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Riviera Maya

$98+ Cheap flights from Chicago (CHI) 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Chicago to Riviera Maya

Keep the following information in mind while searching for Chicago to Riviera Maya flight deals. Data was last updated June 16, 2025.

Round-trip from

$237
(Cheapflightsfares)

One-way from

$98
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$462
From Chicago (CHI) to Riviera Maya
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One-way flight from Chicago (CHI) to Riviera Maya
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Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Riviera Maya

Cheapest flights from Chicago to Riviera Maya
Explore the most affordable flight options available from Chicago to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/214:36 pmORD - CUN
1 stop15h 41mSpirit Airlines
Mon 7/2810:55 amCUN - ORD
Nonstop3h 54mSpirit Airlines
Deal found 6/16$237
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/159:00 amMDW - CUN
Nonstop3h 40mSouthwest
Wed 7/233:20 pmCUN - MDW
Nonstop3h 35mSouthwest
Deal found 6/13$269
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:05 amORD - CUN
Nonstop3h 45mAmerican Airlines
Fri 10/102:50 pmCUN - ORD
Nonstop4h 10mAmerican Airlines
Deal found 6/14$269
This Priceline deal was found by Cheapflights users on 6/13. 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.
Sat 7/57:00 amORD - CUN
1 stop9h 20mMultiple Airlines
Thu 7/1012:26 pmCUN - ORD
1 stop11h 27mMultiple Airlines
Deal found 6/13$278
This Priceline deal was found by Cheapflights users on 6/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/282:44 pmMDW - CUN
1 stop25h 38mFrontier
Sat 7/59:09 amCUN - MDW
1 stop11h 13mFrontier
Deal found 6/14$297
This Priceline deal was found by Cheapflights users on 6/13. 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.
Thu 7/105:40 amORD - CUN
1 stop10h 40mFrontier
Mon 7/148:48 amCUN - ORD
1 stop14h 43mFrontier
Deal found 6/13$308
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/101:53 amORD - CUN
1 stop10h 44mDelta
Wed 10/151:27 pmCUN - ORD
1 stop10h 28mDelta
Deal found 6/15$309
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amMDW - CUN
1 stop8h 25mAeromexico
Fri 7/183:25 pmCUN - MDW
1 stop6h 17mAeromexico
Deal found 6/16$310
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/126:04 amMDW - CUN
1 stop5h 26mDelta
Sat 8/168:00 amCUN - MDW
1 stop7h 28mDelta
Deal found 6/15$313
This Aeromexico deal was found by Cheapflights users on 6/15. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/253:37 pmORD - CUN
1 stop9h 06mAeromexico
Tue 11/181:33 pmCUN - ORD
1 stop9h 13mAeromexico
Deal found 6/15$329
This Cheapflightsfares deal was found by Cheapflights users on 6/14. 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.
Fri 8/291:40 amORD - CUN
1 stop13h 18mVolaris
Sun 9/71:57 pmCUN - ORD
1 stop14h 15mVolaris
Deal found 6/14$359
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Wed 7/306:00 amMDW - CUN
1 stop6h 50mMultiple Airlines
Wed 8/612:14 pmCUN - MDW
1 stop7h 22mMultiple Airlines
Deal found 6/14$371

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 June 16, 2025.
Use the filters below to find and compare flights from Chicago to Riviera Maya that are best for you.

Fly from

Chicago

Fly to

Riviera Maya

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 7/21

4:36 pm-8:17 am

1 stop15h 41m

Cancun

Mon 7/28

10:55 am-2:49 pm

Nonstop3h 54m

$237

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 7/15

9:00 am-12:40 pm

Nonstop3h 40m

Cancun

Wed 7/23

3:20 pm-6:55 pm

Nonstop3h 35m

$269

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/6

8:05 am-11:50 am

Nonstop3h 45m

Cancun

Fri 10/10

2:50 pm-7:00 pm

Nonstop4h 10m

$269

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 7/5

7:00 am-4:20 pm

1 stop9h 20m

Cancun

Thu 7/10

12:26 pm-11:53 pm

1 stop11h 27m

$278

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 6/28

2:44 pm-4:22 pm

1 stop25h 38m

Cancun

Sat 7/5

9:09 am-8:22 pm

1 stop11h 13m

$297

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 7/10

5:40 am-4:20 pm

1 stop10h 40m

Cancun

Mon 7/14

8:48 am-11:31 pm

1 stop14h 43m

$308

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 10/10

1:53 am-12:37 pm

1 stop10h 44m

Cancun

Wed 10/15

1:27 pm-11:55 pm

1 stop10h 28m

$309

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 7/8

6:00 am-2:25 pm

1 stop8h 25m

Cancun

Fri 7/18

3:25 pm-9:42 pm

1 stop6h 17m

$310

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 8/12

6:04 am-11:30 am

1 stop5h 26m

Cancun

Wed 8/20

2:00 pm-9:49 pm

1 stop7h 49m

$313

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/25

3:37 pm-12:43 am

1 stop9h 06m

Cancun

Tue 11/18

1:33 pm-9:46 pm

1 stop9h 13m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 51 results
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Best time to book a flight from Chicago to Riviera Maya

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Riviera Maya (average of $360). Flying from Chicago 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 CHI to ETW?

Find hourly flight availability from Chicago 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 June 16, 2025.

When flying from Chicago 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.

Weekly flight availability from Chicago to Riviera Maya

Explore weekly flight availability from Chicago to Riviera Maya. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 16, 2025.

The most flights from CHI to zzETW are scheduled on a Saturday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Riviera Maya by month

Plan your trip to Riviera Maya by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Riviera Maya ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Riviera Maya when rainfall is around 1.1 in.

Temperature in Riviera Maya by month

Plan your trip to Riviera Maya by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Riviera Maya, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

Reviews of airlines servicing Riviera Maya

Get insights into the airlines that provide service to Riviera Maya. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Riviera Maya. Reviews last updated June 16, 2025.
Peruse reviews from past customers who have flown with Delta, Alaska Airlines and Southwest from Chicago to Riviera Maya to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Alaska Airlines
8.0
Very good
10,000 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Southwest
8.0
Very good
4,278 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,711 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,801 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $98. Users have also found prices from $103 and $122 on Viva and American Airlines, respectively.

  • What are the most popular routes from Chicago to Riviera Maya?

    The most popular flight routes from Chicago to Riviera Maya are Chicago O'Hare Intl - Cancun, Chicago Midway - Cancun and Chicago O'Hare Intl - Cozumel.

  • What are the most reliable airlines from Chicago to Riviera Maya?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Riviera Maya on time: Emirates (90%), United Airlines (86%), Frontier (80%).

  • What are the cheapest flights from Chicago to Riviera Maya?

    Looking for the cheapest flight from Chicago to Riviera Maya? While on average our users pay $778, our data indicates the cheapest price to be $91. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $229.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Riviera Maya (average of $360). Flying from Chicago 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

Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Riviera Maya

Discover the top 10 airlines that operate flights from Chicago 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$326FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$505FlexibilityNo cancel feeOn-time69%
FrontierCheapest$164Average$394FlexibilityNo cancel feeOn-time62%
DeltaCheapest$168Average$548FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$184Average$554FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$195Average$504FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$251Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$639FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$323Average$579FlexibilityNo cancel feeOn-time71%
AviancaCheapest$621Average$896FlexibilityNo cancel feeOn-time71%

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