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Cheap Flights from Chicago to Caribbean

Did You Know?

4,509 seats are available per week to fly direct from Chicago, IL to Caribbean.
5 airlines operate between Chicago, IL and Caribbean.
Airtran Airways provides 30% of the nonstop flights from Chicago, IL to Caribbean.
There are 4 nonstop flights per week from Chicago, IL and Caribbean on small aircraft.
Airtran Airways has 10 nonstop flights between Chicago, IL and Caribbean.
There are no short haul direct flights between Chicago, IL and Caribbean.
There are 29 nonstop flights per week from Chicago, IL and Caribbean on medium sized aircraft.
Chicago, IL connects with 6 cities within Caribbean nonstop.

Cheap International Flights from Chicago - CHI

Flights
Airline
Lowest Price
Spirit, Copa, American, Frontier, Air Canada, AirTran, United, JetBlue, US Airways, Delta
$356
JetBlue, Spirit, American, US Airways, Delta, United
$375
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$445
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
$398
JetBlue, American, US Airways, Delta, Air Canada, United
$561
American, United, US Airways, JetBlue
$408
JetBlue, American, US Airways, Air Canada
$499
Copa, JetBlue, Spirit, American, Delta, Air Canada
$448
Delta, United, Air Canada, US Airways, American
$546
US Airways, JetBlue, American, Delta, United, Air Canada
$415
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
$451
American, Copa, United
$566
Delta, American
$715
United, Delta
$610
American
$644
United, American
$908
American, United
$916
American, Air Canada
$737
Air Canada, American
$736
American, United
$658
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$424
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$363
Cheap Flights from Chicago to Caribbean, from $356 Round trip from CHI to caribbean