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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
$325
JetBlue, Spirit, American, US Airways, Delta, United
$375
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$500
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
$587
Copa, JetBlue, Spirit, American, Delta, Air Canada
$477
Delta, United, Air Canada, US Airways, American
$664
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
$627
American, Copa, United
$577
Delta, American
$715
United, Delta
$610
American
$639
American, United
$932
American, Air Canada
$741
Air Canada, American
$624
American, United
$674
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$424
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$359
Cheap Flights from Chicago to Caribbean, from $181 Round trip from CHI to caribbean