Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Cheap Flights From Chicago To Caribbean Last modified: Dec 3, 2016 0:29 -05:00

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

Providenciales
Carrier Departure Date Return Date Lowest Price
JetBlue Feb 1, 2017 Feb 8, 2017 $298
JetBlue Jan 28, 2017 Feb 3, 2017 $344
JetBlue Jan 28, 2017 Feb 1, 2017 $353
JetBlue Feb 2, 2017 Feb 9, 2017 $355
JetBlue Feb 4, 2017 Feb 7, 2017 $355
United Jan 5, 2017 Jan 10, 2017 $364
United Feb 1, 2017 Feb 6, 2017 $366
United Jan 27, 2017 Jan 31, 2017 $369
United Jan 27, 2017 Jan 30, 2017 $370

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
St Thomas Island 12/16/16 12/20/16 $394
Punta Cana 12/17/16 12/20/16 $340
Nassau 12/24/16 12/26/16 $420
Providenciales 1/5/17 1/10/17 $364
Havana 1/6/17 1/9/17 $304

Flight Schedule Summaries Last modified: Dec 3, 2016 0:29 -05:00Number of routes searched: 1,643Number of itineraries searched: 1,642,103

Chicago to Punta Cana
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
United -
American ATL
American BOS
American CLT
American DCA
Air Berlin TXL
Air Canada YOW
Air Canada YUL
Air Canada YYZ
Air France CDG
JetBlue BOS
JetBlue FLL
JetBlue JFK
Copa PTY
Delta ATL
Delta DTW
Delta MSP
Delta 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 $298 Round trip from CHI to Caribbean