Cheap flights from Chicago to Cancun
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Travel tip: Visit Cancun on your holidays!Check our current prices for flights from Chicago to Cancun. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Cancun, you will need to run a search below.
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Cheap Cancun airfares from $334/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/30/2025, 06:00 am from Chicago O`hare (ORD) airport and arrives at Cancun (CUN) at 03:53 pm. The flight time is 9 hours and 53 minutes. The Returning flight departes on 12/06/2025, 04:38 pm (other return dates are also available). Date posted: 21 Feb 2025
Price evolution for flights From Chicago To Cancun
Recent Deals on Flights from Chicago to Cancun:Roundtrip / Oneway
- $334
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 11/30/2025 06:00 am Cancun, MX (CUN) Chicago, IL (ORD) 12/06/2025 04:38 pm - $364
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 06/03/2025 07:00 am Cancun, MX (CUN) Chicago, IL (ORD) 06/10/2025 01:57 pm - $391 Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 06/03/2025 07:25 am Cancun, MX (CUN) Chicago, IL (ORD) 06/10/2025 01:57 pm - $410 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 11/30/2025 01:00 am Cancun, MX (CUN) Chicago, IL (ORD) 12/06/2025 04:38 pm - $458 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Cancun, MX (CUN) 06/03/2025 01:05 pm Cancun, MX (CUN) Chicago, IL (MDW) 06/10/2025 01:57 pm - We are sorry but currently there are no oneway offers for flights from Chicago to Cancun.
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Know what to do when flying to Cancun?
Cancun Travel Guide Cancun is situated on the eastern side of Mexico, having its beach at the Caribbean Sea. It is often called the Mexican Caribbean or the Mayan Riviera. These nicknames are real trademarks of the city guaranteeing that you will spend a holiday [...]Cancun History Famous by the name of Mexican Caribbean, the city of Cancún is part of Quintana Roo (which happens to be a state eastern side in the country of Mexico). The city of Cancún was initially famous by the tag of Ekab (which mean black earth in [...]
Cancun Sightseeing The Paradise of Sun and Sand With its immaculate coastlines and white beaches and abundant beachfront hotels, Cancun is far from the deserted island it once was. Four decades ago, nearly no one had ever heard of this region in the Caribbean. [...]
Cancun Nightlife Once the sun sets, the tropical paradise of Cancun breathes an entirely different life and the Cancun nightlife scene kicks into high gear. There is just as much to do at night as there is during the day. It has been said that Cancun has [...]
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