Anthony Wong Chau-Sang ( 黃秋生 )

Ip Man

Anita Yuen Wing-Yee ( Anita Yuen )

Cheung Wing-Sing

Gillian Chung ( 鍾欣潼 )

Chan Sei-Mui

Jordan Chan ( Jordan Chan )

Tang Sing

Eric Tsang ( Eric Tsang )

Ng Chung

Jiang Luxia ( Jiang Luxia )

Lee King

Timmy Hung ( 洪天明 )

Leung Sheung

Zhou Chu-chu ( Zhou Chu-chu )

Jenny

Xiong Xinxin ( Xiong Xinxin )

Local Dragon

Marvel Chow ( Marvel Chow )

Wang Dong

Ip Chun ( Ip Chun )

Stall owner with phone

Liu Kai-Chi ( 廖啟智 )

Lee Yiu-wah

Wong Cho-lam ( Wong Cho-lam )

Blind Chan

Jonathan Wong ( Jonathan Wong )

Ni Tang

Leo Au-Yeung ( Leo Au-Yeung )

Fat Choi

Aki Chan ( Aki Chan )

Worker

Cho Kwai Chee ( Cho Kwai Chee )

Queen Mary Hospital Doctor

Kevin Cheng ( Kevin Cheng )

young Ip Man

Queenie Chu ( Queenie Chu )

So Fei

Ash Gordey ( Ash Gordey )

Superintendent of Police

Junlica ( Junlica )

Worker

Lam Chi Kit ( Lam Chi Kit )

Dentist

Yiu Kin Kong ( Yiu Kin Kong )

Disciple of Pak Hok Pai

May Law Koon-Lan ( May Law Koon-Lan )

Lee Yiu-wah's wife

Ken Lo ( Ken Lo )

Wei Batian

Joe Luk ( Joe Luk )

Luk Fu

Au Tsui Yea Maggie ( Au Tsui Yea Maggie )

Queen Mary Hospital Nurse

Mang Hoi ( Mang Hoi )

Chess Onlooker

Mulhall ( Mulhall )

Disciple

Donny Ng ( Donny Ng )

Ng Chan

Wang Qinxi ( Wang Qinxi )

Daughter of Lee Yiu-wah

Sebastian ( Sebastian )

Disciple

Kasey Tang ( Kasey Tang )

Worker

Chalie Wong ( Chalie Wong )

Worker

Donny Wu ( Donny Wu )

Wu Zan

Jia Hui Wu ( Jia Hui Wu )

Loan-shark

Xiaolong Ding ( Xiaolong Ding )

Monkey

Liang Xinwen ( Liang Xinwen )

Daughter of Lee Yiu-wah

Xu Huangli ( Xu Huangli )

Yiu-Wah's second daughter

Lu Yang-Yang ( Lu Yang-Yang )

Lee Yiu-Wah's daughter

Chen Yan-Xi ( Chen Yan-Xi )

Lee Yiu-Wah's son

Junjie Zhang ( Junjie Zhang )

Disciple of Ip Man

Zhang Songwen ( 張頌文 )

Yip Chun

Lv Ziying ( Lv Ziying )

Son of Chan Sei Mai

Fung Hak-On ( Feng Ke'an )

Chess Onlooker

Huang Yi ( 黄奕 )

Rose Chan Ka-Wun ( Rose Chan Ka-Wun )