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.

Search and Compare cheap Flights

Enter your travel details:Step 1

Flight only
Flight + HotelSave up to 30% on vacations

From (city or airport):
Rooms: 1 2 3 4 5 6
Travelers: 1 2 3 4 5 6
To (city or airport):
Depart (mm/dd/yyyy):
Return (mm/dd/yyyy):
Weekly newsletter (optional)

Select merchants to compare:Step 2

 

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

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

• $432 Jetblue Airways 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/14/2020	05:50 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	12/22/2020	01:50 pm

  cheapoair.com check price
• $893 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/01/2020	08:30 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	11/10/2020	07:10 am

  cheapoair.com check price
• $2172 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/14/2020	05:10 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	11/19/2020	02:45 pm

  cheapoair.com check price
• $2191 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/14/2020	05:10 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	11/19/2020	02:45 pm

  cheapoair.com check price
• $5929 British Airways 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/12/2020	05:10 pm
  Grand Cayman, KY (GCM)	Chicago, IL (ORD)	11/23/2020	07:10 pm

  cheapoair.com check price
• $114 Jetblue Airways 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/07/2020	05:55 am

  cheapoair.com check price
• $208 Multiple Airlines 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/01/2020	04:02 pm

  cheapoair.com check price
• $233 Jetblue Airways 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	12/24/2020	05:09 am

  cheapoair.com check price
• $430 Westjet 

  From	To	Departure	Time
  Chicago, IL (ORD)	Grand Cayman, KY (GCM)	11/07/2020	02:40 pm

  cheapoair.com check price