Nonstop flights from Grand Cayman to Chicago

2 airlines fly this route, with up to 2 flights a day.

GCMGrand Cayman Owen Roberts International

1,614 mi · 13 flights a week

ORDChicago O'Hare International

GCMORD

When they leave

Grand Cayman time

2:50p3:35pFirst departure 2:50 PM, last 3:35 PM

Two in the afternoon, 2:50 PM to 3:35 PM.

Earliest first

2:50 PM→6:04 PMUnited AirlinesResumes Oct 31Boeing 737Daily
3:35 PM→6:45 PMAmerican AirlinesFrom Nov 21Boeing 737Mon, Tue, Wed, Thu, Fri, Sun

Schedules last checked Sep 20, 2026. Times are local.

United Airlines flies most often, daily on the Boeing 737. American Airlines flies 6 times a week on the Boeing 737.

There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 6:04 PM and the last at 6:45 PM. The flight covers 1,614 miles.

United Airlines is back on Oct 31. American Airlines starts on Nov 21.

Flying back, Chicago to Grand Cayman has 13 nonstop flights a week.

Schedules as of Oct 9, 2026.