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 $335 / RT details

Book your flight now with FlyFar and save!

Cheap Grand Cayman airfares from $335/RT are provided by FlyFar. Outbound flight is leaving on 07/02/2020, 05:09 am from Chicago O`hare (ORD) airport and arrives at Grand Cayman Roberts (GCM) at 03:12 pm. The flight time is 10 hours and 3 minutes. The Returning flight departes on 07/07/2020, 04:13 pm (other return dates are also available). Date posted: 11 May 2020

Price evolution for flights From Chicago To Cayman Islands

Price overview for flights from Chicago to Cayman Islands

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

  • $335Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)07/02/202005:09 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)07/07/202004:13 pm
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  • $342Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/11/202005:09 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)06/21/202012:16 pm
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  • $442Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)07/14/202005:09 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)07/25/202004:13 pm
    flyfar.ca check price
  • $482Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)07/06/202001:08 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)07/14/202004:13 pm
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  • $505Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/29/202006:00 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)07/14/202004:13 pm
    flyfar.ca check price
  • $104Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/13/202005:09 am
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  • $137Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/20/202005:09 am
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  • $291Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/13/202012:45 pm
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  • $291Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)06/20/202012:45 pm
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  • $318Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (MDW)Grand Cayman, KY (GCM)06/13/202003:26 pm
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