The Milano Half Marathon, known as Milano21, takes place in November, crossing Milan's center. Its fast course is designed for athletes aiming for personal bests and for those who wish to see the city at race pace. The event includes a 21 km half marathon, a 10 km race, and a 3x7 km relay. Both the 21 km and 10 km distances offer competitive and non-competitive categories.
The route guides participants past notable Milanese landmarks such as Parco Sempione, the Duomo, Castello Sforzesco, the Darsena, and Monte Napoleone. The race taps into Milan's established running community, supported by data indicating the city has the highest proportion of runners among its inhabitants. Consequently, the event caters to club athletes, time-focused competitors, local participants, and visitors using the race as a mobile city tour.