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Cheap Flights From Chicago To Cayman Islands

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

Grand Cayman
Carrier Departure Date Return Date Lowest Price
Air Canada Jan 23, 2018 Jan 31, 2018 $448
Air Canada Mar 20, 2018 Mar 27, 2018 $448
Air Canada Jan 16, 2018 Jan 23, 2018 $448
Air Canada Apr 4, 2018 Apr 11, 2018 $468
Air Canada Feb 4, 2018 Feb 7, 2018 $468
Air Canada Jan 15, 2018 Jan 22, 2018 $468
Air Canada Jan 29, 2018 Feb 5, 2018 $468
Air Canada Jan 23, 2018 Jan 30, 2018 $481

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.

DestinationDepartingReturningPrice
Grand Cayman 12/7/17 12/11/17 $549

Flight Schedule Summaries Last modified: Nov 22, 2017 4:08 -05:00Number of routes searched: 125Number of itineraries searched: 132,623

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Cayman -
United -
American CLT
American DFW
American MIA
American PHL
American PIT
Air Canada YYZ
JetBlue BOS
JetBlue JFK
British Airways LHR
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
United EWR
United IAD
United IAH
Cheap Flights from Chicago to Cayman Islands, from $448 Round trip from CHI to KY