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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

Flights
Airline
Lowest Price
Spirit, Copa, American, Frontier, Air Canada, AirTran, United, JetBlue, US Airways, Delta
$341
JetBlue, Spirit, American, US Airways, Delta, United
$381
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$485
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
$324
JetBlue, American, US Airways, Delta, Air Canada, United
$561
American, United, US Airways, JetBlue
$421
JetBlue, American, US Airways, Air Canada
$503
Copa, JetBlue, Spirit, American, Delta, Air Canada
$491
Delta, United, Air Canada, US Airways, American
$550
US Airways, JetBlue, American, Delta, United, Air Canada
$430
Avianca, American, Copa
$544
JetBlue, Air Canada, United, Delta, US Airways, American
$468
Delta, American, US Airways
$661
American, Air Canada, Copa, Spirit, JetBlue, Delta
$292
American, Copa, United
$510
Delta, American
$662
United, Delta
$521
American
$644
United, American
$852
American, United
$962
American, Air Canada
$729
Air Canada, American
$718
American, United
$658
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$378
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$389
Cheap Flights from Chicago to Caribbean, from $292 Round trip from CHI to caribbean