
$146 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 $146 One Way, $294 Round Trip from Chicago to Riviera Maya
Prices starting at $294 for return flights and $146 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

Ocean Dream Cancun by GuruHotel
Jul 3 - Jul 7
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 16, 2025


Tago Tulum by G Hotels
Jul 10 - Jul 13
Chicago (CHI) to Cancun (CUN)
Reviewed on Jun 23, 2024
Riviera Maya packages with premium economy flights

Sunset Fishermen Beach Resort Playa del Carmen - All inclusive
Jul 27 - Aug 1
Chicago (ORD) to Cancun (CUN)
Reviewed on Apr 22, 2019

Palmaïa-The House of AïA: All Inclusive Wellness Resort
Jul 27 - Aug 1
Chicago (ORD) to Cancun (CUN)
Reviewed on Mar 17, 2025

Palafitos Overwater Bungalows, All & More Inclusive - Adults Only
Jul 27 - Aug 1
Chicago (ORD) to Cancun (CUN)
Reviewed on Feb 16, 2026
Riviera Maya business class flight packages

Fiesta Americana Condesa Cancun All Inclusive
Jul 16 - Jul 21
Chicago (CHI) to Cancun (CUN)
Reviewed on Mar 27, 2026

Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun
Jul 17 - Jul 20
Chicago (CHI) to Cancun (CUN)
Reviewed on Apr 11, 2022

Live Aqua Cancun - Adults Only - All-Inclusive
Jul 16 - Jul 21
Chicago (CHI) to Cancun (CUN)
Reviewed on Apr 4, 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
Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Chicago to Riviera Maya to give you a travel experience that is second to none.
Bargain Travel at Your Fingertips
Orbitz provides the cheapest fares from Chicago to Riviera Maya. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.
Modern Tools for Fast-Paced Travel
Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Chicago to Riviera Maya flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Chicago to Riviera Maya and choose a range of cheap hotels to stay in.
Enjoy Stress-Free Travel with Flight Alerts
Once you have booked your flights from Chicago to Riviera Maya on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Chicago to Riviera Maya flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.
Frequent Flyer Program
For loyal Orbitz customers who fly from Chicago to Riviera Maya the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.
Flights from Chicago
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Riviera Maya Airports
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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.





