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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
$420
JetBlue, Spirit, American, US Airways, Delta, United
$305
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$445
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
$439
Delta, United, Air Canada, US Airways, American
$550
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
$292
American, Copa, United
$510
Delta, American
$715
United, Delta
$521
American
$644
United, American
$908
American, United
$1028
American, Air Canada
$728
Air Canada, American
$719
American, United
$658
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$436
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$337
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Cheap Flights from Chicago to Caribbean, from $292 Round trip from CHI to caribbean