 Nyora kupfuurira kweiyi ndima - Muna 2001, pazera remakore gumi nemapfumbamwe, Cassano akasaina nevatongi veSerie A Roma pamubhadharo wekutamisa wemabhiriyoni makumi matanhatu emadhora eItaly anenge mamirioni makumi matatu emadhora; panguva iyoyo, uku ndiko kusaina kwevechidiki kwakanyanya kudhura. Mwaka wake wokutanga wakabereka zvibodzwa zvishanu, pamwe chete ne2001 Supercoppa Italianakukunda, uye akawana ngwariro yemapepanhau pashure pokurwisana pachena nomurairidzi Fabio Capello pashure pokunge asiyiwa kunze kwemutambo wokurovedza mazuva mashomanene pashure pokutanga kwake kwenyika yose. Mumutambo wokupedzisira weItaly Cup wa2003 vachipesana neMilan, Cassano akadzingwa mushure mekupikisa chisarudzo chemutongi, uye akaratidza chiratidzo chenyanga kumutongi achisiya munda. Munguva yake neRoma, akahwina mubairo weSerie A Young Footballer wegore muna 2001 uye muna 2003. 