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Riviera Maya

$106+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Wed 1/141:21 pmCUN - ORD
1 stop8h 42mSpirit Airlines
Deal found 12/17$225
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Thu 1/81:21 pmCUN - ORD
1 stop8h 42mSpirit Airlines
Deal found 12/18$241
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Sat 1/311:21 pmCUN - ORD
1 stop8h 42mMultiple Airlines
Deal found 12/16$254
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/306:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Sat 1/3111:59 amCUN - ORD
Nonstop3h 54mSpirit Airlines
Deal found 12/16$266
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:37 amORD - CUN
Nonstop4h 11mFrontier
Thu 1/83:14 pmCUN - ORD
1 stop8h 25mFrontier
Deal found 12/17$270
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Sun 12/216:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/2311:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/17$273
This Frontier deal was found by Cheapflights users on 12/16. 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 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/242:50 pmCUN - ORD
1 stop8h 34mFrontier
Deal found 12/16$274
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Wed 1/712:46 pmCUN - ORD
1 stop8h 18mSpirit Airlines
Deal found 12/18$276
This FlightHub deal was found by Cheapflights users on 12/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/3011:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/18$278
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:25 amATW - CUN
1 stop10h 05mDelta
Thu 12/2512:25 pmCUN - ATW
1 stop10h 06mDelta
Deal found 12/16$361
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:00 amMKE - CUN
1 stop6h 59mUnited Airlines
Tue 12/308:39 amCUN - MKE
1 stop7h 13mUnited Airlines
Deal found 12/17$379
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amMSN - CUN
1 stop8h 05mDelta
Thu 1/84:25 pmCUN - MSN
1 stop7h 25mDelta
Deal found 12/16$382

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$212
(Frontier)

One-way from

$106
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$622
Provider with most accurate pricing for Milwaukee-Mitchell-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Cancun flights.
Search Deals
From Wisconsin to Riviera Maya
Search Deals
One-way flight from Wisconsin to Riviera Maya
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Sun 3/1

1:11 am-11:54 am

1 stop9h 43m

Cancun

Sat 3/7

6:01 am-12:55 pm

1 stop7h 54m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 3/25

4:21 pm-11:39 am

1 stop19h 18m

Cancun

Mon 3/30

6:03 am-11:53 pm

1 stop17h 50m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

12:59 am-8:00 pm

1 stop18h 01m

Cancun

Fri 1/23

6:01 am-12:40 pm

1 stop7h 39m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 2/26

1:11 am-1:47 pm

1 stop11h 36m

Cancun

Wed 3/4

1:33 pm-11:00 pm

1 stop10h 27m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/14

4:21 pm-11:42 am

1 stop19h 21m

Cancun

Fri 3/20

6:06 am-1:40 pm

1 stop7h 34m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/25

1:11 am-11:54 am

1 stop9h 43m

Cancun

Fri 3/6

4:20 pm-11:00 pm

1 stop7h 40m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 2/6

7:05 am-8:02 pm

2 stops11h 57m

Cancun

Tue 2/10

2:17 pm-11:00 pm

1 stop9h 43m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/7

7:05 am-8:02 pm

2 stops11h 57m

Cancun

Tue 2/10

11:18 am-11:00 pm

1 stop12h 42m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/10

6:15 am-8:02 pm

2 stops12h 47m

Cancun

Fri 2/13

6:01 am-12:55 pm

1 stop7h 54m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/25

5:30 am-8:00 pm

2 stops13h 30m

Cancun

Fri 1/30

11:15 am-11:00 pm

1 stop12h 45m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, June is the cheapest month in which you can book a flight from Wisconsin to Riviera Maya (average of $166). Flying from Wisconsin to Riviera Maya in March is currently the most expensive (average of $369). 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 December 18, 2025.

One of the essential ways to save on airfare from Wisconsin to Riviera Maya is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 30% on airfare.

What is the cheapest day to fly from Wisconsin to Riviera Maya?

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

Travelers seeking maximum savings on their Wisconsin to Riviera Maya flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday afternoons 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 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 $367, Delta can have you in Riviera Maya from Wisconsin in 4h 19m. 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 Sun Country Air. According to our data, you can fly for as low as $107. Users have also found prices from $138 and $155 on United Airlines and Aeromexico, 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, June is the cheapest month in which you can book a flight from Wisconsin to Riviera Maya (average of $166). Flying from Wisconsin to Riviera Maya in March is currently the most expensive (average of $369). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$201Average$541FlexibilityNo cancel feeOn-time65%
DeltaCheapest$208Average$562FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$330Average$494FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$366Average$634FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$596FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$395Average$646FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$493Average$714FlexibilityNo cancel feeOn-time83%

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