| Rank | Release
| Genre
| Budget
| Running Time
| Gross | Theaters | Total Gross | Release Date | Distributor
| Estimated
|
|---|
| 1 | Star Wars: Episode I - The Phantom Menace | - | - | - | $66,904,298 | 3,126 | $431,088,295 | May 19 | Twentieth Century Fox | false |
| 2 | Notting Hill | - | - | - | $27,689,760 | 2,786 | $116,089,678 | May 28 | Universal Pictures | false |
| 3 | The Mummy | - | - | - | $12,850,075 | 3,411 | $155,516,138 | May 7 | Universal Pictures | false |
| 4 | Entrapment | - | - | - | $7,234,361 | 2,879 | $87,704,396 | Apr 30 | Twentieth Century Fox | false |
| 5 | The Thirteenth Floor | - | - | - | $4,278,452 | 1,815 | $11,916,661 | May 28 | Sony Pictures Releasing | false |
| 6 | The Matrix | - | - | - | $3,830,026 | 2,903 | $171,479,930 | Mar 31 | Warner Bros. | false |
| 7 | A Midsummer Night's Dream | - | - | - | $2,073,723 | 1,099 | $16,071,990 | May 14 | Fox Searchlight Pictures | false |
| 8 | Never Been Kissed | - | - | - | $2,023,616 | 2,500 | $55,474,756 | Apr 9 | Twentieth Century Fox | false |
| 9 | Black Mask | - | - | - | $1,579,168 | 988 | $12,504,289 | May 14 | Artisan Entertainment | false |
| 10 | The Love Letter | - | - | - | $1,439,242 | 817 | $8,302,478 | May 21 | DreamWorks Distribution | false |
| 11 | Election | - | - | - | $1,358,597 | 827 | $14,902,041 | Apr 23 | Paramount Pictures | false |
| 12 | Life | - | - | - | $1,353,610 | 2,613 | $64,016,268 | Apr 16 | Universal Pictures | false |
| 13 | Tea with Mussolini | - | - | - | $1,249,776 | 284 | $14,401,563 | May 14 | Metro-Goldwyn-Mayer (MGM) | false |
| 14 | Trippin' | - | - | - | $1,168,056 | 781 | $9,017,070 | May 14 | October Films | false |
| 15 | Shakespeare in Love | - | - | - | $544,060 | 2,030 | $100,317,794 | Dec 11 | Miramax | false |
| 16 | Analyze This | - | - | - | $505,054 | 2,537 | $106,885,658 | Mar 5 | Warner Bros. | false |
| 17 | 10 Things I Hate About You | - | - | - | $451,604 | 2,311 | $38,178,166 | Mar 31 | Walt Disney Studios Motion Pictures | false |
| 18 | Cookie's Fortune | - | - | - | $389,786 | 559 | $10,920,544 | Apr 2 | October Films | false |
| 19 | The Winslow Boy | - | - | - | $385,396 | 141 | $3,957,934 | Apr 30 | Sony Pictures Classics | false |
| 20 | Life Is Beautiful | - | - | - | $354,616 | 1,136 | $57,247,384 | Oct 23 | Miramax | false |
| 21 | T-Rex: Back to the Cretaceous | - | - | - | $336,256 | 38 | $53,354,743 | Oct 23 | IMAX | false |
| 22 | Baby Geniuses | - | - | - | $318,706 | 1,702 | $27,250,736 | Mar 12 | Sony Pictures Releasing | false |
| 23 | Payback | - | - | - | $296,016 | 2,855 | $81,526,121 | Feb 5 | Paramount Pictures | false |
| 24 | My Favorite Martian | - | - | - | $285,154 | 2,349 | $36,850,101 | Feb 12 | Walt Disney Studios Motion Pictures | false |
| 25 | Three Seasons | - | - | - | $252,262 | 66 | $2,021,698 | Apr 30 | October Films | false |
| 26 | A Walk on the Moon | - | - | - | $219,950 | 246 | $4,750,660 | Mar 26 | Miramax | false |
| 27 | October Sky | - | - | - | $214,520 | 1,702 | $32,570,685 | Feb 19 | Universal Pictures | false |
| 28 | Forces of Nature | - | - | - | $189,332 | 2,335 | $52,900,680 | Mar 19 | DreamWorks Distribution | false |
| 29 | The Out-of-Towners | - | - | - | $165,447 | 2,128 | $28,544,120 | Apr 2 | Paramount Pictures | false |
| 30 | The Other Sister | - | - | - | $153,676 | 1,863 | $27,807,627 | Feb 26 | Walt Disney Studios Motion Pictures | false |
| 31 | Besieged | - | - | - | $149,277 | 153 | $2,048,740 | May 21 | Fine Line Features | false |
| 32 | She's All That | - | - | - | $137,830 | 2,654 | $63,366,989 | Jan 29 | Miramax | false |
| 33 | Lost & Found | - | - | - | $136,800 | 2,469 | $6,552,255 | Apr 23 | Warner Bros. | false |
| 34 | Encounter in the Third Dimension | - | - | - | $132,775 | 16 | $7,195,792 | Feb 26 | nWave Pictures | false |
| 35 | The King and I | - | - | - | $120,183 | 2,352 | $11,993,021 | Mar 19 | Warner Bros. | false |
| 36 | The Dreamlife of Angels | - | - | - | $116,271 | 66 | $1,726,567 | Apr 2 | Sony Pictures Classics | false |
| 37 | Cruel Intentions | - | - | - | $111,227 | 2,312 | $38,328,567 | Mar 5 | Sony Pictures Releasing | false |
| 38 | Doug's 1st Movie | - | - | - | $110,296 | 2,268 | $19,440,089 | Mar 26 | Walt Disney Studios Motion Pictures | false |
| 39 | Africa's Elephant Kingdom | - | - | - | $108,982 | 15 | $13,485,455 | May 1 | IMAX | false |
| 40 | The Castle | - | - | - | $107,802 | 257 | $877,621 | May 7 | Miramax | false |
| 41 | Get Real | - | - | - | $101,763 | 40 | $1,152,979 | Apr 30 | Paramount Classics | false |
| 42 | Pushing Tin | - | - | - | $94,260 | 1,284 | $8,408,835 | Apr 23 | Twentieth Century Fox | false |
| 43 | Go | - | - | - | $87,862 | 1,563 | $16,943,454 | Apr 9 | Sony Pictures Releasing | false |
| 44 | Foolish | - | - | - | $83,022 | 410 | $6,033,999 | Apr 9 | Artisan Entertainment | false |
| 45 | eXistenZ | - | - | - | $77,843 | 256 | $2,856,712 | Apr 23 | Miramax | false |
| 46 | Edtv | - | - | - | $69,345 | 2,631 | $22,431,897 | Mar 26 | Universal Pictures | false |
| 47 | Hideous Kinky | - | - | - | $66,968 | 78 | $1,263,279 | Apr 16 | Stratosphere Entertainment | false |
| 48 | This Is My Father | - | - | - | $65,462 | 51 | $1,083,975 | May 7 | Sony Pictures Classics | false |
| 49 | Trekkies | - | - | - | $63,928 | 339 | $318,246 | May 21 | Paramount Classics | false |
| 50 | Thrill Ride: The Science of Fun | - | - | - | $61,234 | 81 | $18,798,590 | Jul 11 | Sony Pictures Classics | false |
| 51 | Island of the Sharks | - | - | - | $58,648 | 17 | $10,658,505 | Apr 23 | IMAX | false |
| 52 | Twin Dragons | - | - | - | $51,374 | 1,131 | $8,359,717 | Apr 9 | Miramax | false |
| 53 | The Loss of Sexual Innocence | - | - | - | $50,354 | 26 | $164,022 | May 28 | Sony Pictures Releasing | false |
| 54 | The Rage: Carrie 2 | - | - | - | $37,735 | 2,286 | $17,762,705 | Mar 12 | Metro-Goldwyn-Mayer (MGM) | false |
| 55 | Lovers of the Arctic Circle | - | - | - | $37,721 | 23 | $317,422 | Apr 9 | Fine Line Features | false |
| 56 | Waking Ned Devine | - | - | - | $32,353 | 540 | $24,792,251 | Nov 20 | Fox Searchlight Pictures | false |
| 57 | Xiu Xiu: The Sent-Down Girl | - | - | - | $28,812 | 22 | $1,010,933 | May 7 | Stratosphere Entertainment | false |
| 58 | Patch Adams | - | - | - | $26,965 | 2,909 | $135,026,902 | Dec 25 | Universal Pictures | false |
| 59 | Rushmore | - | - | - | $25,958 | 830 | $17,105,219 | Dec 11 | Walt Disney Studios Motion Pictures | false |
| 60 | Eternity and a Day | - | - | - | $24,221 | 3 | $107,178 | May 28 | Artistic License | false |
| 61 | Stop Making Sense 1999 Re-release | - | - | - | $21,054 | 9 | $146,154 | May 28 | Palm Pictures | false |
| 62 | Twice Upon a Yesterday | - | - | - | $17,620 | 47 | $279,757 | May 28 | Trimark Pictures | false |
| 63 | Southie | - | - | - | $16,860 | 2 | $52,819 | May 28 | Lionsgate | false |
