We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Cheap flights from Chicago to Grand Cayman

Fort George (A TripAdvisor Member, Mar 2006)
Return
Single
Multi-city
Compare prices (in new window)

Search Flights

Flights to Grand Cayman
All fares Chicago (CHI) to Grand Cayman Island (GCM) found by travellers in past 72 hours¤

Today's lowest fares
Search Flights
Aug
$458
Sep
$463
Oct
$443
About TripAdvisor Flights

Your one-stop shop for finding the best flights from Chicago to Grand Cayman. Simply tell us where and when you want to travel and we'll do all the legwork for you. Featuring the most powerful shopping tools on the web, we search the largest online travel websites, established airfare discounters, plus the world's leading airlines and low-cost carriers to bring back thousands of flight options.

Travel information for Chicago, IL to Grand Cayman

Route information
  • Chicago, IL is 1613 miles from Grand Cayman
  • There are 1 weekly flights from Chicago, IL to Grand Cayman
  • Cayman has the most nonstop flights between Chicago, IL and Grand Cayman
  • US Airways has the most direct flights between Chicago, IL and Grand Cayman
  • Houston, TX - George Bush Intercontinental Airport is the most popular connection for one stop flights between Chicago, IL and Grand Cayman
In-Flight Information
  • The average flying time for a direct flight from Chicago, IL to Grand Cayman is 4 hours 0 minutes
  • Most direct flights leave around 0:00 CDT
Arrival information
  • Grand Cayman is 7 mi from Owen Roberts Intl Airport (Grand Cayman).
  • Owen Roberts Intl Airport (Grand Cayman)
    • Right now, 11 airlines operate out of Owen Roberts Intl Airport.
    • Owen Roberts Intl Airport offers nonstop flights to 22 cities.
    • Every week, at least 168 domestic flights and 280 international flights depart from Owen Roberts Intl Airport.
Travellers are raving about these Grand Cayman hotels
Comfort Suites Seven Mile Beach
Comfort Suites Seven Mile Beach 3.5 of 5
Save 20% vs. other 3-star hotels
$133 - $277
Show Prices
Avg. price/night*