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 Dec 3, 2018 Dec 7, 2018 $344
JetBlue Jan 30, 2019 Feb 6, 2019 $354
JetBlue Jan 23, 2019 Jan 30, 2019 $354
JetBlue Dec 9, 2018 Dec 19, 2018 $354
JetBlue Jan 12, 2019 Jan 16, 2019 $354
JetBlue Jan 21, 2019 Jan 26, 2019 $354
JetBlue Jan 11, 2019 Jan 19, 2019 $364
JetBlue Jan 12, 2019 Jan 19, 2019 $364
JetBlue Jan 28, 2019 Feb 2, 2019 $370
JetBlue Dec 1, 2018 Dec 5, 2018 $370

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 12/7/18 12/10/18 $443

Flight Schedule Summaries Last modified: Nov 15, 2018 2:59 -05:00Number of routes searched: 175Number of itineraries searched: 59,449

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 $344 Round trip from CHI to KY