The 10 Most Essential Movies of 1999, Ranked

1999 was home to an array of must-watch cinematic experiences, including the likes of Eyes Wide Shut, The Sixth Sense, and The Phantom Menace.

March 7, 2025 · 1 min · 50 words · Suzanne Davis

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Most-Essential-Movies-of-1999

Custom Image by Federico Napoli

Buzz Lightyear (voiced by Tim Allen) yelling and pointing a feather in Toy Story 2

Image via Walt Disney Studios

Julia Stiles swinging next to Heath Ledger in 10 Things I Hate About You

Image via Touchstone Pictures

Imhotep (Arnold Vosloo) staring ahead with a concerned expression in The Mummy

Image via Universal Pictures

Cole and Malcolm Crowe from ‘The Sixth Sense’

An individual in a gold face mask in a scene from ‘Eyes Wide Shut’ (1999)

Image via Warner Bros.

Heather, illuminated by a flashlight, cries into the camera in The Blair Witch Project

Image via Artisan Entertainment

A shirtless Brad Pitt as Tyler Durden, surrounded by men in Fight Club

Image via 20th Century Studios

Fight Club Movie Poster

Image via Lucasfilm

Jim and his dad sitting next to eachother with a destroyed apple pie in the table next to them in American Pie.

Image via Universal Pictures

Morpheus (Laurence Fishburne) sits in a chair while explaining the simulated reality to Neo (Keanu Reeves) in ‘The Matrix’

Image via Warner Bros.

The Matrix Poster

Movie

The Sixth Sense

The Blair Witch Project