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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
$466
JetBlue, Spirit, American, US Airways, Delta, United
$375
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$462
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
$437
JetBlue, American, US Airways, Delta, Air Canada, United
$561
American, United, US Airways, JetBlue
$414
JetBlue, American, US Airways, Air Canada
$503
Copa, JetBlue, Spirit, American, Delta, Air Canada
$487
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
$391
American, Copa, United
$572
Delta, American
$715
United, Delta
$617
American
$644
United, American
$908
American, United
$924
American, Air Canada
$736
Air Canada, American
$752
American, United
$658
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$476
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$389
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Cheap Flights from Chicago to Caribbean, from $375 Round trip from CHI to caribbean