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Cheap Flights from Chicago to Cayman Islands

Did You Know?

There are no medium haul direct flights between Chicago, IL and Cayman Islands.
Only one airline operates between Chicago, IL and Cayman Islands.
The shortest nonstop flight between Chicago, IL and Cayman Islands is 1,612 miles.
The largest aircraft flying nonstop from Chicago, IL to Cayman Islands is the Boeing 737 with 122 seats.
100% of all flights from Chicago, IL to Cayman Islands leave during afternoon hours.
Cayman Airways has 2 nonstop flights between Chicago, IL and Cayman Islands.
Chicago, IL only connects with one city within Cayman Islands nonstop.
There are 2 nonstop flights per week from Chicago, IL and Cayman Islands on medium sized aircraft.

Flights to Cities in Cayman Islands

Flights
Airline
Lowest Price
Air Canada, United, Delta, American, US Airways, Cayman, JetBlue
$396
Delta, United, Air Canada, American, US Airways
$516
Air Canada, Delta, United, US Airways, American
$506
United, Delta, US Airways, American
$506
American, US Airways, United, Delta
$509
American, Delta, United, US Airways
$509
United, Delta, US Airways, American
$519
Delta, United
$494
US Airways, Delta, United
$507
American, US Airways, Delta, United
$509
Cheap Flights from Chicago to Cayman Islands, from $396 Round trip from CHI to KY