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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
Air Canada, United, Delta, American, US Airways, Spirit, JetBlue, Frontier, AirTran, Copa
$441
United, Delta, US Airways, American, Spirit, JetBlue
$373
Air Canada, United, Delta, US Airways, American, Spirit, JetBlue, Copa
$592
Air Canada, United, Delta, US Airways, American, Spirit, Avianca, JetBlue, AirTran, Copa
$413
Air Canada, United, Delta, US Airways, American, JetBlue
$557
United, US Airways, American, JetBlue
$260
Air Canada, US Airways, American, JetBlue
$523
Air Canada, Delta, American, Spirit, JetBlue, Copa
$441
Air Canada, United, Delta, US Airways, American
$585
Air Canada, United, Delta, US Airways, American, JetBlue
$373
American, Avianca, Copa
$677
Air Canada, United, Delta, US Airways, American, JetBlue
$464
Delta, US Airways, American
$654
Air Canada, Delta, American, Spirit, JetBlue, Copa
$623
United, American, Copa
$573
Delta, American
$711
United, Delta
$650
American
$680
United, American
$974
Air Canada, American
$734
Air Canada, American
$722
United, American
$714
Air Canada, United, Delta, American, US Airways, Spirit, JetBlue, Frontier, AirTran, Copa
$463
Air Canada, United, Delta, US Airways, American, JetBlue, AirTran, Copa
$369
Cheap Flights from Chicago to Caribbean, from $181 Round trip from CHI to caribbean