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Cheap Flights from Chicago to Caribbean

Did You Know?

8,306 seats are available per week to fly direct from Chicago, IL to Caribbean.
5 airlines operate between Chicago, IL and Caribbean.
United Airlines provides 53% of the nonstop flights from Chicago, IL to Caribbean.
United Airlines has 29 nonstop flights between Chicago, IL and Caribbean.
There are no short haul direct flights between Chicago, IL and Caribbean.
There are 55 nonstop flights per week from Chicago, IL and Caribbean on medium sized aircraft.
Chicago, IL connects with 7 cities within Caribbean nonstop.
The quickest nonstop flight from Chicago, IL to Caribbean lasts 3:16.

Cheap International Flights from Chicago - CHI

Lowest Price
Spirit, Copa, American, Frontier, Air Canada, AirTran, United, JetBlue, US Airways, Delta
JetBlue, Spirit, American, US Airways, Delta, United
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
JetBlue, American, US Airways, Delta, Air Canada, United
American, United, US Airways, JetBlue
JetBlue, American, US Airways, Air Canada
Copa, JetBlue, Spirit, American, Delta, Air Canada
Delta, United, Air Canada, US Airways, American
US Airways, JetBlue, American, Delta, United, Air Canada
Avianca, American, Copa
JetBlue, Air Canada, United, Delta, US Airways, American
Delta, American, US Airways
American, Air Canada, Copa, Spirit, JetBlue, Delta
American, Copa, United
Delta, American
United, Delta
United, American
American, United
American, Air Canada
Air Canada, American
American, United
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
Cheap Flights from Chicago to Caribbean, from $292 Round trip from CHI to caribbean