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Cheap Flights From Chicago To Cayman Islands Last modified: Sep 27, 2016 12:23 AM

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

Cayman Brac
Carrier Departure Date Return Date Lowest Price
Cayman Jun 11, 2017 Jun 18, 2017 $544
Cayman Feb 15, 2017 Feb 19, 2017 $545
Cayman Jan 29, 2017 Feb 1, 2017 $545
Cayman Feb 15, 2017 Feb 21, 2017 $605
Cayman Mar 20, 2017 Mar 24, 2017 $719
Grand Cayman
Carrier Departure Date Return Date Lowest Price
United Jan 28, 2017 Feb 4, 2017 $464
United Jan 21, 2017 Jan 28, 2017 $464
United Feb 4, 2017 Feb 11, 2017 $464
United Jan 7, 2017 Jan 18, 2017 $465
United Jan 14, 2017 Jan 18, 2017 $465
United Feb 5, 2017 Feb 11, 2017 $465
United Feb 4, 2017 Feb 8, 2017 $465
Cayman Jan 29, 2017 Feb 1, 2017 $466
Cayman Jun 4, 2017 Jun 11, 2017 $466
United Dec 10, 2016 Dec 17, 2016 $469

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
Grand Cayman 10/29/16 10/30/16 $473

Flight Schedule Summaries Last modified: Sep 27, 2016 12:23 AMNumber of routes searched: 160Number of itineraries searched: 39,653

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA
American CLT
United IAH
United IAD
United EWR
Delta ATL
Air Canada YYZ
American PHL
American DFW
British Airways LHR
JetBlue JFK
American -
JetBlue BOS
Delta MSP
Chicago to Cayman Brac
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Cayman GCM
Chicago to Little Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Cayman GCM

Flights to Cities in Cayman Islands

FlightsAirlineLowest Price
Flights from Chicago to Grand Cayman American, JetBlue, Delta, Cayman, United, WestJet $464
Flights from Chicago to Cayman Brac Cayman $931
Flights from Chicago to Little CaymanCheck Dates
Flights from Indianapolis to Grand Cayman American, Air Canada, British Airways, Delta, United $549
Flights from Milwaukee to Grand Cayman American, Air Canada, British Airways, Delta, United $519
Flights from Grand Rapids to Grand Cayman American, British Airways, Delta, United $605
Flights from Madison to Grand Cayman American, British Airways, Delta, United $642
Flights from Moline to Grand Cayman American, Delta, United $724
Flights from Ft Wayne to Grand Cayman American, Delta, United $623
Flights from Bloomington - Normal to Grand Cayman American, Delta $870
Flights from Lansing to Grand Cayman American, Delta, United $692
Flights from South Bend to Grand Cayman Delta, United $602
Flights from Peoria to Grand Cayman American, British Airways, Delta, United $619
Cheap Flights from Chicago to Cayman Islands, from $464 Round trip from CHI to KY