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Cheap Flights From Chicago To Caribbean

Cheap flights from Chicago (CHI) to popular destinations in Caribbean

Nassau
Carrier Departure Date Return Date Lowest Price
JetBlue Apr 26, 2017 May 2, 2017 $317
JetBlue May 2, 2017 May 5, 2017 $320
JetBlue May 2, 2017 May 9, 2017 $325
JetBlue May 6, 2017 May 11, 2017 $331
JetBlue May 8, 2017 May 11, 2017 $331
JetBlue Apr 19, 2017 Apr 25, 2017 $344
JetBlue May 7, 2017 May 13, 2017 $351
JetBlue May 6, 2017 May 13, 2017 $351
JetBlue May 8, 2017 May 12, 2017 $351
JetBlue Apr 30, 2017 May 5, 2017 $353

Cheap Last Minute Flights from Chicago to Caribbean 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 Caribbean. The chart below shows the best last minute deals and cheap flights this weekend we could find.

DestinationDepartingReturningPrice
Punta Cana 3/3/17 3/5/17 $325
Santo Domingo, Dominican Republic 3/16/17 3/21/17 $422
Montego Bay 3/17/17 3/21/17 $437
Havana 3/31/17 4/3/17 $362
Nassau 4/1/17 4/4/17 $411

Flight Schedule Summaries Last modified: Feb 24, 2017 0:39 -05:00Number of routes searched: 1,192Number of itineraries searched: 2,461,703

Chicago to Punta Cana
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
United -
American BOS
American CLT
American DCA
American DFW
Air Berlin TXL
Air Canada YOW
Air Canada YUL
Air Canada YYZ
Air France CDG
JetBlue BOS
JetBlue FLL
JetBlue JFK
Copa PTY
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines CVG
Major Airlines JFK
Swiss ZRH
Spirit FLL
United EWR
United IAD
United IAH

Cheap Flights from Chicago to Caribbean Countries

Cheap Flights from Chicago to Caribbean, from $317 Round trip from CHI to Caribbean