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Florida Keys

$43+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 2/249:18 am
ORD
-
MIA
1 stop10h 33m
Multiple Airlines
Sat 3/77:15 am
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Deal found 2/2$84
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:18 am
ORD
-
MIA
1 stop10h 33m
Spirit Airlines
Sat 3/77:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 2/2$85
This Super.com deal was found by Cheapflights users on 2/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:57 pm
ORD
-
MIA
Nonstop3h 17m
Spirit Airlines
Fri 2/137:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 2/1$87
This Travelocity deal was found by Cheapflights users on 2/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:18 am
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Fri 2/207:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 2/3$88
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 2/247:23 pm
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Tue 3/37:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 2/2$89
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 3/49:18 am
ORD
-
MIA
1 stop10h 33m
Multiple Airlines
Sat 3/147:15 am
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Deal found 2/3$90
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/89:23 am
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Tue 2/105:54 am
MIA
-
ORD
Nonstop3h 24m
Spirit Airlines
Deal found 2/1$91
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 2/1611:43 am
ORD
-
MIA
Nonstop3h 15m
Multiple Airlines
Wed 2/257:12 am
MIA
-
ORD
Nonstop3h 27m
Multiple Airlines
Deal found 2/2$92
This Priceline deal was found by Cheapflights users on 2/3. 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.
Fri 2/207:15 am
ORD
-
MIA
Nonstop3h 15m
Multiple Airlines
Wed 2/259:53 pm
MIA
-
ORD
1 stop11h 01m
Multiple Airlines
Deal found 2/3$93
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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.
Mon 2/2311:33 am
ORD
-
MIA
Nonstop3h 15m
Frontier
Sat 2/285:05 am
MIA
-
ORD
1 stop6h 46m
Frontier
Deal found 2/3$95
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:45 am
MSP
-
MIA
1 stop21h 53m
Frontier
Thu 4/95:50 am
MIA
-
MSP
1 stop13h 03m
Frontier
Deal found 2/1$190
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 2/159:50 am
MSP
-
MIA
1 stop28h 06m
Multiple Airlines
Thu 2/194:01 pm
MIA
-
MSP
1 stop28h 24m
Multiple Airlines
Deal found 2/2$191

Find 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$84
(Kiwi.com)

One-way from

$43
(Super.com)

Popular in

March

Cheapest in

August

Average price

$388
Provider with most accurate pricing for Milwaukee-Mitchell-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Miami flights.
Search Deals
From Wisconsin to Florida Keys
Search Deals
One-way flight from Wisconsin to Florida Keys
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

Tue 4/28

6:00 am-2:27 pm

1 stop7h 27m

Miami

Wed 4/29

12:24 pm-3:03 pm

Nonstop3h 39m

$137

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sun 3/1

5:45 am-1:48 pm

1 stop7h 03m

Miami

Wed 3/4

9:00 am-11:38 am

Nonstop3h 38m

$170

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 4/28

6:00 am-2:27 pm

1 stop7h 27m

Miami

Thu 4/30

4:52 pm-12:45 am

1 stop8h 53m

$178

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Tue 2/24

6:11 pm-12:53 am

1 stop5h 42m

Miami

Wed 3/4

7:01 pm-10:15 pm

Nonstop4h 14m

$199

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 2/24

7:23 pm-11:39 pm

Nonstop3h 16m

Miami

Sun 3/1

7:12 am-9:39 am

Nonstop3h 27m

$210

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 3/10

9:50 am-3:37 pm

1 stop4h 47m

Miami

Wed 3/11

4:44 pm-9:10 pm

1 stop5h 26m

$217

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 2/24

6:45 am-2:13 pm

1 stop6h 28m

Miami

Tue 3/3

12:00 pm-4:51 pm

1 stop5h 51m

$217

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 3/9

7:10 am-2:10 pm

1 stop6h 00m

Miami

Wed 3/11

3:33 pm-9:10 pm

1 stop6h 37m

$217

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 2/24

2:46 pm-8:44 pm

1 stop4h 58m

Miami

Thu 3/5

6:00 am-10:14 am

1 stop5h 14m

$217

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Mon 4/13

1:28 pm-6:06 pm

Nonstop3h 38m

Miami

Wed 4/22

7:11 pm-10:11 pm

Nonstop4h 00m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

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, May is the cheapest month in which you can book a flight from Wisconsin to Florida Keys (average of $158). Flying from Wisconsin to Florida Keys in June is currently the most expensive (average of $297). 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 16m. Fly via United Airlines, Delta, or Spirit Airlines 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $35. Frontier flights start at $58 while deals on Southwest start at $92 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, May is the cheapest month in which you can book a flight from Wisconsin to Florida Keys (average of $158). Flying from Wisconsin to Florida Keys in June is currently the most expensive (average of $297). 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$269FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$471FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$430FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$526FlexibilityNo cancel feeOn-time69%

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