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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
JetBlue Jan 11, 2018 Jan 22, 2018 $464
JetBlue Jan 16, 2018 Jan 22, 2018 $483
Cayman Jan 14, 2018 Jan 28, 2018 $483
JetBlue Jan 23, 2018 Jan 31, 2018 $483
JetBlue Jan 16, 2018 Jan 21, 2018 $483
JetBlue Dec 2, 2017 Dec 8, 2017 $483
JetBlue Jan 19, 2018 Jan 26, 2018 $483
Cayman Jan 21, 2018 Feb 4, 2018 $483
Cayman Jan 17, 2018 Jan 24, 2018 $483
Cayman Jan 21, 2018 Jan 28, 2018 $483

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 8/24/17 8/28/17 $500

Flight Schedule Summaries Last modified: Jul 26, 2017 0:18 -04:00Number of routes searched: 98Number of itineraries searched: 74,884

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Cayman -
United -
American CLT
American DFW
American MIA
American PHL
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 $464 Round trip from CHI to KY