$188 Cheap flight deals from Chicago (CHI) to Riviera Maya (CUN)
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This Weekend's Flight Deals from Chicago to Riviera Maya
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $188 One Way, $349 Round Trip from Chicago to Riviera Maya
Prices starting at $349 for return flights and $188 for one-way flights to Riviera Maya were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Riviera Maya economy flight packages
Delek Holbox
Aug 26 - Sep 2
Chicago (CHI) to Cancun (CUN)
Reviewed on Jul 21, 2026
Riviera Maya packages with premium economy flights
Tago Tulum by G Hotels
Aug 24 - Aug 28
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun
Sep 12 - Sep 17
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 6, 2025
Hotel Mousai Cancun Adults Only - All Inclusive
Sep 12 - Sep 17
Chicago (CHI) to Cancun (CUN)
Reviewed on Jul 22, 2026
Riviera Maya business class flight packages
The Pyramid Cancun By Oasis - All Inclusive
Sep 2 - Sep 6
Chicago (ORD) to Cancun (CUN)
Cancun (CUN) to Chicago (ORD)
Reviewed on Jul 22, 2026
Hotel Mousai Cancun Adults Only - All Inclusive
Sep 2 - Sep 6
Chicago (ORD) to Cancun (CUN)
Cancun (CUN) to Chicago (ORD)
Reviewed on Jul 22, 2026
El Dorado Royale, All & More Inclusive Adults Only
Sep 2 - Sep 6
Chicago (ORD) to Cancun (CUN)
Cancun (CUN) to Chicago (ORD)
Reviewed on Jul 21, 2026
Riviera Maya first class flight packages
Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun
Sep 10 - Sep 15
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 6, 2025
Hotel Mousai Cancun Adults Only - All Inclusive
Aug 26 - Sep 2
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Jul 22, 2026
More About Flying To Riviera Maya from Chicago
Route Information for Flights from Chicago to Riviera Maya
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CUN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Riviera Maya
If it is not enough that we have guaranteed low prices for Chicago to Riviera Maya flights, Orbitz can also integrate your hotel and car rental needs into the package. This ensures your trip goes smoothly and you get the best possible bargain.
Save Big On Hotels With Our Summer Hotel Sale When Booking Chicago to Riviera Maya Flights
We will get you bargain air tickets for Chicago to Riviera Maya flights and can save you even more with our Summer Hotel sale. You can get a discount of up to 40% when you book a hotel along with your bargain flight from Orbitz.
If You Are Going To The Beach We Can Save You Even More
When you are arranging budget flights from Chicago to Riviera Maya, you can save even more by staying near a beach. Orbitz Beach Hotel Deals will allow you to get as much as half off the price of an already cheap hotel. Saving money has never been this fun.
Plan A Spontaneous Trip Using Our Top Hotel and Flight Destinations
Want to know where other people are staying after flights from Chicago to Riviera Maya? We not only recommend top destinations, but will tell you the most popular places to stay after {origin.name} to Riviera Maya flights.
Use Orbitz.com For Up To The Minute Hot Deals
Budget deals on flights from Chicago to Riviera Maya are constantly changing. You can get up-to-the-minute updates on the hottest deals on discount tickets and hotels on our website.
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Riviera Maya Airports
More Destinations
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.