Chicago, Illinois and the state of Kentucky both observe Central Time (CT)—Central Standard Time (CST) in winter and Central Daylight Time (CDT) in summer. Consequently, there is no time difference between Chicago and any location in Kentucky. Clocks in both regions change simultaneously for daylight saving time.
Note: A small portion of western Kentucky (near the Tennessee border) observes Eastern Time, but the vast majority of the state, including Louisville and Lexington, is on Central Time.