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 $1408 / RT details

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Cheap Grand Cayman airfares from $1408/RT are provided by Cheapoair.com. Outbound flight is leaving on 12/20/2024, 08:25 pm from Chicago O`hare (ORD) airport and arrives at Grand Cayman Roberts (GCM) at 04:55 pm. The flight time is 20 hours and 30 minutes. The Returning flight departes on 12/27/2024, 02:40 pm (other return dates are also available). Date posted: 03 Nov 2024

Price evolution for flights From Chicago To Cayman Islands

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

• $1408 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/20/2024	08:25 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	12/27/2024	02:40 pm

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• $3178 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	12/29/2024	05:04 pm
  Grand Cayman, KY (GCM)	Chicago, IL (MDW)	01/12/2025	02:50 pm

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• $3310 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	01/04/2025	05:04 pm
  Grand Cayman, KY (GCM)	Chicago, IL (MDW)	01/13/2025	02:50 pm

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• $1295 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/14/2024	10:10 am

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• $1406 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	12/14/2024	12:44 pm

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• $1530 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/01/2024	09:41 am

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• $1569 Westjet 

  From	To	Departure	Time
  Chicago, IL (MDW)	Grand Cayman, KY (GCM)	12/01/2024	02:17 pm

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• $3582 British Airways 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/01/2024	10:05 pm

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