Cheap flights from Chicago to Central America
Travel > Central America
Travel tip: Visit Cancun on your holidays!Check our current prices for flights from Chicago to Central America. 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 Central America, 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 Central America
Recent Deals on Flights from Chicago to Central America: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 - $1229
Westjet
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Liberia, CR (LIR) 05/13/2025 05:45 pm - $5624
Swiss International Air Lines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Liberia, CR (LIR) 05/13/2025 07:05 pm
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