
$101 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 $101 One Way, $221 Round Trip from Chicago to Riviera Maya
Prices starting at $221 for return flights and $101 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

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive
Sep 1 - Sep 6
Chicago (CHI) to Cancun (CUN)
Reviewed on May 19, 2025

Aldea Kuká, Luxury Eco Boutique Hotel
Aug 20 - Aug 24
Chicago (CHI) to Cancun (CUN)
Reviewed on May 27, 2024

Riviera Maya business class flight packages

Hotel Riu Palace Peninsula - All Inclusive
Aug 20 - Aug 25
Chicago (ORD) to Cancun (CUN)
Reviewed on Jul 7, 2025

Fiesta Americana Condesa Cancun All Inclusive
Aug 20 - Aug 25
Chicago (ORD) to Cancun (CUN)
Reviewed on Jul 3, 2025

Hotel Riu Palace Las Americas - Adults Only- All Inclusive
Aug 20 - Aug 25
Chicago (ORD) to Cancun (CUN)
Reviewed on Jul 6, 2025
Riviera Maya first class flight packages

Temptation Cancun Resort All Inclusive - Adults Only
Aug 14 - Aug 19
Chicago (CHI) to Cancun (CUN)
Reviewed on Jun 27, 2025

Temptation at The Tower Cancún All Inclusive - Adults Only
Aug 14 - Aug 19
Chicago (CHI) to Cancun (CUN)
Reviewed on Mar 19, 2023

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 | 1447 mi |
Direct Flight Airlines | American Airlines, Frontier Airlines, Emirates, United Airlines, Spirit Airlines |
Earliest Flight Arrival | 2:50PM UTC |
Latest Flight Arrival | 7:28PM UTC |
Chicago to Riviera Maya
Orbitz has your best deals on Chicago to Riviera Maya flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
Get Orbitz On the Go for Flights from Chicago to Riviera Maya
Use our mobile apps for Android and iPhone to find the best price on flights from Chicago to Riviera Maya. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.
Rack Up Miles While Flying for Cheaper
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Budget Travel Planning Made Easy
It's easy to find discount air tickets for flights from Chicago to Riviera Maya on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.
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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.