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Wisconsin

$36+ Cheap flights from 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
març 11 — març 181
dc. 3/11
dc. 3/18
1 adult, Economy
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What to know about flights from Wisconsin

Discover essential information about flights departing from Wisconsin, including flight schedules, destinations, airlines operating at the Wisconsin airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated febrer 9, 2026.

Good round-trip deal

$115 or less

Good one-way deal

$67 or less
Price to beat on a round-trip flight from Wisconsin.
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Price to beat on a one-way flight from Wisconsin.
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Find flights from Wisconsin

Cheapest flights from Wisconsin
Explore the most affordable flight options available from Wisconsin. Find the lowest fares based on data from user searches, with prices last updated on febrer 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
dt. 3/35:15 am
ORD
-
FLL
Nonstop3h 07m
Spirit Airlines
dt. 3/39:26 pm
FLL
-
ORD
Nonstop3h 21m
Spirit Airlines
Deal found 2/7$82
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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.
dl. 4/1312:45 pm
ORD
-
FLL
1 stop7h 56m
Spirit Airlines
dc. 4/159:04 am
FLL
-
ORD
Nonstop3h 23m
Spirit Airlines
Deal found 2/7$83
This Travelocity deal was found by Cheapflights users on 2/7. 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.
dl. 5/111:27 pm
ORD
-
FLL
Nonstop3h 17m
Frontier
dg. 5/178:19 pm
FLL
-
ORD
Nonstop3h 38m
Frontier
Deal found 2/7$84
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
dt. 3/35:15 am
ORD
-
FLL
Nonstop3h 07m
Spirit Airlines
dc. 3/48:54 am
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 2/8$85
This Frontier deal was found by Cheapflights users on 2/5. 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.
dg. 2/223:40 pm
ORD
-
FLL
Nonstop3h 13m
Frontier
dj. 2/268:29 pm
FLL
-
ORD
Nonstop3h 36m
Frontier
Deal found 2/5$86
This Spirit deal was found by Cheapflights users on 2/8. 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.
dl. 2/235:15 am
ORD
-
FLL
Nonstop3h 07m
Spirit Airlines
dj. 2/269:26 pm
FLL
-
ORD
Nonstop3h 21m
Spirit Airlines
Deal found 2/8$87
This Frontier deal was found by Cheapflights users on 2/7. 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.
dj. 5/71:27 pm
ORD
-
FLL
Nonstop3h 17m
Frontier
dg. 5/108:19 pm
FLL
-
ORD
Nonstop3h 38m
Frontier
Deal found 2/7$88
This Spirit deal was found by Cheapflights users on 2/6. 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.
ds. 2/288:16 pm
ORD
-
FLL
Nonstop3h 17m
Spirit Airlines
dt. 3/37:10 am
FLL
-
ORD
1 stop5h 37m
Spirit Airlines
Deal found 2/6$89
This Cheapflightsfares deal was found by Cheapflights users on 2/6. 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.
ds. 2/288:16 pm
ORD
-
FLL
Nonstop3h 17m
Spirit Airlines
ds. 3/712:40 pm
FLL
-
ORD
1 stop8h 07m
Spirit Airlines
Deal found 2/6$90
This Expedia deal was found by Cheapflights users on 2/6. 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.
dj. 4/98:30 am
ORD
-
DFW
Nonstop2h 56m
Frontier
dl. 4/1310:08 pm
DFW
-
ORD
Nonstop2h 35m
Frontier
Deal found 2/6$90
This Spirit deal was found by Cheapflights users on 2/7. 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.
dc. 4/16:10 pm
ORD
-
FLL
Nonstop3h 05m
Spirit Airlines
dc. 4/85:28 pm
FLL
-
ORD
Nonstop3h 23m
Spirit Airlines
Deal found 2/7$91
This CheapOair deal was found by Cheapflights users on 2/8. 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.
dl. 3/28:16 pm
ORD
-
DFW
1 stop13h 42m
Multiple Airlines
ds. 3/79:48 pm
DFW
-
ORD
Nonstop2h 33m
Multiple Airlines
Deal found 2/8$91

Find flights from Wisconsin within your budget

 
Find flights departing from Wisconsin that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on febrer 9, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dc. 3/4

7:00 am-11:15 am

Nonstop3h 15m

Fort Lauderdale

dj. 3/5

9:26 pm-11:47 pm

Nonstop3h 21m

$87

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dc. 4/29

7:05 am-11:20 am

Nonstop3h 15m

Fort Lauderdale

ds. 5/2

9:04 am-11:27 am

Nonstop3h 23m

$91

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dt. 3/10

5:15 am-9:22 am

Nonstop3h 07m

Fort Lauderdale

dj. 3/12

8:54 am-11:17 am

Nonstop3h 23m

$94

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dc. 4/1

4:36 pm-8:38 pm

Nonstop3h 02m

Fort Lauderdale

dc. 4/8

7:10 am-11:50 am

1 stop5h 40m

$101

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dl. 3/9

8:16 pm-12:33 am

Nonstop3h 17m

Fort Lauderdale

dl. 3/16

5:28 pm-7:51 pm

Nonstop3h 23m

$110

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dj. 3/5

8:16 pm-12:33 am

Nonstop3h 17m

Fort Lauderdale

dj. 3/12

8:55 pm-11:17 pm

Nonstop3h 22m

$110

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

dj. 3/12

6:10 pm-10:15 pm

Nonstop3h 05m

Fort Lauderdale

dl. 3/16

8:55 pm-11:17 pm

Nonstop3h 22m

$110

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

ds. 4/18

6:03 pm-9:58 pm

Nonstop2h 55m

Orlando

ds. 4/25

7:38 am-9:50 am

Nonstop3h 12m

$121

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

ds. 7/11

1:56 pm-5:52 pm

Nonstop2h 56m

Orlando

ds. 7/18

9:40 am-11:48 am

Nonstop3h 08m

$121

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

ds. 3/14

4:36 pm-8:38 pm

Nonstop3h 02m

Fort Lauderdale

dl. 3/16

8:55 pm-11:17 pm

Nonstop3h 22m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

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

Have a flexible travel schedule? Discover the best time to fly 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.

Travel insights for flights from Wisconsin

Get recent, data-driven insights about flights from Wisconsin including ideal travel times, pricing trends, and more.

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

Currently, June is the cheapest month in which you can book a flight from Wisconsin (average of $162). Flying from Wisconsin in February will prove the most costly (average of $362). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Wisconsin?

For flights departing from Wisconsin check dates and pricing for the following: American Airlines, Delta, Aeromexico, Sun Country Air, United Airlines. These airlines depart to the following popular destinations: Cancún.

American Airlines
American Airlines
From $127
Delta
Delta
From $63
United Airlines
United Airlines
From $127
Allegiant Air
Allegiant Air
From $72

What is the cheapest place to fly to from Wisconsin?

The cheapest city to fly to from Wisconsin is Orlando, with prices starting at $35. Explore other affordable destinations below.

Orlando
Orlando
From $35
Fort Lauderdale
Fort Lauderdale
From $65
Sarasota Bradenton Intl
Sarasota Bradenton Intl
From $72

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Popular international destinations from Wisconsin

The most popular international flight routes departing from Wisconsin we’ve come across at this time.
Flights from Milwaukee to Cancún
Flights from Milwaukee to Punta Cana

Related info for your journey

Access useful and relevant information related to your journey from Wisconsin. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated febrer 9, 2026.

  • What is the cheapest month to fly from Wisconsin?

    June is currently the cheapest month to fly from Wisconsin. At this moment in time February is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Wisconsin?

    Check out the cheapest flights from Wisconsin to embark to:
    Fly from Milwaukee to Orlando from $138 round trip
    Fly from Milwaukee to Las Vegas from $139 round trip
    Fly from Milwaukee to Atlanta from $143 round trip
    Fly from Milwaukee to Kansas City from $162 round trip
    Fly from Milwaukee to Fort Lauderdale from $183 round trip

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