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 Mar 9, 2020 Mar 12, 2020 $211
JetBlue Feb 25, 2020 Mar 3, 2020 $301
JetBlue Mar 3, 2020 Mar 10, 2020 $301
JetBlue Mar 3, 2020 Mar 11, 2020 $301
JetBlue Mar 10, 2020 Mar 17, 2020 $301
JetBlue Mar 10, 2020 Mar 18, 2020 $301
JetBlue Feb 19, 2020 Feb 26, 2020 $308
American Mar 6, 2020 Mar 8, 2020 $310

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 2/6/20 2/10/20 $2,333
Grand Cayman 3/6/20 3/8/20 $310
Cayman Brac 3/6/20 3/8/20 $2,312

Flight Schedule Summaries Last modified: Mar 24, 2020 5:51 -04:00Number of routes searched: 130Number of itineraries searched: 111,180

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 MSP
Major Airlines JFK
United EWR
United IAD
United IAH

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Cheap Flights from Chicago to Cayman Islands, from $211 Round trip from CHI to KY