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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
$326
JetBlue, Spirit, American, US Airways, Delta, United
$385
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$502
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
$383
JetBlue, American, US Airways, Delta, Air Canada, United
$561
American, United, US Airways, JetBlue
$260
JetBlue, American, US Airways, Air Canada
$646
Copa, JetBlue, Spirit, American, Delta, Air Canada
$481
Delta, United, Air Canada, US Airways, American
$550
US Airways, JetBlue, American, Delta, United, Air Canada
$415
Avianca, American, Copa
$681
JetBlue, Air Canada, United, Delta, US Airways, American
$468
Delta, American, US Airways
$661
American, Air Canada, Copa, Spirit, JetBlue, Delta
$528
American, Copa, United
$448
Delta, American
$715
United, Delta
$434
American
$642
American, United
$937
American, Air Canada
$739
Air Canada, American
$758
American, United
$679
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 $227 Round trip from CHI to caribbean