlines
Deal found 9/25$108
This Gotogate deal was found by Cheapflights users on 9/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1310:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Fri 10/177:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Deal found 9/23$109
This Priceline deal was found by Cheapflights users on 9/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2010:27 amORD - MIA
Nonstop3h 02mMultiple Airlines
Fri 10/2410:42 amMIA - ORD
1 stop6h 07mMultiple Airlines
Deal found 9/23$110
This Priceline deal was found by Cheapflights users on 9/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/205:50 pmORD - MIA
1 stop5h 44mMultiple Airlines
Thu 10/237:00 amMIA - ORD
Nonstop3h 22mMultiple Airlines
Deal found 9/23$111
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Sun 10/267:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Deal found 9/24$112
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1610:27 amORD - MIA
Nonstop3h 02mSpirit Airlines
Thu 10/237:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Deal found 9/25$113
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/119:27 amORD - MIA
Nonstop3h 03mSpirit Airlines
Sat 10/186:00 amMIA - ORD
Nonstop3h 18mSpirit Airlines
Deal found 9/25$114
This Priceline deal was found by Cheapflights users on 9/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/111:14 pmORD - MIA
1 stop9h 29mMultiple Airlines
Thu 10/167:00 amMIA - ORD
Nonstop3h 22mMultiple Airlines
Deal found 9/24$115
This Priceline deal was found by Cheapflights users on 9/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1511:00 amORD - MIA
1 stop6h 45mMultiple Airlines
Sat 10/186:00 amMIA - ORD
Nonstop3h 18mMultiple Airlines
Deal found 9/24$116

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 September 25, 2025.
Use the filters below to find and compare flights from Wisconsin to Florida Keys that are best for you.

Fly from

Wisconsin

Fly to

Florida Keys

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 11/19

2:30 pm-9:38 pm

1 stop6h 08m

Miami

Wed 12/3

6:00 am-10:20 am

1 stop5h 20m

$217

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 11/18

9:51 am-3:47 pm

1 stop4h 56m

Miami

Wed 12/3

6:00 am-10:20 am

1 stop5h 20m

$217

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 11/8

2:02 pm-6:17 pm

Nonstop3h 15m

Miami

Sun 11/9

7:00 am-9:29 am

Nonstop3h 29m

$219

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 10/6

7:30 am-11:47 am

Nonstop3h 17m

Miami

Wed 10/15

4:17 pm-6:47 pm

Nonstop3h 30m

$222

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Sun 12/7

1:15 pm-6:07 pm

Nonstop3h 52m

Miami

Sat 12/13

7:00 am-12:15 pm

1 stop6h 15m

$234

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 10/8

5:20 am-11:04 am

1 stop4h 44m

Miami

Wed 10/22

6:00 am-12:16 pm

1 stop7h 16m

$237

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Mon 12/1

1:32 pm-6:09 pm

Nonstop3h 37m

Miami

Sat 12/6

7:13 pm-10:15 pm

Nonstop4h 02m

$244

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Fri 10/24

7:30 am-11:47 am

Nonstop3h 17m

Miami

Mon 10/27

4:11 pm-6:40 pm

Nonstop3h 29m

$247

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Tue 10/21

9:39 am-4:30 pm

1 stop5h 51m

Miami

Tue 10/28

7:00 am-12:29 pm

1 stop6h 29m

$251

MilwaukeeMiami

MKE - MIA

MKEMIA

Milwaukee-Mitchell

Wed 1/28

10:15 am-5:43 pm

1 stop6h 28m

Miami

Tue 2/3

2:03 pm-7:05 pm

1 stop6h 02m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Florida Keys

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

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

Currently, August is the cheapest month in which you can book a flight from Wisconsin to Florida Keys (average of $328). Flying from Wisconsin to Florida Keys in March is currently the most expensive (average of $489). 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.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Florida Keys. 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 Wisconsin to Florida Keys?

    There are many flights that can get you from Wisconsin to Florida Keys in 3h 15m. Fly via Delta, United Airlines, or Sun Country Air to get the fastest option. The distance from Wisconsin to Florida Keys is about 1198 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $79. Delta flights start at $109 while deals on Sun Country Air start at $109 one-way.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to Florida Keys (average of $328). Flying from Wisconsin to Florida Keys in March is currently the most expensive (average of $489). 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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Alternative routes for Wisconsin to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Wisconsin to Florida Keys

Discover the top 4 airlines that operate flights from Wisconsin 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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$272FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$437FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$533FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$543FlexibilityNo cancel feeOn-time69%

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