See also: 1998 in film, other events of 1999, 2000 in film, list of 'years in film'.

Events

• April 7 - Star Wars fans begin lining up at movie theaters in Westwood and Hollywood to buy tickets for Star Wars, Episode I - The Phantom Menace
• May 3 - A Durham, North Carolina woman named Jennifer Briggs changes her name to Obi-Wan Kenobi Briggs in honor of the Star Wars character. Ms. Briggs wins $1000 from a local radio station for changing her name.

Top grossing films

1. Star Wars, Episode I - The Phantom Menace: $431,088,297
2. The Sixth Sense, starring Bruce Willis and Haley Joel Osment: $293,506,292
3. Toy Story 2: $245,852,179
4. Austin Powers: The Spy Who Shagged Me, starring Mike Myers: $206,040,086
5. The Matrix, starring Keanu Reeves: $171,479,930
6. Tarzan: $171,091,819
7. Big Daddy: $163,479,795
8. The Mummy: $155,385,488
9. Runaway Bride , starring Richard Gere and Julia Roberts: $152,257,509
10. The Blair Witch Project: $140,539,099
11. Stuart Little: $140,035,367
12. The Green Mile: $136,801,374
13. American Beauty: $130,096,601
14. The World Is Not Enough: $126,943,684
15. Double Jeopardy: $116,741,558

21 movies in 1999 grossed over $100 million.

Academy Awards

• Best Picture: American Beauty - DreamWorks SKG, Jinks/Cohen Company
• Best Actor: Kevin Spacey - American Beauty
• Best Actress: Hilary Swank - Boys Don't Cry

Births

Deaths

• February 20 - Gene Siskel, film critic, Siskel and Ebert
• March 7 - Stanley Kubrick, film director
• March 13 - Garson Kanin, writer/director
• April 14 - Ellen Corby, actress, Grandma Walton in "The Waltons"
• April 21 - Buddy Rogers, actor, husband of Mary Pickford
• April 28 - Rory Calhoun, actor
• May 2 - Oliver Reed, actor
• May 8 - Dirk Bogarde, actor/author
• May 21 - Vanessa Brown, actress
• June 11 - DeForest Kelley, actor best known for "Star Trek"
• June 29 - Allan Carr, movie producer
• July 1 - Sylvia Sidney, actress
• July 2 - Mario Puzo, writer/author, "The Godfather"
• August 4 - Victor Mature, actor
• September 9 - Ruth Roman, actress
• September 22 - George C Scott, Oscar winning actor
• December 3 - Madeline Kahn, actress
• December 17 – Rex Allen, cowboy actor, singer
• December 19 - Desmond Llewelyn, actor, "Q" in James Bond films
• December 23 - Lois Hamilton, actress, artist, model

Other movies released

• American Pie
• An Extremely Goofy Movie, starring Jason Marsden
• Being John Malkovich
• The Big Kahuna
• Blast from the Past
• Bowfinger, starring Eddie Murphy and Steve Martin
• Boys Don't Cry
• The Dogwalker, an indie film with supermodel Stacey Williams
• The Cider House Rules
• Deuce Bigalow: Male Gigolo
• Dick
• Dudley Do-Right
• End of Days
• Entrapment
• Eyes Wide Shut
• Fight Club
• Forces of Nature
• Galaxy Quest
• Guinevere
• The Haunting
• Magnolia
• Man on the Moon
• Radiohead: Meeting People Is Easy (DVD Release)
• My Favorite Martian
• Never Been Kissed
• Payback
• Pushing Tin
• The Omega Code
• She's All That
• Simply Irresistible
• South Park: Bigger, Longer & Uncut
• The Straight Story
• Three Kings, starring George Clooney, Mark Wahlberg and Ice Cube
• Three to Tango
• The Thomas Crown Affair
• Trick
• Whatever Happened to Harold Smith?
• Wild Wild West, starring Will Smith, Kevin Kline and Salma Hayek