From
To
City
Select sites to compare prices

Find Flights

Search

Enter your destination to continue
Enter your travel dates to continue
Select at least 3 sites to continue
Select your depart date
Select your return date

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
American Jun 3, 2017 Jun 13, 2017 $473
United Dec 9, 2017 Dec 16, 2017 $475
American Nov 29, 2017 Dec 5, 2017 $477
American Jun 8, 2017 Jun 12, 2017 $477
American Jun 6, 2017 Jun 13, 2017 $477
American Apr 29, 2017 May 3, 2017 $479

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
Cayman Brac 4/14/17 4/16/17 $965
Grand Cayman 4/27/17 5/1/17 $494

Flight Schedule Summaries Last modified: Mar 28, 2017 0:33 -04:00Number of routes searched: 120Number of itineraries searched: 57,463

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Cayman -
United -
American BUF
American CLE
American CLT
American DCA
American DFW
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 $473 Round trip from CHI to KY