Psycho-Pass: Sinners of the System, also shortened to Psycho-Pass SS, is a trilogy of Japanese anime films based on characters who appear in the Psycho-Pass television series. The trilogy was first announced in 2018 and the films were released by Production I.G in Japan in early 2019 full under direction of Naoyoshi Shiotani. The films stars the talents of Ayane Sakura, Hiroki Touchi, Kana Hanazawa, Kenji Nojima, Kinryū Arimoto, Tomokazu Seki among others. In 2023 Crunchyroll released an English dub of the films that starred Kate Oxley, Robert McCollum, Jessie James Grelle, Cherami Leigh, Lindsay Seidel, Mike McFarland and more.

The first film, Case.1 Crime and Punishment (罪と罰, Tsumi to Batsu), focuses on Reinforcer Nobuchika Ginoza and Inspector Mika Shimotsuki as they investigate a prison filled with people living in cheerful life. The second film, Case.2 First Guardian, focuses on Tomomi Masaoka and Teppei Sugo as how they met following the death of Sugo's friends. The third and final film, On the Other Side of Love and Hate (恩讐の彼方に＿＿, Case.3 Onshuu no Kanata ni) focuses on the mercenary Shinya Kogami as he continues his life in Eastern countries while training a young girl seeking for revenge. While different writers handled the three films, director Naoyoshi Shiotani worked on the three as he planned this trilogy with hints about the narrative for the third season, Psycho-Pass 3. In 2021 Anime Limited released the trilogy on Blu-ray in English regions. Then in 2022 Crunchyroll licensed the films and made it available for streaming. In March of 2023 an English dub was released by Crunchyroll for all 3 films.

Critical response to the movies have been generally positive based on the narrative's focus on the main character's minds, most notably Shimotsuki's growth in the first, the tragic elements in the second and Kogami's reflections in the third. The trilogy earned ¥378,636,200 in box office and the home media release also achieved good sales. Two novels and three manga adaptations were also published by Mag Garden.

The three films feature backstories to characters who appear in Psycho-Pass television series.

Enforcer Nobuchika Ginoza and inspector Mika Shimotsuki from Unit 1 find a traumatised woman and it is quickly apparent that a drug has altered her state of mind, Akane Tsunemori's team is directed to return her to a special experimental prison - the place where the woman worked as a therapist. Akane dispatches fellow inspector Shimotsuki along with two enforcers, Ginoza and Kunizuka, to investigate the prison while she and the rest of the team investigate the case in Tokyo. Through a new combination of drugs, therapy, and work, the prison has produced a different kind of society where latent criminal prisoners act in harmony with one another - keeping their criminal coefficients under 90 in most cases and carry out work valuable to society at large. Mika sees the woman as a criminal worthy of being killed but she and Ginoza realize that the woman used herself as bait to seek protection for a small child. Mika and Ginoza discover the warden is exploiting the prisoners to harvest nuclear waste that was buried beneath the prison, causing the prisoners to die of radiation. Mika records the warden's confession of her actions and reveals it to the prisoners. Mika then kills the warden, but the prisoners riot. Mika and Ginoza hunt down the rest of the complicit staff then begin working to protect the prisoners. They later find out the Sybil System knew of the warden's motive since the prison is located above the former dumping ground of the System's nuclear waste.

Enforcer Teppei Sugo, is a former respected military officer. He acted as the eye-in-the-sky air support for a ground squad of marines alongside Itsuki Otomo, another pilot and a communications officer. Together, they formed a tight military family, including Itsuki's wife Rin who was the squad's ground commander. The squad was sent on a military strike outside Japan, but Sugo loses Itsuki during the fight. Sugo is devastated by this loss and tortured over why he was ordered to abandon his squad mates. He is confronted by MWPSB officers Aoyanagi and Masaoka who inform him that he is a suspect in a terrorist attack that is apparently been performed by his MIA squad commander, Itsuki. They discover that the military was testing a bio weapon against the enemy, which also killed the rest of the strike team. Itsuki knew about the attack beforehand and left his memories in an android to extract vengeance, but it is stopped by the Bureau forces. Rin attempts to assassinate the military commander but he kills her instead. However, the Bureau marks the commanding officer for high psycho-pass and terminates him. Following these events, Sugo's level of stress increases and he eventually becomes an enforcer in the MWPSB.

Shinya Kogami travels the Tibet-Himalaya region as a freelance mercenary. He saves a bus-load of refugees from guerrillas, including a young half-Japanese girl, Tenzing Wangchuk. She asks him to teach her fighting skills so she can take revenge on the murderer of her parents. Kogami agrees, but warns her against walking down the path of revenge as he did in the past. He encounters Frederica Hanashiro of the Japanese Ministry of Foreign Affairs, ostensibly looking for kimin, Japanese who have been stranded outside the country with the aim of returning them home if they have a good hue. She assists Kogami to protect the refugees, but he is wounded and is saved by Garcia, a mercenary who formerly worked for UN peacekeepers. As Kogami recovers, he reflects on his past actions, of taking revenge by killing the criminal Shogo Makishima when abandoning Sybil. During peace negotiations, Tenzing tracks her father's killer to a meeting with Garcia who is secretly sabotaging the negotiations. He badly wounds her, but she informs Kogami of Garcia's plan. Frederica assists Kogami on the condition he works with her, so after he kills Garcia, he returns with her to Japan.

Naoyoshi Shiotani came up with the idea of making Sinners of the System after productions of the series' 2015 film, Psycho-Pass: The Movie, was made. The director claimed the franchise should use new characters for the sequel Psycho-Pass 3 and Sinners of the System was created to fill gap between the movie and the third television series. The trilogy was also a test case for Psycho-Pass 3 in terms of production. For Psycho-Pass, Shiotoani tried to portray the human drama thoroughly with an hour-long episode each, to make it like a live-action overseas drama. Each Sinners of the System was about 60 minutes each episode, but it was a hard challenge for the staff to make it instead of the usual 30 minute-episode of the television anime series. Production I.G had to put a lot of stuff together in terms of story composint the films, but despite the difficulties they had, they felt it was doing all the work since they moved forward on two sides at the same time by also using its production as a test case for third television series. The films were first announced in Japan by Fuji TV in March 2018.