Movies Like Challenge to Ambition: Chapter 2

If you liked Challenge to Ambition: Chapter 2 (2009), a movie directed by Seiichi Shirai, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Outsider (2018)
★ 6.1/10
A former American G.I. joins a yakuza family after his release from prison in post-World War II Osaka.
2
Black Rain (1989)
★ 6.6/10
Two New York cops get involved in a gang war between members of the Yakuza, the Japanese Mafia. They arrest one of their killers and are ordered to escort him back to Japan. However, in Japan he manages to escape, and…
3
Why Don't You Play in Hell? (2013)
★ 7.3/10
In Japan, gonzo filmmakers hatch a three-pronged plan to save an actress's career, end a yakuza war and make a hit movie.
4
The Yakuza (1974)
★ 7.1/10
When George Tanner does business with high-ranking Yakuza Tono, Tono kidnaps his daughter, and George summons his old friend, private eye Harry Kilmer, to Japan to investigate.
5
The Fable (2019)
★ 6.7/10
The Fable is a legendary yakuza hitman equal to none—but his boss orders him and his sultry associate to lay low and learn how to live a "normal life" in Osaka.
6
Zatoichi Meets Yojimbo (1970)
★ 6.8/10
Zatoichi treks to a village that has always been a favorite spot of his, only to discover that it’s become a living hell, plagued by feuding father and son yakuza as well as the younger crime boss’s bodyguard, scruffy…
7
Rurouni Kenshin Part I: Origins (2012)
★ 7.5/10
In 1868, after the Bakumatsu war ends, the ex-assassin Kenshin Himura traverses Japan with an inverted sword, to defend the needy without killing.
8
Beyond Outrage (2012)
★ 7/10
As the police launch a full-scale crackdown on organized crime, it ignites a national yakuza struggle between the Sanno of the East and Hanabishi of the West. What started as an internal strife in Outrage has now…
9
Outrage Coda (2017)
★ 6.8/10
Five years after the all-out war between the Sanno and Hanabishi crime families, former yakuza boss Otomo works in South Korea for Mr. Chang, a noted fixer. When tensions rise between Chang and the Hanabishi, and…
10
Crying Freeman (1995)
★ 6.4/10
A lethal assassin for a secret Chinese organisation, who sheds tears of regret each time he kills, is seen swiftly and mercilessly executing three Yakuza gangsters by a beautiful artist. She is captivated by the grace…
11
Outrage (2010)
★ 6.9/10
When a tough yakuza gangster is betrayed by his bosses, it means all out war. Bodies pile up as he takes out everyone in his way to the top in a brutal quest for revenge.
12
Kamikaze Girls (2004)
★ 7.2/10
Momoko, a strange and seemingly emotionless girl obsessed with 18th century France, befriends a Yanki biker and the two experience the ups and downs of their unusual lives in a rural Japanese town.
13
A Family (2021)
★ 7.4/10
Taken in by the yakuza at a young age, Kenji swears allegiance to his old-school boss, pledging to adhere to the family code amid ever-changing times.
14
Zatoichi: Darkness Is His Ally (1989)
★ 6.4/10
Older, wiser but still a wandering loner, the blind, peace-loving masseur Ichi seeks a peaceful life in a rural village. When he's caught in the middle of a power struggle between two rival Yakuza clans, his reputation…
15
Under the Open Sky (2021)
★ 7.5/10
Mikami, an ex-yakuza of middle age with most of his life in prison, gets released after serving 13 years of sentence for murder. Hoping to find his long lost mother, from whom he was separated as a child, he applies…
16
Youth of the Beast (1963)
★ 7/10
When a mysterious stranger muscles into two rival yakuza gangs, Tokyo's underworld explodes with violence.
17
Drunken Angel (1948)
★ 7.6/10
In postwar Tokyo, a blunt, alcohol-soaked doctor diagnoses a swaggering young yakuza with tuberculosis, forging an uneasy bond that’s tested when the gangster’s ruthless former boss returns and drags him back toward…
18
Crows Zero (2007)
★ 7.1/10
The students of Suzuran High compete for the King of School title. An ex-graduate yakuza is sent to kill the son of a criminal group, but he can't make himself do it as he reminds him of his youth.
19
Sanjuro (1962)
★ 7.9/10
In this companion piece and sequel to "Yojimbo," jaded samurai Sanjuro helps an idealistic group of young warriors weed out their clan's evil influences, and in the process turns their image of a proper samurai on its…
20
Battles Without Honor and Humanity (1973)
★ 7.3/10
In the teeming black markets of postwar Japan, Shozo Hirono and his buddies find themselves in a new war between factious and ambitious yakuza.