Top 20

1999

(NB: If the picture of a poster is missing, it is because I do not own anything on the title yet)

1. Star Wars Episode 1: The Phantom Menace ($431,088,295)

1999

US Advance

DS/Rolled

Dir: George Lucas - Cast: Liam Neeson, Ewan McGregor, Natalie Portman, Jake Lloyd, Pernilla August, Frank Oz (Voice), Ian McDiarmid, Oliver Ford Davies, Ray Park

2. The Sixth Sense ($293,506,292)

1999

US

DS/Rolled

Dir: M. Night Shyamalan - Cast: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams, Trevor Morgan, Donnie Wahlberg, Peter Anthony Tambakis, Jeffrey Zubernis

3. Toy Story 2 ($245,852,179)

1999

US

DS/Rolled

Dir: John Lasseter, Ash Brannon, Lee Unkrich - Voices: Tom Hanks, Tim Allen, Joan Cusack, Kelsey Grammer, Don Rickles, Jim Varney, Wallace Shawn, John Ratzenberger, Annie Potts, Wayne Knight

4. Austin Powers: The Spy Who Shagged Me ($206,040,086)

1999

US

DS/Rolled

Dir: Jay Roach - Cast: Mike Myers, Heather Graham, Michael York, Robert Wagner, Rob Lowe, Seth Green, Mindy Sterling, Verne Troyer, Elizabeth Hurley

5. The Matrix ($171,479,930)

1999

US

DS/Rolled

Dir: Andy Wachowski, Larry Wachowski - Cast: Keanu Reeves, Carrie-Anne Moss, Laurence "Larry" Fishburne, Joe Pantoliano, Hugo Weaving, Gloria Foster, Marcus Chong, Paul Goddard, Robert Taylor, Julian (Sonny) Arahanga, Matt Doran

6. Tarzan ($171,091,819)

1999

US

DS/Rolled

Dir: Chris Buck, Kevin Lima - Voices: Tony Goldwyn, Minnie Driver, Rosie O'Donnell, Glenn Close, Brian Blessed, Lance Henriksen, Wayne Knight, Nigel Hawthorne

7. Big Daddy ($163,479,795)

1999

US

DS/Rolled

Dir: Dennis Dugan - Cast: Adam Sandler, Dylan Sprouse, Cole Sprouse, Joey Lauren Adams, Jon Stewart, Rob Schneider, Leslie Mann, Steve Buscemi

8. The Mummy ($155,385,488)

1999

US Advance

DS/Rolled

Dir: Stephen Sommers - Cast: Brendan Fraser, Rachel Weisz, John Hannah, Arnold Vosloo, Kevin J. O'Connor, Oded Fehr, Patricia Velásquez

9. Runaway Bride ($152,257,509)

1999

US International

DS/Rolled

Dir: Garry Marshall - Cast: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo, Christopher Meloni, Rita Wilson, Paul Dooley, Laurie Metcalf, Jean Schertler, Donal Logue, Reg Rogers, Yul Vazquez, Lisa Roberts Gillan, Sela Ward

10. The Blair Witch Project ($140,539,099)

1999

US

DS/Rolled

Dir: Eduardo Sánchez, Daniel Myrick - Cast: Heather Donahue, Michael C. Williams, Joshua Leonard

11. Stuart Little ($140,035,367)

1999

US

DS/Rolled

Dir: Rob Minkoff - Cast: Geena Davis, Hugh Laurie, Jonathan Lipnicki, Jeffrey Jones, Connie Ray - Voices: Michael J. Fox, Nathan Lane, Chazz Palminteri, Steve Zahn

12. The Green Mile ($136,801,374)

1999

US Advance - DS/Rolled

Dir: Frank Darabont - Cast: Tom Hanks, Michael Clarke Duncan, Bonnie Hunt, David Morse, Doug Hutchison, Sam Rockwell, Michael Jeter, James Cromwell, Patricia Clarkson, Barry Pepper, Jeffrey DeMunn, Harry Dean Stanton, Dabbs Greer, Gary Sinise, Graham Greene

13. American Beauty (Academy Awards Winner) ($130,096,601)

1999

US

DS/Rolled

Dir: Sam Mendes - Cast: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley, Mena Suvari, Chris Cooper, Peter Gallagher, Allison Janney, Scott Bakula, Sam Robards

14. The World Is Not Enough ($126,943,684)

1999

US Advance

SS/Rolled

Dir: Michael Apted - Cast: Pierce Brosnan, Sophie Marceau, Robert Carlyle, Denise Richards, Robbie Coltrane, Judi Dench, John Cleese

15. Double Jeopardy ($116,741,558)

1999

US

DS/Rolled

Dir: Bruce Beresford - Cast: Ashley Judd, Tommy Lee Jones, Bruce Greenwood, Annabeth Gish, Roma Maffia, Jay Brazeau, Roger R. Cross,Bruce Campbell, Benjamin Weir

16. Notting Hill ($116,089,678)

1999

US

DS/Rolled

Dir: Roger Michell - Cast: Julia Roberts, Hugh Grant, Hugh Bonneville, Emma Chambers, James Dreyfus, Rhys Ifans, Tim McInnerny, Gina McKee

17. Wild Wild West ($113,804,681)

1999

US

DS/Rolled

Dir: Barry Sonnenfeld - Cast: Will Smith, Kevin Kline, Kenneth Branagh, Salma Hayek, M. Emmet Walsh, Ted Levine, Frederique van der Wal, Musetta Vander, Bai Ling, Garcelle Beauvais-Nilon

18. Analyze This ($106,885,658)

1999

US

DS/Rolled

Dir: Harold Ramis - Cast: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri, Joe Viterelli, Kyle Sabihy, Pat Cooper, Joe Rigano, Leo Rossi, Richard C. Castellano, Pasquale Cajano

19. The General's Daughter ($102,705,852)

1999

US

DS/Rolled

Dir: Simon West - Cast: John Travolta, Madeleine Stowe, James Cromwell, Timothy Hutton, Leslie Stefanson, Daniel von Bargen, Clarence Williams III, James Woods, Mark Boone Jr., John Beasley

20. American Pie ($102,561,004)

1999

US - DS/Rolled

Dir: Paul Weitz - Cast: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Eddie Kaye Thomas, Alyson Hannigan, Natasha Lyonne, Tara Reid, Seann William Scott, Mena Suvari, Shannon Elizabeth, Eugene Levy, Molly Cheek, Eli Marienthal, Chris Owen, Jennifer Coolidge