Donnie Yen as Ip Man

Max Zhang as Cheung Tin-Chi

Lynn Hung Doi-Lam as Cheung Wing-Sing

Patrick Tam Yiu-Man as Ma King-Sang

Mike Tyson as Frank

Karena Ng Chin-Yu as Miss Wong

Kent Cheng Jak-Si as Detective Po

Bryan Leung as Tin Ngo-San

Louis Cheung as Tsui Lik

Danny Chan Kwok-Kwan as Bruce Lee

BabyJohn Choi Hon-Yik as Reporter

Xiaolong Li as Ah Ching

Tats Lau as Principal

Yu Kang as Master Tam

Lo Meng as Master Law

Tony Leung Siu-Hung as Master Lee

Chan Chiu as Master Chan

Simon Kook as Thai Boxer

Jonathan Kos-Read as Edward

Liu Yifei as Frank's Daughter

Yang Jiazhen as Resident

Cheung Chit as Resident

Zhang Cuifeng as Resident

Yuan Miao as Teacher

Dan Chun as Estate Agent

Ni Han-Jin as Ip Man's Student

Zhang Minkang as Ip Man's Student

Xu Jiaji as Ip Man's Student

An Qiang as Dance Teacher

Qian Dawei as Notaries

Li Xiuyun as Journalist

Wang Zimeng as Announcer

Yao Xudong as Announcer

Huang Wenhao as Restaurant Owner

Zhang Xianwei as Restaurant Waiter

Zhang Chaoli as Police Officer

Xu Jian as Police Officer

You Jingda as Underground Fighter

He Jie as Underground Fighter

Sun Mengchun as Nurse

Yang Xinlan as Nurse

Zhou Hong as Doctor

Ma Xunqi as Cheung Tin Chi's Student

Zhao Long as Cheung Tin Chi's Student

Dong Yunpeng as Cheung Tin Chi's Student

Cai Xiajie as Ma Kin Sang's Subordinate

Cui Can as Cheung Fong

Zhang Zili as Journalist

Wang Guoxing as Mr Huang

Sin Tsz-Man as Teacher

Wang Xing as Teacher

Wang Jing as Resident

Zong Fei as Frank's Wife

Wang Shi as Ip Ching

Ling Yilei as Ip Man's Student

Song Wen-Bin as David