$147 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 $147 One Way, $306 Round Trip from Chicago to Riviera Maya
Prices starting at $306 for return flights and $147 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
Terasu Riviera Maya Hotel & Spa Luxury Edition, en Xcaret
Oct 3 - Oct 10
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 7, 2026
Riviera Maya packages with premium economy flights
Seadust Cancún Beach Resort All Inclusive
Sep 17 - Sep 24
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 12, 2026
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
Sep 17 - Sep 24
Chicago (CHI) to Cancun (CUN)
Hotel Riu Palace Peninsula - All Inclusive
Sep 17 - Sep 24
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 13, 2026
Riviera Maya business class flight packages
Ventus Ha at Marina El Cid Spa & Beach Resort - All Inclusive
Sep 28 - Oct 5
Chicago (ORD) to Cancun (CUN)
Reviewed on Aug 13, 2026
Ventus at Marina El Cid Spa & Beach Resort - All Inclusive
Sep 28 - Oct 5
Chicago (ORD) to Cancun (CUN)
Riviera Maya first class flight packages
Hotel Mousai Cancun Adults Only - All Inclusive
Oct 2 - Oct 5
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 5, 2026
Palmaïa-The House of AïA: All Inclusive Wellness Resort
Oct 5 - Oct 9
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 8, 2026
La Posada del Sol Boutique Hotel Tulum
Sep 18 - Sep 21
Chicago (ORD) to Cancun (CUN)
Cancun (CUN) to Chicago (ORD)
Reviewed on Feb 18, 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
When you’re searching for Chicago to Riviera Maya flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
Orbitz simplifies the process of finding and booking budget flights from Chicago to Riviera Maya. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.
Mobile Apps
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Flight Alerts
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Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying Chicago to Riviera Maya flights. Enter your frequent flyer number with your reservation to see the miles rack up.
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.