$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, $209 Round Trip from Chicago to Riviera Maya
Prices starting at $209 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
Naay Boutique Hotel
Feb 21 - Feb 28
Chicago (CHI) to Cancun (CUN)
Reviewed on Sep 3, 2024
Pelicano Inn Playa del Carmen - Beachfront Hotel
Feb 21 - Feb 28
Chicago (CHI) to Cancun (CUN)
Reviewed on Apr 10, 2025
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
Mar 1 - Mar 6
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 8, 2026
Riviera Maya packages with premium economy flights
Hotel Riu Palace Peninsula - All Inclusive
Feb 15 - Feb 18
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Dec 13, 2025
Hotel NYX Cancun - Near La Isla Shopping Mall
Feb 15 - Feb 18
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Mar 15, 2021
Hotel NYX Cancun All Inclusive
Feb 15 - Feb 18
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Oct 22, 2025
Riviera Maya business class flight packages
Wyndham Grand Cancun All Inclusive Resort & Villas
Mar 4 - Mar 8
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 1, 2026
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
Mar 4 - Mar 8
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 8, 2026
Emporio Cancun Optional All Inclusive
Feb 21 - Feb 28
Chicago (ORD) to Cancun (CUN)
Cancun (CUN) to Chicago (ORD)
Reviewed on Dec 13, 2025
Riviera Maya first class flight packages
Hotel Riu Palace Peninsula - All Inclusive
Feb 25 - Mar 2
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Dec 13, 2025
Mahekal Beach Front Resort & Spa
Feb 22 - Feb 26
Chicago (ORD) to Cancun (CUN)
Reviewed on May 26, 2025
Wyndham Grand Cancun All Inclusive Resort & Villas
Feb 18 - Feb 23
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 1, 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
Orbitz assures that you will receive cheap air fares on flights from Chicago to Riviera Maya and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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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.