Rubuta ci gaba don wannan sakin layi - Duk da kyakkyawan adadin kwallaye 89 a cikin wasanni 165 don "Bianconeri", Inzaghi ba da daɗewa ba ya yi nasara da David Trezeguet kuma a ranar 2 ga Yuli 2001 ya sanya hannu kan AC Milan don rahoton biliyan 70, ko biliyan biliyan 45, da Cristian Zenoni. (Sky Sports ya ba da rahoton ƙaramin jimillar, £ 17 miliyan) don kamfen na 2001 <unk>02 na kocin Fatih Terim. Juventus ta sanar da cewa sayar da Inzaghi ya samar da ribar jari na € 31.1 miliyan ga kulob din, wanda ya sa ainihin kudin canja wuri ya wuce wannan adadi. Inzaghi, duk da haka, ya sami rauni a gwiwa kuma ya rasa farkon rabin kakar wasa. Bayan dawowarsa, ya sami damar kulla kyakkyawar haɗin gwiwa tare da Andriy Shevchenko, kuma ba da daɗewa ba ya sami lambar yabo mai ban sha'awa tare da "Rossoneri" a ƙarƙashin sabon kocin Carlo Ancelotti, daga cikinsu akwai gasar zakarun Turai ta 2002-03 (wanda Milan ta doke ƙungiyarsa ta baya, Juventus, a wasan karshe a bugun fanareti), tare da 2002-03 Coppa Italia (scoring a 2-2 a wasan na biyu), da 2003 UEFA Super Cup, da 2004 Supercoppa Italiana
, da kuma 2003 <unk> 04 "Scudetto". A cikin gasar zakarun Turai ta 2002-03, ya zira kwallaye uku na gasar zakarun Turai a kan Deportivo de La Coruña a matakin rukuni da kuma ƙwallaye mai mahimmanci a wasan kusa da na kusa da Ajax, jimlar kwallaye 12 na Turai a wannan kakar. A watan Nuwambar 2004, ya sanya hannu kan yarjejeniyar kwangila tare da kulob din.