In recent years, statistics indicate that distraction and drowsiness of drivers are the main causes of collision. In 2019, the European Parliament and the Council approved a law (Regulation (EU) 2019/2144) which indicates that by 2024 new vehicles must be equipped with the so-called advanced Driver Distraction Warning (DDW) device. This study aims at evaluating the effectiveness of a DDW device in an urban environment, with drivers operating in three different events: (i) interaction with a pedestrian at a mid-block crosswalk, (ii) driving in free-flow conditions, and (iii) interaction with a slow vehicle. Thirty participants, fifteen males and fifteen females, aged between 25 and 35, drove in three different distraction levels: (i) without distraction, (ii) with distraction and (iii) with distraction but supported by the DDW device.