To Sir, with Love may refer to:
- To Sir, with Love (book), a 1959 novel by E. R. Braithwaite
- To Sir, with Love, a 1967 British film starring Sidney Poitier, adapted from the 1959 novel
- "To Sir, with Love" (song), the theme song to the 1967 film, originally performed by Lulu
- "To Sir, with Love" (album), the soundtrack album to the 1967 film, featuring Lulu and The Mindbenders
- To Sir, with Love II, a 1996 American TV movie, a sequel to the 1967 film
- To Sir, with Love (2006 film), a South Korean horror film
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