Cheap flights from Chicago to Grand Cayman

Travel > Caribbean > Cayman Islands > Chicago to Grand Cayman flights

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

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From $432 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Grand Cayman airfares from $432/RT are provided by Cheapoair.com. Outbound flight is leaving on 12/14/2020, 05:50 pm from Chicago O`hare (ORD) airport and arrives at Grand Cayman Roberts (GCM) at 01:37 pm. The flight time is 19 hours and 47 minutes. The Returning flight departes on 12/22/2020, 01:50 pm (other return dates are also available). Date posted: 26 Oct 2020

Price evolution for flights From Chicago To Grand Cayman

Price overview for flights from Chicago to Grand Cayman

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

  • $432Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)12/14/202005:50 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)12/22/202001:50 pm
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  • $893Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/01/202008:30 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)11/10/202007:10 am
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  • $2172Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/14/202005:10 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)11/19/202002:45 pm
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  • $2191Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/14/202005:10 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)11/19/202002:45 pm
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  • $5929British Airways flight British Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/12/202005:10 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)11/23/202007:10 pm
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  • $114Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/07/202005:55 am
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  • $208Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/01/202004:02 pm
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  • $233Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)12/24/202005:09 am
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  • $430Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)11/07/202002:40 pm
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