$135 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 $135 One Way, $249 Round Trip from Chicago to Riviera Maya
Prices starting at $249 for return flights and $135 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
Nov 26 - Dec 1
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Kanan Tulum Hotel & Spa Adults Only Playground
Nov 14 - Nov 18
Chicago (CHI) to Cancun (CUN)
Reviewed on Oct 5, 2026
Riviera Maya packages with premium economy flights
Hotel Mousai Cancun Adults Only - All Inclusive
Nov 10 - Nov 15
Chicago (ORD) to Cancun (CUN)
Riviera Maya business class flight packages
Hotel Mousai Cancun Adults Only - All Inclusive
Nov 28 - Dec 3
Chicago (ORD) to Cancun (CUN)
Riviera Maya first class flight packages
Majestic Elegance Costa Mujeres – All Inclusive
Nov 11 - Nov 16
Chicago (CHI) to Cancun (CUN)
Reviewed on Oct 7, 2026
Family Villas By Wyndham Grand Cancún All Inclusive
Nov 11 - Nov 16
Chicago (CHI) to Cancun (CUN)
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 is the number one travel site for finding guaranteed low prices on Chicago to Riviera Maya flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.
Find Low Prices in One Place
Booking a trip from Chicago to Riviera Maya has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Riviera Maya to your flight or hotel reservation to keep the kids happy and active.
Flight Booking, Alerts, and More on Your Mobile Device
Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from Chicago to Riviera Maya wherever you are. Book your cheap Chicago to Riviera Maya flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Chicago to Riviera Maya.
Don’t Miss out on Miles
Accumulate frequent flyer miles or points on your Chicago to Riviera Maya flights. It’s as simple as entering your frequent flyer number when you’re making your flight reservation on Orbitz to rack up miles on qualified flights from Chicago to Riviera Maya. You can save your frequent flyer numbers in your Orbitz account to save time during your next flight booking.
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.