Cheap flights from Chicago to Cayman Islands

Travel > Caribbean > Cayman Islands

Check our current prices for flights from Chicago to Cayman Islands. 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 Cayman Islands, you will need to run a search below.

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From $772 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Grand Cayman airfares from $772/RT are provided by Cheapoair.com. Outbound flight is leaving on 05/13/2024, 04:00 pm from Chicago O`hare (ORD) airport and arrives at Grand Cayman Roberts (GCM) at 03:45 pm. The flight time is 23 hours and 45 minutes. The Returning flight departes on 05/19/2024, 03:45 pm (other return dates are also available). Date posted: 01 Apr 2024

Price evolution for flights From Chicago To Cayman Islands

Recent Deals on Flights from Chicago to Cayman Islands:Roundtrip / Oneway

• $772 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	05/13/2024	04:00 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	05/19/2024	03:45 pm

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• $941 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	05/07/2024	06:22 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	05/14/2024	12:00 pm

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• $1799 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	05/13/2024	04:00 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	05/19/2024	01:50 pm

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• $1959 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	05/07/2024	06:00 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	05/14/2024	06:10 pm

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• $3667 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/02/2024	09:15 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	11/09/2024	06:50 pm

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• $1203 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	05/11/2024	05:20 pm

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• $1219 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	05/11/2024	05:00 pm

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• $1246 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	05/24/2024	07:10 pm

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• $1261 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	05/31/2024	02:15 pm

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