Anthony Wong Chau-Sang
Ip Man

Anita Yuen Wing-Yee
Cheung Wing-Sing

Gillian Chung
Chan Sei-Mui

Jordan Chan Siu-Chun
Tang Sing

Eric Tsang Chi-Wai
Ng Chung

Jiang Luxia
Lee King

Timmy Hung Tin-Ming
Leung Sheung

Zhou Chuchu
Jenny

Xiong Xinxin
Local Dragon

Ip Chun
Stall owner with phone

Liu Kai-Chi
Lee Yiu-wah

Wong Cho-Lam
Blind Chan

Jonathan Wong Chi-Hin
Ni Tang

Kevin Cheng Ka-Wing
young Ip Man

Queenie Chu Wai-Man
So Fei

Ash Gordey
Superintendent of Police

May Law Koon-Lan
Lee Yiu-wah's wife

Ken Lo Wai-Kwong
Wei Batian

Mang Hoi
Chess Onlooker

Donny Ng
Ng Chan

Ding Xiaolong
Monkey

Xu Huangli
Yiu-Wah's second daughter

Zhang Songwen
Yip Chun

Fung Hak-On
Chess Onlooker

Rose Chan Ka-Wun