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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
$391
JetBlue, Spirit, American, US Airways, Delta, United
$375
Air Canada, Delta, United, Copa, JetBlue, Spirit, American, US Airways
$537
Copa, United, Delta, US Airways, American, Air Canada, Spirit, JetBlue, AirTran, Avianca
$399
JetBlue, American, US Airways, Delta, Air Canada, United
$597
American, United, US Airways, JetBlue
$415
JetBlue, American, US Airways, Air Canada
$678
Copa, JetBlue, Spirit, American, Delta, Air Canada
$516
Delta, United, Air Canada, US Airways, American
$699
US Airways, JetBlue, American, Delta, United, Air Canada
$451
Avianca, American, Copa
$580
JetBlue, Air Canada, United, Delta, US Airways, American
$503
Delta, American, US Airways
$696
American, Air Canada, Copa, Spirit, JetBlue, Delta
$427
American, Copa, United
$505
Delta, American
$751
United, Delta
$647
American
$679
United, American
$943
American, United
$952
American, Air Canada
$757
Air Canada, American
$746
American, United
$658
JetBlue, Spirit, Copa, US Airways, American, Frontier, Delta, United, Air Canada, AirTran
$459
Delta, AirTran, Copa, JetBlue, American, US Airways, United, Air Canada
$433
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Cheap Flights from Chicago to Caribbean, from $375 Round trip from CHI to caribbean