Kammala jumla mai zuwa: Lokacin 2002-03, Tomasson na farko a Milan, ya ga sun lashe Kofin Italiya. An yi amfani da Tomasson a matsayin mai sauyawa na ƙarshe, amma ya yi nasarar zira kwallaye uku a gasar zakarun Turai ta UEFA; kuma ta haka ne kuma ya riƙe rabonsa na kofin, lokacin da Milan ta lashe gasar cin kofin a watan Mayu 2003. Tomasson ya rasa wasan karshe saboda raunin da ya samu a wasan farko na wasan karshe na Coppa Italia na 2003. A lokacin kakar wasa ta 2003-04, an ba Tomasson karin lokacin wasa kuma ya yi nasarar zira kwallaye 12 a Serie A a cikin kamfen din lashe gasar. A watan Agusta 2004, shi ma wani bangare ne na tawagar Milan da ta lashe gasar
Super Cup na Italiya, tare da nasara 3-0 a kan Lazio, zakarun Coppa Italia.