In 1949, Ip Man, who has been suffering from chronic gastric pain, travels alone to Hong Kong. He starts by teaching Wing Chun on the rooftop of a building which houses a hotel staff’s general association. He meets and accepts new students, including Tang Shing, Leung Sheung, Wong Tung, Lee King and Chan Sei-mui. During that period of time, Ip Man’s wife, Cheung Wing-sing, also comes to Hong Kong to join her husband, but returns to Foshan shortly after because life in Hong Kong is hard. The couple never saw each other again because Cheung died not long after returning to Foshan. His son Ip Chun comes from Foshan to Hong Kong to join him.
Ip Man: The Final Fight portrays a more realistic account of Ip Man’s life in Hong Kong. He struggles against the vicissitudes of life and has to cope with his gastric pain. He also insists on having a relationship with the singer Jenny after his wife’s death, even though his students strongly object to it. He also gets into conflict with Ng Chung, a White Crane Style master, but they become friends later. When Wong Tung gets into trouble with a mob boss called Local Dragon, Ip Man and his students show up and rescue Wong. Ip Man also defeats Local Dragon in a fight, captures him, and hands him over to the police. After the fight, he briefly meets Bruce Lee and Lee’s two students. The film ends with Ip Man practising Wing Chun on a wooden dummy while Ip Chun records it on a camera, followed by actual footage of the real-life Ip Man doing the same thing.