隨機模式擁有隨機生成的高中，隨機生成的學生和隨機生成的情敵。不同於故事模式，所有這些機制都是預先確定的，通關時永遠一樣。學生和對手在被擊敗後會進行更換，遊戲總是會每週產生一個新的對手。
The main objective is about achieving the highest score, which means that there will never be a chance to confess to Senpai.
Examples of a randomly generated students, shown in Let's Examine Hitman.
豆知識
- 這個模式將不會放進免費試玩版中。
- Despite everything being randomly generated, there is still the ability to customize Senpai and uniforms during Endless Mode.
- This mode will be available from the start and will not have to be unlocked.
- Rivals in Story Mode will wear special stockings, but in Endless Mode, rivals may not wear them because then it will be too easy to identify rivals. The player will have to stalk Senpai to see who interacts with him.
- 有可能，會有男性情敵，在 "Random Mode"模式下， YandereDev 這麼說。