Donnie Yen as Ip Man

Wu Yue as Wan Zong Hua

Vanness Wu as Hartman Wu

Scott Adkins as Barton Geddes

Kent Cheng Jak-Si as Bob

Danny Chan Kwok-Kwan as Bruce Lee

Ngo Ka-Nin as Leung Gun

Chris Collins as Colin Frater

Vanda Margraf as Wan Yonah

Lo Meng as Master Law

Ye He as Ip Ching

Andrew Lane Cawthon as Andrew

Nicola Stuart-Hill as Gabrielle Cox

Grace Englert as Becky

Zhou Xiaofei as Master Chiang of Xing Yi

Miao Liang as Master Lau of Choy Li Fut

Shi Feng as Master Chen of Eagle Claw

Wang Kanwei as Master Lui of Eight Trigams Palm

Bi Hanwen as Master Tam of Tam Kickfight

Dang Shan-Peng as Chinatown master

Chan Siu-Wah as Chinatown master

Simon Shiyamba as Billy

Linda-Jean Barry as Mrs. Strictland

Adrian Wheeler as Mr. Wright

Hannah Templeton-Cox as Cheerleading Coach

Li Di as Ip Man's Disciple

Ma Yunbao as Ip Man's Disciple

Feng Shaohong as Ip Man's Disciple

Xiang Yang as Ip Man's Disciple

Cao Shiping as HK Secondary School Principal

Li Yikun as Ip Ching's Classmate

John F. Cruz as Sergeant Major

He Mengqi as Lisa

Craig Canning as Becky's Boyfriend

Mark Strange as Karate Champion

Lynn Hung Doi-Lam as Cheung Wing-sing

Nico Amedeo as INS Officer Walters

Qin Yue as Auntie San

Zhang Qiangxian as Ip Man's Disciple

Wang Xiao as Ip Man's Disciple

Darren Leung Tat-Yin as Lead Disciple

Pan Jian as Uncle Gwai

Pan Xuchuan as Master Han of White Crane

Gao Qiang as Master Chiu of Seven-Star Mantis

David Johnson Wood as Marine Sargeant (uncredited)