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Riviera Maya

$92+ Cheap flights from Wisconsin to Riviera Maya

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Wisconsin to Riviera Maya

Keep the following information in mind while searching for Wisconsin to Riviera Maya flight deals. Data was last updated September 17, 2025.

Round-trip from

$232
(Cheapflightsfares)

One-way from

$92
(Cheapflightsfares)

Popular in

March

Cheapest in

May

Average price

$473
From Wisconsin to Riviera Maya
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One-way flight from Wisconsin to Riviera Maya
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Highest demand for flights based on searches. 8% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Riviera Maya

Cheapest flights from Wisconsin to Riviera Maya
Explore the most affordable flight options available from Wisconsin to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
Sat 9/275:17 pmORD - CUN
1 stop14h 54mSpirit Airlines
Sat 10/410:20 amCUN - ORD
1 stop9h 30mSpirit Airlines
Deal found 9/17$232
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Tue 12/95:05 amORD - CUN
1 stop6h 22mMultiple Airlines
Fri 12/1211:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 10/196:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
Wed 10/291:49 pmCUN - ORD
1 stop11h 14mMultiple Airlines
Deal found 9/14$234
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:58 pmORD - CUN
1 stop13h 06mSpirit Airlines
Thu 10/2312:11 pmCUN - ORD
1 stop10h 15mSpirit Airlines
Deal found 9/15$235
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sat 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
Sat 11/811:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/14$236
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
Tue 11/42:50 pmCUN - ORD
1 stop11h 13mSpirit Airlines
Deal found 9/15$238
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 11/156:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Wed 11/1911:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/17$239
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/56:00 amORD - CUN
Nonstop3h 37mMultiple Airlines
Sat 12/1311:38 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/16$240
This Frontier deal was found by Cheapflights users on 9/16. 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.
Tue 10/288:25 amORD - CUN
Nonstop3h 53mFrontier
Thu 11/61:28 pmCUN - ORD
Nonstop4h 08mFrontier
Deal found 9/16$241
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sat 10/46:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
Mon 10/61:49 pmCUN - ORD
1 stop9h 56mSpirit Airlines
Deal found 9/16$242
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Tue 11/187:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
Wed 11/2611:42 amCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 9/17$243
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:12 amMSP - CUN
Nonstop3h 56mSun Country Air
Sat 10/111:10 pmCUN - MSP
Nonstop4h 07mSun Country Air
Deal found 9/15$308

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Riviera Maya 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 September 17, 2025.
Use the filters below to find and compare flights from Wisconsin to Riviera Maya that are best for you.

Fly from

Wisconsin

Fly to

Riviera Maya

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/4

9:00 am-7:20 pm

1 stop10h 20m

Cancun

Tue 10/7

3:38 pm-7:36 pm

Nonstop3h 58m

$307

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 11/28

6:45 am-3:34 pm

1 stop7h 49m

Cancun

Tue 12/2

6:00 am-1:12 pm

1 stop8h 12m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/15

1:04 pm-9:20 pm

1 stop7h 16m

Cancun

Wed 11/19

12:25 pm-10:41 pm

1 stop11h 16m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 11/28

6:45 am-9:20 pm

1 stop13h 35m

Cancun

Fri 12/5

6:00 am-1:12 pm

1 stop8h 12m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/27

8:55 am-8:20 pm

2 stops11h 25m

Cancun

Thu 10/30

6:00 am-2:12 pm

1 stop8h 12m

$320

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/2

6:45 am-2:00 pm

1 stop6h 15m

Cancun

Sat 12/6

6:00 am-4:43 pm

2 stops11h 43m

$326

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/5

6:45 am-8:15 pm

1 stop13h 30m

Cancun

Wed 10/8

12:35 pm-10:26 pm

1 stop9h 51m

$326

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 9/30

7:10 am-8:15 pm

2 stops13h 05m

Cancun

Sat 10/4

8:00 am-9:34 pm

2 stops13h 34m

$330

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 11/3

9:52 am-9:20 pm

1 stop10h 28m

Cancun

Thu 11/6

8:00 am-8:23 pm

2 stops13h 23m

$330

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

5:32 am-1:55 pm

1 stop7h 23m

Cancun

Fri 12/5

8:00 am-8:31 pm

2 stops13h 31m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

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

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Riviera Maya (average of $360). Flying from Wisconsin to Riviera Maya in March is currently the most expensive (average of $492). 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 ETW?

Find hourly flight availability from Wisconsin to Riviera Maya. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Wisconsin to Riviera Maya, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

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

  • How popular is this Wisconsin to Riviera Maya flight route?

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

  • How long is the flight from Wisconsin to Riviera Maya?

    For as low as $361, United Airlines can have you in Riviera Maya from Wisconsin in 4h 17m. Airlines will cover a distance of 1685 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $119. Users have also found prices from $144 and $187 on Sun Country Air and Delta, respectively.

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

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

  • How can I find direct flights from Wisconsin to Riviera Maya?

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Riviera Maya 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 Riviera Maya?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Riviera Maya (average of $360). Flying from Wisconsin to Riviera Maya in March is currently the most expensive (average of $492). 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 Riviera Maya

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 Riviera Maya

Discover the top 7 airlines that operate flights from Wisconsin to Riviera Maya. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$194Average$444FlexibilityNo cancel feeOn-time65%
DeltaCheapest$208Average$560FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$291Average$621FlexibilityNo cancel feeOn-time69%
AeromexicoCheapest$340Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$366Average$620FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$404Average$665FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$480Average$708FlexibilityNo cancel feeOn-time83%

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