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Florida Keys

$68+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$135
(Cheapflightsfares)

One-way from

$68
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$425
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. 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 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 June 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 9/183:11 pmORD - MIA
Nonstop3h 15mSpirit Airlines
Wed 9/248:21 pmMIA - ORD
Nonstop3h 26mSpirit Airlines
Deal found 6/17$135
This United Airlines deal was found by Cheapflights users on 6/15. 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 8/2110:55 amORD - MIA
Nonstop3h 17mUnited Airlines
Tue 8/264:16 pmMIA - ORD
Nonstop3h 30mUnited Airlines
Deal found 6/15$137
This FlightHub deal was found by Cheapflights users on 6/16. 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.
Tue 7/81:43 pmORD - MIA
Nonstop3h 17mMultiple Airlines
Thu 7/103:00 pmMIA - ORD
1 stop10h 22mMultiple Airlines
Deal found 6/16$139
This American Airlines deal was found by Cheapflights users on 6/15. 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 8/146:00 amORD - MIA
Nonstop3h 08mAmerican Airlines
Tue 8/196:55 pmMIA - ORD
Nonstop3h 30mAmerican Airlines
Deal found 6/15$147
This Southwest deal was found by Cheapflights users on 6/16. 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.
Thu 9/47:00 amORD - MIA
1 stop7h 15mSouthwest
Sun 9/77:15 amMIA - ORD
1 stop5h 35mSouthwest
Deal found 6/16$157
This Delta deal was found by Cheapflights users on 6/15. 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 8/286:34 pmMSP - MIA
Nonstop3h 36mDelta
Tue 9/27:20 amMIA - MSP
Nonstop3h 52mDelta
Deal found 6/15$179
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 11/135:30 amMSP - MIA
1 stop12h 23mSpirit Airlines
Mon 11/177:58 pmMIA - MSP
1 stop5h 33mSpirit Airlines
Deal found 6/16$180
This CheapOair deal was found by Cheapflights users on 6/16. 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.
Thu 9/115:30 amMSP - MIA
1 stop12h 23mMultiple Airlines
Sun 9/2112:10 pmMIA - MSP
Nonstop3h 53mMultiple Airlines
Deal found 6/16$184
This Priceline deal was found by Cheapflights users on 6/17. 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 7/126:36 amMSP - MIA
Nonstop3h 34mSun Country Air
Sat 7/1212:20 pmMIA - MSP
Nonstop3h 52mSun Country Air
Deal found 6/17$187
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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.
Wed 6/255:01 amORD - MIA
1 stop11h 14mFrontier
Thu 6/266:00 amMIA - ORD
1 stop18h 28mFrontier
Deal found 6/17$188
This Frontier deal was found by Cheapflights users on 6/16. 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.
Mon 6/307:56 pmMKE - MIA
1 stop9h 34mFrontier
Fri 7/46:00 amMIA - MKE
1 stop14h 11mFrontier
Deal found 6/16$200
This Mytrip deal was found by Cheapflights users on 6/17. 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.
Thu 7/36:00 amMSP - MIA
1 stop23h 30mFrontier
Sat 7/56:00 amMIA - MSP
1 stop19h 37mFrontier
Deal found 6/17$206

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 June 18, 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

Tue 6/24

1:43 pm-6:00 pm

Nonstop3h 17m

Miami

Wed 7/9

1:35 pm-4:11 pm

Nonstop3h 36m

$135

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 8/21

10:55 am-3:12 pm

Nonstop3h 17m

Miami

Tue 8/26

4:16 pm-6:46 pm

Nonstop3h 30m

$137

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 7/8

1:43 pm-6:00 pm

Nonstop3h 17m

Miami

Thu 7/10

3:00 pm-12:22 am

1 stop10h 22m

$139

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 8/14

6:00 am-10:08 am

Nonstop3h 08m

Miami

Tue 8/19

6:55 pm-9:25 pm

Nonstop3h 30m

$147

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 9/4

7:00 am-3:15 pm

1 stop7h 15m

Miami

Sun 9/7

7:15 am-11:50 am

1 stop5h 35m

$157

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Thu 8/28

6:34 pm-11:10 pm

Nonstop3h 36m

Miami

Tue 9/2

7:20 am-10:12 am

Nonstop3h 52m

$179

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Thu 11/13

5:30 am-6:53 pm

1 stop12h 23m

Miami

Mon 11/17

7:58 pm-12:31 am

1 stop5h 33m

$180

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Thu 9/11

5:30 am-6:53 pm

1 stop12h 23m

Miami

Sun 9/21

12:10 pm-3:03 pm

Nonstop3h 53m

$184

MinneapolisMiami

MSP - MIA

MSPMIA

Minneapolis St Paul

Sat 7/12

6:36 am-11:10 am

Nonstop3h 34m

Miami

Sat 7/12

12:20 pm-3:12 pm

Nonstop3h 52m

$187

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 6/25

5:01 am-5:15 pm

1 stop11h 14m

Miami

Sun 6/29

6:00 am-11:43 pm

1 stop18h 43m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

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 $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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

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 18, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Wisconsin to Florida Keys. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,279 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,965 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,809 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $68. United Airlines flights start at $69 while deals on Spirit Airlines start at $71 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 $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

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Alternative routes for Wisconsin to Florida Keys

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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$142Average$273FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$219Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$238Average$520FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$268Average$530FlexibilityNo cancel feeOn-time69%

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