Welcome | Sign out

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
$440
Delta, United, Air Canada, American, US Airways
$496
Air Canada, Delta, United, US Airways, American
$494
United, Delta, US Airways, American
$494
American, US Airways, United, Delta
$500
American, Delta, United, US Airways
$537
United, Delta, US Airways, American
$504
Delta, United
$498
US Airways, Delta, United
$479
American, US Airways, Delta, United
$537
Cheap Flights from Chicago to Cayman Islands, from $440 Round trip from CHI to KY