
$182 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 $182 One Way, $355 Round Trip from Chicago to Riviera Maya
Prices starting at $355 for return flights and $182 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
Dec 25 - Dec 29
Chicago (CHI) to Cancun (CUN)
Reviewed on Oct 31, 2026

Aldea Kuká, Luxury Eco Boutique Hotel
Dec 5 - Dec 12
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Oct 27, 2026
Riviera Maya packages with premium economy flights

El Beso Adults Only at Ocean Riviera Paradise - All Inclusive
Dec 21 - Dec 27
Chicago (ORD) to Cancun (CUN)
Reviewed on Nov 5, 2026

Ocean Maya Royale - Adults Only - All Inclusive
Dec 21 - Dec 27
Chicago (ORD) to Cancun (CUN)
Reviewed on Nov 4, 2026

Ocean Allure Costa Mujeres - Adults Only - All Inclusive
Dec 21 - Dec 27
Chicago (ORD) to Cancun (CUN)
Reviewed on Nov 4, 2026
Riviera Maya business class flight packages

The Fives Beach Hotel - Á la Carte All Inclusive
Dec 14 - Dec 22
Chicago (CHI) to Cancun (CUN)
Reviewed on Nov 3, 2026

Ventus Ha at Marina El Cid Spa & Beach Resort - All Inclusive
Dec 14 - Dec 22
Chicago (CHI) to Cancun (CUN)
Reviewed on Nov 3, 2026

Riviera Maya first class flight packages

The Fives Beach Hotel - Á la Carte All Inclusive
Dec 15 - Dec 23
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Nov 3, 2026

Ocean Maya Royale - Adults Only - All Inclusive
Dec 15 - Dec 23
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Nov 4, 2026

Family Villas By Wyndham Grand Cancún All Inclusive
Dec 15 - Dec 23
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
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 you are looking to find the best deals on Chicago to Riviera Maya flights, look no further than Orbitz. Orbitz offers guaranteed low prices as well as cutting-edge mobile tools to help you book cheap flights from Chicago to Riviera Maya.
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Stay Informed While You Travel
Orbitz keeps you updated on information that’s relevant to your flights from Chicago to Riviera Maya. We can send you and six of your personal contacts free travel alerts via SMS text, voicemail, or email, so you instantly know about flight delays or changes.
Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Chicago to Riviera Maya flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
Flights from Chicago
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- Chicago to Toronto
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- Chicago to Atlantic City
- Chicago to Hartford
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.




