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Cheap Flights From Chicago To Caribbean

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

Punta Cana
Carrier Departure Date Return Date Lowest Price
American Mar 6, 2017 Mar 10, 2017 $322
American Mar 5, 2017 Mar 6, 2017 $324
American Mar 4, 2017 Mar 8, 2017 $325
American Mar 4, 2017 Mar 10, 2017 $325
American Mar 5, 2017 Mar 9, 2017 $326
United Mar 7, 2017 Mar 11, 2017 $326
American Mar 5, 2017 Mar 10, 2017 $326
American Mar 20, 2017 Mar 22, 2017 $326

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
Nassau 3/17/17 3/21/17 $389
Punta Cana 3/24/17 3/26/17 $382
Havana 3/25/17 3/28/17 $412
Barbados 3/30/17 4/3/17 $421
Montego Bay 3/30/17 4/3/17 $436

Flight Schedule Summaries Last modified: Feb 26, 2017 1:51 -05:00Number of routes searched: 1,185Number of itineraries searched: 2,114,389

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 $322 Round trip from CHI to Caribbean