Cheap Flights From Chicago To Cayman Islands

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Cheap flights from Chicago (CHI) to popular destinations in Cayman Islands (KY)

Grand Cayman
Carrier Departure Date Return Date Lowest Price
Cayman Apr 11, 2019 Apr 18, 2019 $558
Cayman Feb 10, 2019 Feb 14, 2019 $558
Cayman May 19, 2019 May 26, 2019 $558
Cayman Jan 13, 2019 Jan 20, 2019 $558
Cayman Jan 30, 2019 Feb 6, 2019 $558
Cayman Jan 23, 2019 Jan 30, 2019 $558
United Dec 1, 2018 Dec 8, 2018 $568
United Dec 15, 2018 Dec 22, 2018 $568
United Nov 24, 2018 Dec 8, 2018 $568
United Dec 8, 2018 Dec 15, 2018 $568

Cheap Last Minute Flights from Chicago to Cayman Islands Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Cayman Islands. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Grand Cayman 10/4/18 10/8/18 $619
Cayman Brac 10/4/18 10/8/18 $2,730

Flight Schedule Summaries Last modified: Sep 18, 2018 4:05 -04:00Number of routes searched: 150Number of itineraries searched: 39,365

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Cayman -
United -
American CLT
American DFW
American MIA
American PHL
Air Canada YYZ
JetBlue BOS
JetBlue FLL
JetBlue JFK
British Airways LHR
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
United EWR
United IAD
United IAH
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Cheap Flights from Chicago to Cayman Islands, from $558 Round trip from CHI to KY