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
JetBlue Jan 7, 2020 Jan 14, 2020 $334
JetBlue Jan 21, 2020 Jan 30, 2020 $334
JetBlue Mar 3, 2020 Mar 10, 2020 $334
JetBlue Feb 4, 2020 Feb 11, 2020 $334
JetBlue Feb 11, 2020 Feb 19, 2020 $334
JetBlue Feb 11, 2020 Feb 25, 2020 $334
JetBlue Jan 6, 2020 Jan 14, 2020 $343
JetBlue Jan 8, 2020 Jan 16, 2020 $343
JetBlue Jan 14, 2020 Jan 23, 2020 $343

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.

DestinationDepartingReturningPrice
Little Cayman 9/6/19 9/8/19 $2,327
Cayman Brac 11/21/19 11/26/19 $2,356
Grand Cayman 1/9/20 1/14/20 $359

Flight Schedule Summaries Last modified: Dec 8, 2019 3:36 -05:00Number of routes searched: 130Number of itineraries searched: 210,023

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
United -
American BOS
American CLT
American DFW
American JFK
Air Canada YYZ
JetBlue BOS
JetBlue FLL
JetBlue JFK
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 $334 Round trip from CHI to KY