The story is about a convict released from prison for an old murder who is thinking about returning to his ex-wife and his former life. If she puts a yellow handkerchief on the window, it would mean that she wants him back at home.

During his travels, Tora-san gets drunk with an old man in Kyoto. Though Tora-san never fully comprehends his importance, the old man is a Living National Treasure ceramist. At his home, Tora-san makes a good impression on the old man's maid, who apparently falls in love with Tora-san.

When cabaret singer Lily writes Toraya about her illness, Tora-san rushes to Okinawa to be by her side.

Tora-san gets into an argument with his uncle and sets out on the road again. In Kyushu he meets a young woman named Keiko and the shy zoologist Saburō, and attempts to play matchmaker between the two when they all return to Tokyo.

Tora-san becomes friends with Toraya's newest tenant, a pachinko-playing electrician that goes by the nickname Watt. Tora attempts to match Watt with a young waitress.

Tora-san's nephew Mitsuo is exchanging letters with Izumi, a former classmate whose parents divorced and took her out of Tokyo.

Tora-san visits brother-in-law Hiroshi's hometown to attend a memorial service for his late father. When the local temple priest becomes intoxicated, Tora-san wearing the priest's robe delivers the memorial speech, much to his family's surprise. Thinking he's found his true calling, Tora-san decides to join the order, and falls for the priest's divorced daughter.

Tora-san returns to his family home to learn that his brother-in-law cannot go to Mitsuo's (Tora-san's nephew) athletic event. Tora-san volunteers to take his place, but gets into an argument with his brother-in-law's boss and returns to the road. He meets a young woman in Niigata who, unbeknownst to him, is a popular enka singer.

In Shibamata, Tokyo, Tora-san's family prepares for a wedding. Meanwhile, the traveling Tora-san meets an old acqaintance in Iwate Province. Tora-san refuses to drink with him, afraid that the acquaintance, now settled and married, will again become attracted to Tora-san's wandering existence. Tora-san becomes attracted to a female barber, but must break off their relationship so that she too can live a secure life. She instead gets into an abusive relationship with a motorcyclist.

Tora-san spends several days at the home of a hard-working salaryman ("salaried worker"), who abruptly disappears. When the man's wife asks Tora-san to help find him, he falls in love with her, and secretly hopes the husband will not be found.

During his travels, Tora-san comes across a traditional theater he used to visit, and discovers that one of his old friends has died. Tora-san and his family help the friend's daughter, who becomes romantically involved with an aspiring artist.

Tora-san's family's neighbor, Akemi, who had been married in Marriage Counselor Tora-san (1984), runs away from her husband, who is only interested in work. Tora-san follows her to Shikinejima, and attempts to bring her back to her home. In doing so he encounters a school-reunion group who are traveling to meet their elementary school teacher, which is a reference to the film Twenty-Four Eyes by Keisuke Kinoshita. Tora-san joins them and falls in love with the teacher.

In Nagasaki, Tora-san and an acquaintance help an old woman who has fallen and injured herself. She invites them to her home where the three share a night of eating and drinking. The old woman's health deteriorates and she dies. At her funeral, Tora-san falls in love with the old woman's daughter, but winds up acting as a go-between for her and a young law student.

A playboy-gambler friend of Tora-san’s dies and, abandoned by his mother, his little boy suddenly turns up in Shibamata. Searching for the boy’s mother, Tora-san meets a cosmetics saleslady and the three become a surrogate family, with Tora-san as “daddy”.

When his travels take him to rural Hokkaido, Tora-san helps a cantankerous old veterinarian (Mifune) in his relationships with his estranged daughter, and a woman in whom he is secretly interested.

In his travels through Japan, Tora-san meets and falls in love with a female doctor, however he is afraid of committing to a relationship.