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$114+ Cheap flights from Wisconsin to Cancún (CUN)

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Wisconsin to Cancún

Keep the following information in mind while searching for Wisconsin to Cancún flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Kiwi.com)

One-way from

$114
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$475

Good round-trip deal

$625 or less

Good one-way deal

$301 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Cancun flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Cancun flights.
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From Wisconsin to Cancun
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One-way flight from Wisconsin to Cancun
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Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Wisconsin to Cancun.
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Price to beat on a one-way flight from Wisconsin to Cancun.
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Find flight deals from Wisconsin to Cancún

Cheapest flights from Wisconsin to Cancún
Explore the most affordable flight options available from Wisconsin to Cancún. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Fri 12/129:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/20$217
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/26:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Sat 12/612:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/19$218
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Fri 12/129:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$219
This FlightHub deal was found by Cheapflights users on 11/20. 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.
Sat 11/2910:32 amORD - CUN
Nonstop4h 03mFrontier
Thu 12/46:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/20$220
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Fri 12/511:43 amORD - CUN
Nonstop4h 09mMultiple Airlines
Thu 12/1112:31 pmCUN - ORD
1 stop8h 38mMultiple Airlines
Deal found 11/18$221
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Sun 12/149:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Fri 12/1911:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/19$223
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Sun 11/306:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Fri 12/52:36 pmCUN - ORD
1 stop10h 33mSpirit Airlines
Deal found 11/19$224
This CheapOair deal was found by Cheapflights users on 11/18. 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 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
Fri 12/196:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/18$225
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Fri 12/1211:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/20$226
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2610:32 amORD - CUN
Nonstop4h 03mFrontier
Thu 12/46:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/17$227
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/135:00 amORD - CUN
1 stop7h 13mMultiple Airlines
Fri 12/196:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$228
This Priceline deal was found by Cheapflights users on 11/19. 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.
Sun 12/145:00 amORD - CUN
1 stop7h 13mMultiple Airlines
Sun 12/216:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$229

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Cancún 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 November 20, 2025.
Use the filters below to find and compare flights from Wisconsin to Cancún that are best for you.

Fly from

Wisconsin

Fly to

Cancún

Route

Depart

Return

Price

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 1/28

6:30 am-5:50 pm

2 stops10h 20m

Cancun

Wed 2/11

3:18 pm-9:05 pm

1 stop6h 47m

$297

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 1/7

6:30 am-3:35 pm

1 stop8h 05m

Cancun

Tue 1/13

1:27 pm-9:05 pm

1 stop8h 38m

$297

MilwaukeeCancún

MKE - CUN

MKECUN

Milwaukee-Mitchell

Fri 1/30

6:00 am-1:33 pm

1 stop6h 33m

Cancun

Tue 2/3

8:39 am-2:55 pm

1 stop7h 16m

$297

MilwaukeeCancún

MKE - CUN

MKECUN

Milwaukee-Mitchell

Wed 1/28

7:50 am-5:50 pm

1 stop9h 00m

Cancun

Mon 2/2

4:51 pm-10:59 pm

1 stop7h 08m

$297

MilwaukeeCancún

MKE - CUN

MKECUN

Milwaukee-Mitchell

Mon 2/2

5:00 am-12:30 pm

1 stop6h 30m

Cancun

Tue 2/3

2:44 pm-10:59 pm

1 stop9h 15m

$297

MilwaukeeCancún

MKE - CUN

MKECUN

Milwaukee-Mitchell

Sat 1/31

7:50 am-3:59 pm

1 stop7h 09m

Cancun

Sat 2/7

3:18 pm-9:59 pm

1 stop7h 41m

$297

MilwaukeeCancún

MKE - CUN

MKECUN

Milwaukee-Mitchell

Sat 1/31

8:33 am-5:50 pm

2 stops8h 17m

Cancun

Tue 2/3

4:51 pm-10:59 pm

1 stop7h 08m

$297

MadisonCancún

MSN - CUN

MSNCUN

Madison Truax Field

Wed 1/7

7:20 am-8:45 pm

2 stops12h 25m

Cancun

Tue 1/13

1:12 pm-10:59 pm

2 stops10h 47m

$302

WausauCancún

CWA - CUN

CWACUN

Wausau Central Wisconsin

Thu 1/29

5:12 pm-2:15 pm

2 stops20h 03m

Cancun

Tue 2/3

5:21 pm-4:40 pm

2 stops24h 19m

$302

WausauCancún

CWA - CUN

CWACUN

Wausau Central Wisconsin

Tue 1/6

5:12 pm-4:09 pm

2 stops21h 57m

Cancun

Wed 1/21

1:12 pm-10:09 pm

2 stops9h 57m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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

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

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

Currently, June is the cheapest month in which you can book a flight from Wisconsin to Cancún (average of $166). Flying from Wisconsin to Cancún in March is currently the most expensive (average of $367). 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.

What is the cheapest time of day to fly from WI to CUN?

Find hourly flight availability from Wisconsin to Cancún. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Wisconsin to Cancún in the evening. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Wisconsin to Cancún?

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.

Travelers seeking maximum savings on their Wisconsin to Cancún flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Cancún. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Cancún from Wisconsin?

    Cancun (CUN), located 8.9 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Cancún.

  • How popular is this Wisconsin to Cancún flight route?

    Within the past month, 1 users have taken a look at flights from Wisconsin to Cancun.

  • How long is the flight from Wisconsin to Cancún?

    United Airlines, American Airlines, and Aeromexico can get you from Wisconsin to Cancún in just under 6h 51m. Your travel time can differ by up to 5h 34m. There are 1532 mi between Wisconsin and Cancún. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $124. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Wisconsin to Cancún for a low price.

  • What are the most popular routes from Wisconsin to Cancún?

    The most popular flight routes from Wisconsin to Cancún are Chicago O'Hare Intl - Cancun, Minneapolis St Paul - Cancun and Milwaukee-Mitchell - Cancun.

  • What are the cheapest flights from Wisconsin to Cancún?

    On average you can expect to pay $634 for a flight from Wisconsin to Cancún. The cheapest flight overall is $239 while the most popular route, (Chicago O'Hare Intl - Cancun) is currently priced at $201.

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

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

  • How can I find direct flights from Wisconsin to Cancún?

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Cancún 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 Cancún?

    Currently, June is the cheapest month in which you can book a flight from Wisconsin to Cancún (average of $166). Flying from Wisconsin to Cancún in March is currently the most expensive (average of $367). 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

Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Puerto Aventuras
Holbox
Punta Sam

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Alternative routes for Wisconsin to Cancún

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Wisconsin to Cancún

Discover the top 7 airlines that operate flights from Wisconsin to Cancún. 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$499FlexibilityNo cancel feeOn-time65%
DeltaCheapest$208Average$542FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$325Average$504FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$351Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$362Average$627FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$404Average$647FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$489Average$715FlexibilityNo cancel feeOn-time83%

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