$177 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 $177 One Way, $299 Round Trip from Chicago to Riviera Maya
Prices starting at $299 for return flights and $177 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
Kanan Tulum Hotel & Spa Adults Only Playground
Oct 25 - Oct 30
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Aug 30, 2026
El Dorado Royale, All & More Inclusive Adults Only
Oct 17 - Oct 24
Chicago (CHI) to Cancun (CUN)
Reviewed on Aug 31, 2026
Hotel Mousai Cancun Ocean Front Adults Only - All Inclusive
Oct 11 - Oct 16
Chicago (CHI) to Cancun (CUN)
Reviewed on Jun 1, 2026
Riviera Maya business class flight packages
The Pyramid Cancun by Oasis - Gourmet Premium All Inclusive
Oct 24 - Nov 1
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
Oct 24 - Nov 1
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Seadust Cancún Beach Resort All Inclusive
Oct 24 - Nov 1
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Riviera Maya first class flight packages
Secrets Moxché Playa del Carmen - Adults Only - All Inclusive
Oct 7 - Oct 14
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 4, 2026
Moon Palace The Grand Cancun - All-inclusive
Oct 7 - Oct 14
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 7, 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
Whether you want to book cheap flights from Chicago to Riviera Maya or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to Riviera Maya flights.
Make the Most of Your Vacation
Not only does Orbitz have cheap deals for Chicago to Riviera Maya flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Riviera Maya.
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Craft Your Perfect Vacation
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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.