Donnie Yen
— Ip Man
张晋
— Cheung Tin-Chi
熊黛林
— Cheung Wing-Sing
譚耀文
— Ma King-Sang
Mike Tyson
— Frank
吳千語
— Miss Wong
Kent Cheng Jak-Si
— Detective Po
梁家仁
— Tin Ngo-San
張繼聰
— Tsui Lik
陳國坤
— Bruce Lee
蔡瀚億
— Reporter
Xiaolong Li
— Ah Ching
劉以達
— Principal
喻亢
— Master Tam
羅莽
— Master Law
梁小熊
— Master Lee
Chan Chiu
— Master Chan
ไซม่อน กุ๊ก
— Thai Boxer
曹操
— Edward
刘艺菲
— Frank's Daughter
杨家珍
— Resident
張捷
— Resident
张翠凤
— Resident
袁苗
— Teacher
单纯
— Estate Agent
凌一磊
— Ip Man's Student #1
徐佳吉
— Ip Man's Student #2
Ni Han-Jin
— Ip Man's Student #3
张敏康
— Ip Man's Student #4
安强
— Dance Teacher