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
American Jul 3, 2019 Jul 8, 2019 $332
American Aug 14, 2019 Aug 19, 2019 $332
American Jul 26, 2019 Jul 31, 2019 $332
American Aug 5, 2019 Aug 12, 2019 $332
American Aug 22, 2019 Aug 28, 2019 $335
American Jul 9, 2019 Jul 17, 2019 $335
American Aug 25, 2019 Aug 31, 2019 $335
American Aug 13, 2019 Aug 16, 2019 $335

Cheap Last Minute Flights from Chicago to Cayman Islands

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.

Little Cayman 2/28/19 3/4/19 $1,344
Grand Cayman 3/21/19 3/24/19 $392

Flight Schedule Summaries Last modified: Feb 18, 2019 4:50 -05:00Number of routes searched: 165Number of itineraries searched: 62,764

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 $332 Round trip from CHI to KY