Best Movies of 1999, Ranked

20 films, ranked on my own star ratings by Arwin Edward Bagaslao. Updated 2026-09-09.

1999 really came in swinging: prison tears, shark panic, haunted-house nonsense, space politics, existential spirals, and toys having more emotional maturity than some adults. This ranking is based on what actually worked on me: rewatchabil

1. 1
   The Green Mile (1999)

   ★★★★½

   I experience this film less as a prison drama and more as a meditation on suffering, waiting, and the unbearable weight of knowing death is coming.

2. 2
   Deep Blue Sea (1999)

   ★★★★½
3. 3
   Bicentennial Man (1999)

   ★★★★½
4. 4
   The Haunting (1999)

   ★★★★½
5. 5
   Fight Club (1999)

   ★★★★
6. 6
   Star Wars: Episode I – The Phantom Menace (1999)

   ★★★★
7. 7
   The Sixth Sense (1999)

   ★★★★
8. 8
   Toy Story 2 (1999)

   ★★★★
9. 9
   Tarzan (1999)

   ★★★½
10. 10
    Stuart Little (1999)

    ★★★½
11. 11
    Wild Wild West (1999)

    ★★★½
12. 12
    Inspector Gadget (1999)

    ★★★½
13. 13
    The Matrix (1999)

    ★★★
14. 14
    The Iron Giant (1999)

    ★★★
15. 15
    The Mummy (1999)

    ★★★
16. 16
    Deuce Bigalow: Male Gigolo (1999)

    ★★★
17. 17
    Magnolia (1999)

    ★★

    High energy prologue agad by PTA. Ramdam mo na from the start na chaotic, ambitious, at very ensemble driven ito.

18. 18
    Eyes Wide Shut (1999)

    ★½

    I went in expecting something seductive and wild, but what I experienced was more of a psychological ego collapse than an erotic story.

19. 19
    8MM (1999)

    ★½

    Has that slow paced vibe with a strong thriller atmosphere and score.

20. 20
    The Blair Witch Project (1999)

    ½

    Hot take: the 2016 version is better. I know The Blair Witch Project is historically important for pioneering and popularizing the found footage style, and I can respect…