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Wisconsin

$49+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
janv. 26 — févr. 21
lun. 1/26
lun. 2/2
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 décembre 27, 2025.

Good round-trip deal

$140 or less

Good one-way deal

$59 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 décembre 27, 2025.

This Expedia deal was found by Cheapflights users on 12/27. 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.
ven. 1/1612:00 pmORD - JFK
Nonstop2h 24mMultiple Airlines
dim. 1/185:25 pmJFK - ORD
Nonstop3h 11mMultiple Airlines
Deal found 12/27$78
This Trip.com deal was found by Cheapflights users on 12/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 1/249:40 amORD - JFK
Nonstop2h 16mMultiple Airlines
jeu. 1/294:29 pmJFK - ORD
Nonstop3h 00mMultiple Airlines
Deal found 12/26$79
This Frontier deal was found by Cheapflights users on 12/26. 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.
mer. 1/78:35 amORD - JFK
Nonstop2h 24mFrontier
sam. 1/174:24 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 12/26$80
This Trip.com deal was found by Cheapflights users on 12/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 1/229:40 amORD - JFK
Nonstop2h 16mMultiple Airlines
lun. 1/264:29 pmJFK - ORD
Nonstop3h 00mMultiple Airlines
Deal found 12/27$81
This Kiwi.com deal was found by Cheapflights users on 12/27. 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.
ven. 1/98:35 amORD - JFK
Nonstop2h 24mFrontier
sam. 1/101:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/27$82
This Frontier deal was found by Cheapflights users on 12/27. 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.
ven. 1/98:35 amORD - JFK
Nonstop2h 24mFrontier
lun. 1/121:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/27$83
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
mer. 1/78:35 amORD - JFK
Nonstop2h 24mFrontier
ven. 1/91:00 pmJFK - ORD
Nonstop2h 57mFrontier
Deal found 12/25$84
This Trip.com deal was found by Cheapflights users on 12/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 1/2311:55 amORD - JFK
Nonstop2h 24mFrontier
dim. 1/254:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 12/27$86
This Super.com deal was found by Cheapflights users on 12/26. 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.
lun. 3/912:05 pmORD - JFK
Nonstop2h 24mFrontier
mer. 3/114:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 12/26$87
This Frontier deal was found by Cheapflights users on 12/26. 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.
mer. 3/1112:05 pmORD - JFK
Nonstop2h 24mFrontier
jeu. 3/194:29 pmJFK - ORD
Nonstop3h 00mFrontier
Deal found 12/26$88
This Priceline deal was found by Cheapflights users on 12/26. 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.
sam. 1/108:35 amORD - JFK
Nonstop2h 24mMultiple Airlines
mar. 1/135:25 pmJFK - ORD
Nonstop3h 11mMultiple Airlines
Deal found 12/26$89
This Cheapflightsfares deal was found by Cheapflights users on 12/25. 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.
mer. 2/47:20 amORD - DFW
1 stop14h 03mSpirit Airlines
mer. 2/117:30 amDFW - ORD
1 stop13h 33mSpirit Airlines
Deal found 12/25$90

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 décembre 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

jeu. 1/15

9:40 am-12:56 pm

Nonstop2h 16m

New York John F Kennedy Intl

dim. 1/18

5:25 pm-7:36 pm

Nonstop3h 11m

$97

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

ven. 1/30

8:43 pm-12:59 am

Nonstop3h 16m

Fort Lauderdale

lun. 2/2

6:40 am-2:17 pm

1 stop8h 37m

$98

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

sam. 1/17

5:32 pm-9:40 pm

Nonstop3h 08m

Fort Lauderdale

ven. 1/23

12:54 pm-5:52 pm

1 stop5h 58m

$98

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

sam. 2/28

5:15 am-9:22 am

Nonstop3h 07m

Fort Lauderdale

lun. 3/2

7:10 am-11:47 am

1 stop5h 37m

$98

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

mer. 1/28

5:32 pm-9:40 pm

Nonstop3h 08m

Fort Lauderdale

ven. 1/30

12:11 pm-10:42 pm

1 stop11h 31m

$98

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

lun. 2/23

9:00 am-7:48 pm

1 stop9h 48m

Fort Lauderdale

sam. 2/28

9:26 pm-11:47 pm

Nonstop3h 21m

$98

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

sam. 1/31

5:32 pm-9:40 pm

Nonstop3h 08m

Fort Lauderdale

mer. 2/4

6:40 am-2:17 pm

1 stop8h 37m

$98

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mar. 2/10

9:40 am-12:56 pm

Nonstop2h 16m

New York John F Kennedy Intl

mar. 2/17

9:20 pm-11:21 pm

Nonstop3h 01m

$118

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mar. 1/20

7:45 am-1:33 pm

1 stop4h 48m

New York John F Kennedy Intl

ven. 1/23

5:25 pm-7:36 pm

Nonstop3h 11m

$127

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mar. 2/10

9:40 am-12:56 pm

Nonstop2h 16m

New York John F Kennedy Intl

mer. 2/11

12:00 pm-4:55 pm

1 stop5h 55m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 $166). Flying from Wisconsin in March will prove the most costly (average of $369). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Cancún. Price data was last updated on December 16, 2024.

Those who are seeking the cheapest fare on flights departing from Wisconsin would be wise to consider leaving during Sunday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Friday mornings when fares are usually the most expensive.

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 $78

What is the cheapest place to fly to from Wisconsin?

The cheapest city to fly to from Wisconsin is Nashville Intl, with prices starting at $49. Explore other affordable destinations below.

Nashville Intl
Nashville Intl
From $49
Orlando
Orlando
From $50
Fort Lauderdale
Fort Lauderdale
From $60

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 décembre 27, 2025.

  • What is the cheapest month to fly from Wisconsin?

    June is currently the cheapest month to fly from Wisconsin. At this moment in time March 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 $88 round trip
    Fly from Milwaukee to Fort Lauderdale from $148 round trip
    Fly from Milwaukee to Fort Myers from $158 round trip
    Fly from Milwaukee to New York from $163 round trip
    Fly from Milwaukee to Dallas from $165 round trip

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