Systems and methods for generating and providing intelligent time to leave reminders on an electronic device are disclosed herein. In one aspect, the method includes: automatically, without human intervention, identifying a calendar entry including a first identifier (e.g., text in the title of a calendar entry that relates to a location, such as “go to dental checkup”), the first identifier corresponding to a geographic location that is unknown. The method further includes: automatically, without human intervention, retrieving a previously-visited address (e.g., a street address or GPS coordinates for the street address) associated with the first identifier. The method also includes: automatically, without human intervention, determining a departure time for the calendar entry based on the previously-visited address (e.g., based on a route from the current location of the device to the previously-visited address). The method additionally includes: automatically, without human intervention, associating the determined departure time with the calendar entry.