$110 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 $110 One Way, $180 Round Trip from Chicago to Riviera Maya
Prices starting at $180 for return flights and $110 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
Allegro Playacar - All Inclusive
Mar 11 - Mar 16
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Jan 13, 2026
Emporio Cancun Optional All Inclusive
Mar 22 - Mar 29
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 20, 2026
Beachfront Hotel Boutique DK
Mar 14 - Mar 21
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Aug 20, 2025
Riviera Maya packages with premium economy flights
Ocean Dream Cancun by GuruHotel
Apr 3 - Apr 8
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Sep 16, 2025
Wyndham Grand Cancun All Inclusive Resort & Villas
Apr 3 - Apr 8
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Feb 2, 2026
Seadust Cancún All Inclusive Family Resort
Apr 3 - Apr 8
Chicago (CHI) to Cancun (CUN)
Cancun (CUN) to Chicago (CHI)
Reviewed on Jan 29, 2026
Riviera Maya business class flight packages
Seadust Cancún All Inclusive Family Resort
Mar 29 - Apr 3
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 29, 2026
Hotel Riu Playacar - All Inclusive
Apr 1 - Apr 7
Chicago (ORD) to Cancun (CUN)
Reviewed on Oct 6, 2025
Wyndham Grand Cancun All Inclusive Resort & Villas
Mar 29 - Apr 3
Chicago (CHI) to Cancun (CUN)
Reviewed on Feb 2, 2026
Riviera Maya first class flight packages
Wyndham Grand Cancun All Inclusive Resort & Villas
Mar 22 - Mar 29
Chicago (CHI) to Cancun (CUN)
Reviewed on Feb 2, 2026
Seadust Cancún All Inclusive Family Resort
Mar 22 - Mar 29
Chicago (CHI) to Cancun (CUN)
Reviewed on Jan 29, 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
If you are looking to get guaranteed low prices for Chicago to Riviera Maya flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Riviera Maya if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
Orbitz for Business Helps Corporations save Money
Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Riviera Maya. We fine- tune your needs for Chicago to Riviera Maya flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.
Using Online Check-In Makes Flying Simple
You can use the Orbitz website to check-in for your flights from Chicago to Riviera Maya. You can also make changes to your schedule or even cancel a flight.
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.