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 $416 / RT details

Book your flight now with Flightnetwork and save!

Cheap Grand Cayman airfares from $416/RT are provided by Flightnetwork. Outbound flight is leaving on 05/14/2019, 07:53 am from Chicago O`hare (ORD) airport and arrives at Grand Cayman Roberts (GCM) at 03:25 pm. The flight time is 7 hours and 32 minutes. The Returning flight departes on 05/21/2019, 04:20 pm (other return dates are also available). Date posted: 21 Jan 2019

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

  • $416United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)05/14/201907:53 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)05/21/201904:20 pm
    flightnetwork.com check price
  • $458Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)05/14/201906:19 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)05/21/201912:53 pm
    cheapoair.com check price
  • $474Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)05/14/201902:33 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)05/21/201912:53 pm
    cheapoair.com check price
  • $482Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Grand Cayman, KY (GCM)05/14/201905:40 am
    Grand Cayman, KY (GCM)Chicago, IL (MDW)05/21/201901:15 pm
    flightnetwork.com check price
  • $523United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)05/14/201908:00 am
    Grand Cayman, KY (GCM)Chicago, IL (ORD)05/21/201904:20 pm
    flightnetwork.com check price
  • $159United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)04/28/201907:35 am
    flyfar.ca check price
  • $159Cayman Airways flight Cayman Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)04/28/201901:15 pm
    flightnetwork.com check price
  • $159Cayman Airways flight Cayman Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)04/28/201901:15 pm
    flyfar.ca check price
  • $159Cayman Airways flight Cayman Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)04/28/201901:15 pm
    cheapoair.com check price
  • $159United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)04/28/201907:35 am
    flightnetwork.com check price
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