 Ramba uchinyora ndima iyi - Nguva inotevera yokubudirira kweMilan yakauya pasi pomumwe aimbova mutambi, Carlo Ancelotti. Mushure mekugadzwa kwake munaNovember 2001, Ancelotti akatora Milan kuenda kumakwikwi ekupedzisira e2003 Champions League, kwavakakunda Juventus pachikwereti kuti vakunde mukombe wechitanhatu weEuropean. Chikwata ichi chakazohwina Scudetto muna 200304vasati vasvika kumagumo eChampions League ya2005, uko vakarohwa neLiverpool pakurohwa nepenalty kunyangwe vachitungamira 30 pahafu yenguva. Makore maviri gare gare, zvikwata zviviri izvi zvakasangana zvakare mufainari yeChampions League ya2007, neMilan ichikunda 21 kusimudza zita kechinomwe. Chikwata chacho chakazokunda FIFA Club World Cup yaro yokutanga muna December 2007. Muna 2009, mushure mekunge ave wechipiri mutungamiri weMilan kwenguva refu achishanda nemitambo ye420, Ancelotti akasiya kirabhu kuti atore mutungamiri kuChelsea. 