Search flights from Chicago (CHI) to the Cayman Islands

Compare flights and book cheap plane tickets with ease from Chicago to the Cayman Islands

Airlines that fly from Chicago to the Cayman Islands

Based on flights we sold recently. Available airlines may vary depending on your search

  • American Airlines
  • United Airlines
  • Air Canada

Flying from Chicago to the Cayman Islands: Things to know

The most popular route is from Chicago O'Hare International Airport in Chicago to Owen Roberts International Airport in George Town. On average this flight takes 8 hours 33 minutes one-way and costs $614 round-trip.

George Town is the most popular city on the Cayman Islands for our customers to fly to.

Most popular route
Chicago O'Hare International Airport (ORD) to Owen Roberts International Airport (GCM)
Average flight time
8 hours 33 minutes
Most popular flight destination
George Town, Cayman Islands
Average round-trip price
$614
Main currency
Cayman Islands Dollar

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FAQs: Traveling from Chicago to the Cayman Islands

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