Wisconsin

$50+ Cheap flights from Florida Keys to Wisconsin

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Mar 5 — Mar 121
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Cheap flight deals from Florida Keys to Wisconsin

Cheapest flights from Florida Keys to Wisconsin
Explore the most affordable flight options available from Florida Keys to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

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.
Thu 4/239:21 pm
MIA
-
ORD
Nonstop3h 38m
Frontier
Sun 4/263:52 pm
ORD
-
MIA
Nonstop3h 19m
Frontier
Deal found 2/3$72
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/61:00 pm
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Sun 3/89:18 am
ORD
-
MIA
Nonstop3h 18m
Multiple Airlines
Deal found 2/3$73
This Spirit 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Sun 3/17:23 pm
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Deal found 2/2$74
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:50 pm
MIA
-
ORD
Nonstop3h 28m
Multiple Airlines
Mon 2/2311:33 am
ORD
-
MIA
Nonstop3h 15m
Multiple Airlines
Deal found 2/2$75
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Tue 3/244:51 pm
ORD
-
MIA
Nonstop3h 06m
Spirit Airlines
Deal found 2/3$76
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Tue 3/107:25 pm
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Deal found 2/1$78
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 2/187:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Tue 2/247:23 pm
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Deal found 2/2$79
This Spirit 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Sun 2/227:23 pm
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Deal found 2/1$81
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.
Thu 5/149:21 pm
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Tue 5/196:34 pm
ORD
-
MIA
Nonstop3h 17m
Multiple Airlines
Deal found 2/2$83
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:05 am
MIA
-
ORD
1 stop10h 47m
Multiple Airlines
Tue 3/107:25 pm
ORD
-
MIA
Nonstop3h 16m
Multiple Airlines
Deal found 2/1$84
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/148:00 am
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Tue 2/179:18 am
ORD
-
MIA
Nonstop3h 18m
Multiple Airlines
Deal found 1/31$85
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.
Thu 3/52:25 pm
EYW
-
ORD
1 stop5h 46m
Spirit Airlines
Sun 3/85:15 am
ORD
-
EYW
1 stop7h 15m
Spirit Airlines
Deal found 2/1$145

Find flight deals from Florida Keys to Wisconsin

Keep the following information in mind while searching for Florida Keys to Wisconsin flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$72
(Cheapflightsfares)

One-way from

$50
(Expedia)
Provider with most accurate pricing for Key West-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Key West-Milwaukee-Mitchell flights.
From Florida Keys to Wisconsin
One-way flight from Florida Keys to Wisconsin

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Wisconsin 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 Florida Keys to Wisconsin that are best for you.

Fly from

Florida Keys

Fly to

Wisconsin

Route

Depart

Return

Price

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 2/25

9:53 pm-7:54 am

1 stop11h 01m

Chicago O'Hare Intl

Sun 3/1

7:23 pm-11:39 pm

Nonstop3h 16m

$86

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 2/14

7:12 am-9:39 am

Nonstop3h 27m

Chicago O'Hare Intl

Sun 2/15

9:18 am-1:36 pm

Nonstop3h 18m

$104

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 2/24

7:12 am-9:39 am

Nonstop3h 27m

Chicago O'Hare Intl

Sun 3/1

7:23 pm-11:39 pm

Nonstop3h 16m

$117

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 2/28

9:53 pm-7:54 am

1 stop11h 01m

Chicago O'Hare Intl

Sun 3/1

8:59 am-8:51 pm

1 stop10h 52m

$120

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 2/27

9:53 pm-7:54 am

1 stop11h 01m

Chicago O'Hare Intl

Sun 3/1

8:59 am-8:51 pm

1 stop10h 52m

$126

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 3/5

2:25 pm-7:11 pm

1 stop5h 46m

Chicago O'Hare Intl

Sun 3/8

5:15 am-1:30 pm

1 stop7h 15m

$145

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 2/13

9:53 pm-7:54 am

1 stop11h 01m

Chicago O'Hare Intl

Sun 2/15

9:18 am-1:36 pm

Nonstop3h 18m

$158

MiamiChicago

MIA - ORD

MIAORD

Miami

Sun 2/15

7:12 am-9:39 am

Nonstop3h 27m

Chicago O'Hare Intl

Sun 2/22

9:18 am-1:36 pm

Nonstop3h 18m

$160

MiamiChicago

MIA - ORD

MIAORD

Miami

Mon 3/2

7:12 am-9:39 am

Nonstop3h 27m

Chicago O'Hare Intl

Sun 3/8

7:23 pm-11:39 pm

Nonstop3h 16m

$162

MiamiMinneapolis

MIA - MSP

MIAMSP

Miami

Thu 2/19

2:55 pm-5:54 pm

Nonstop3h 59m

Minneapolis St Paul

Wed 2/25

3:15 pm-11:20 pm

1 stop7h 05m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Florida Keys 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 Florida Keys to Wisconsin
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated February 3, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Florida Keys to Wisconsin to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

    For as low as $168, Spirit Airlines can have you in Wisconsin from Florida Keys in 3h 59m. Florida Keys and Wisconsin are separated by a distance of 1501 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $44 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $68 and Delta from $108 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida Keys to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Florida Keys to Wisconsin

Discover the top 2 airlines that operate flights from Florida Keys to Wisconsin. 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
American AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$343FlexibilityNo cancel feeOn-timeN/A

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