| Rank | LW | Release
| Gross | %± LW | Theaters | Change | Average | Total Gross | Weeks | Distributor
| New This Week
| Estimated
|
|---|
| 1 | - | Star Wars: Episode I - The Phantom Menace | $66,904,298 | - | 3,023 | - | $22,131 | $207,099,058 | 2 | Twentieth Century Fox | false | false |
| 2 | - | Notting Hill | $27,689,760 | - | 2,747 | - | $10,080 | $27,689,760 | 1 | Universal Pictures | true | false |
| 3 | - | The Mummy | $12,850,075 | - | 3,395 | - | $3,785 | $117,235,705 | 4 | Universal Pictures | false | false |
| 4 | - | Entrapment | $7,234,361 | - | 2,753 | - | $2,627 | $69,600,581 | - | Twentieth Century Fox | - | false |
| 5 | - | The Thirteenth Floor | $4,278,452 | - | 1,815 | - | $2,357 | $4,278,452 | 1 | Sony Pictures Releasing | true | false |
| 6 | - | The Matrix | $3,830,026 | - | 2,102 | - | $1,822 | $154,764,576 | 9 | Warner Bros. | false | false |
| 7 | - | A Midsummer Night's Dream | $2,073,723 | - | 1,099 | - | $1,886 | $11,387,966 | - | - | - | false |
| 8 | - | Never Been Kissed | $2,023,616 | - | 2,150 | - | $941 | $48,960,173 | - | Twentieth Century Fox | - | false |
| 9 | - | Black Mask | $1,579,168 | - | 976 | - | $1,618 | $9,484,564 | - | Artisan Entertainment | - | false |
| 10 | - | The Love Letter | $1,439,242 | - | 781 | - | $1,842 | $5,111,905 | 2 | DreamWorks Distribution | false | false |
| 11 | - | Election | $1,358,597 | - | 827 | - | $1,642 | $11,079,471 | - | Paramount Pictures | - | false |
| 12 | - | Life | $1,353,610 | - | 1,214 | - | $1,115 | $59,412,909 | - | Universal Pictures | - | false |
| 13 | - | Tea with Mussolini | $1,249,776 | - | 266 | - | $4,698 | $5,429,094 | - | Metro-Goldwyn-Mayer (MGM) | - | false |
| 14 | - | Trippin' | $1,168,056 | - | 710 | - | $1,645 | $6,802,362 | - | October Films | - | false |
| 15 | - | Shakespeare in Love | $544,060 | - | 795 | - | $684 | $96,772,694 | - | Miramax | - | false |
| 16 | - | Analyze This | $505,054 | - | 573 | - | $881 | $103,802,897 | - | Warner Bros. | - | false |
| 17 | - | 10 Things I Hate About You | $451,604 | - | 649 | - | $695 | $35,247,192 | - | Walt Disney Studios Motion Pictures | - | false |
| 18 | - | Cookie's Fortune | $389,786 | - | 401 | - | $972 | $9,767,231 | - | October Films | - | false |
| 19 | - | The Winslow Boy | $385,396 | - | 117 | - | $3,293 | $1,001,454 | - | Sony Pictures Classics | - | false |
| 20 | - | Life Is Beautiful | $354,616 | - | 408 | - | $869 | $56,365,226 | - | Miramax | - | false |
| 21 | - | T-Rex: Back to the Cretaceous | $336,256 | - | 29 | - | $11,595 | $14,458,268 | - | IMAX | - | false |
| 22 | - | Baby Geniuses | $318,706 | - | 700 | - | $455 | $25,220,451 | - | Sony Pictures Releasing | - | false |
| 23 | - | Payback | $296,016 | - | 537 | - | $551 | $80,906,169 | - | Paramount Pictures | - | false |
| 24 | - | My Favorite Martian | $285,154 | - | 434 | - | $657 | $35,733,755 | - | Walt Disney Studios Motion Pictures | - | false |
| 25 | - | Three Seasons | $252,262 | - | 55 | - | $4,586 | $1,100,560 | - | October Films | - | false |
| 26 | - | A Walk on the Moon | $219,950 | - | 216 | - | $1,018 | $4,240,180 | - | Miramax | - | false |
| 27 | - | October Sky | $214,520 | - | 346 | - | $620 | $31,062,070 | - | Universal Pictures | - | false |
| 28 | - | Forces of Nature | $189,332 | - | 390 | - | $485 | $51,684,048 | - | DreamWorks Distribution | - | false |
| 29 | - | The Out-of-Towners | $165,447 | - | 470 | - | $352 | $27,530,014 | - | Paramount Pictures | - | false |
| 30 | - | The Other Sister | $153,676 | - | 289 | - | $531 | $27,528,371 | - | Walt Disney Studios Motion Pictures | - | false |
| 31 | - | Besieged | $149,277 | - | 44 | - | $3,392 | $370,581 | - | Fine Line Features | - | false |
| 32 | - | She's All That | $137,830 | - | 345 | - | $399 | $62,701,444 | - | Miramax | - | false |
| 33 | - | Lost & Found | $136,800 | - | 390 | - | $350 | $6,424,149 | - | Warner Bros. | - | false |
| 34 | - | Encounter in the Third Dimension | $132,775 | - | 13 | - | $10,213 | $1,047,109 | - | - | - | false |
| 35 | - | The King and I | $120,183 | - | 359 | - | $334 | $11,956,538 | - | Warner Bros. | - | false |
| 36 | - | The Dreamlife of Angels | $116,271 | - | 54 | - | $2,153 | $1,336,085 | - | Sony Pictures Classics | - | false |
| 37 | - | Cruel Intentions | $111,227 | - | 264 | - | $421 | $37,623,441 | - | Sony Pictures Releasing | - | false |
| 38 | - | Doug's 1st Movie | $110,296 | - | 287 | - | $384 | $18,472,569 | - | Walt Disney Studios Motion Pictures | - | false |
| 39 | - | Africa's Elephant Kingdom | $108,982 | - | 13 | - | $8,383 | $7,554,654 | - | IMAX | - | false |
| 40 | - | The Castle | $107,802 | - | 56 | - | $1,925 | $437,103 | - | Miramax | - | false |
| 41 | - | Get Real | $101,763 | - | 36 | - | $2,826 | $476,405 | - | Paramount Classics | - | false |
| 42 | - | Pushing Tin | $94,260 | - | 243 | - | $387 | $8,137,717 | - | Twentieth Century Fox | - | false |
| 43 | - | Go | $87,862 | - | 146 | - | $601 | $16,320,061 | - | Sony Pictures Releasing | - | false |
| 44 | - | Foolish | $83,022 | - | 116 | - | $715 | $5,589,776 | - | Artisan Entertainment | - | false |
| 45 | - | eXistenZ | $77,843 | - | 97 | - | $802 | $2,644,312 | - | Miramax | - | false |
| 46 | - | Edtv | $69,345 | - | 201 | - | $345 | $22,362,500 | - | Universal Pictures | - | false |
| 47 | - | Hideous Kinky | $66,968 | - | 53 | - | $1,263 | $983,850 | - | - | - | false |
| 48 | - | This Is My Father | $65,462 | - | 37 | - | $1,769 | $240,938 | - | Sony Pictures Classics | - | false |
| 49 | - | Trekkies | $63,928 | - | 339 | - | $188 | $246,502 | - | Paramount Classics | - | false |
| 50 | - | Thrill Ride: The Science of Fun | $61,234 | - | 11 | - | $5,566 | $13,188,794 | - | Sony Pictures Classics | - | false |
| 51 | - | Island of the Sharks | $58,648 | - | 4 | - | $14,662 | $331,369 | - | IMAX | - | false |
| 52 | - | Twin Dragons | $51,374 | - | 131 | - | $392 | $7,841,291 | - | Miramax | - | false |
| 53 | - | The Loss of Sexual Innocence | $50,354 | - | 5 | - | $10,070 | $50,354 | - | Sony Pictures Releasing | - | false |
| 54 | - | The Rage: Carrie 2 | $37,735 | - | 73 | - | $516 | $17,639,514 | - | Metro-Goldwyn-Mayer (MGM) | - | false |
| 55 | - | Lovers of the Arctic Circle | $37,721 | - | 23 | - | $1,640 | $317,422 | - | Fine Line Features | - | false |
| 56 | - | Waking Ned Devine | $32,353 | - | 59 | - | $548 | $24,734,610 | - | - | - | false |
| 57 | - | Xiu Xiu: The Sent-Down Girl | $28,812 | - | 5 | - | $5,762 | $122,928 | - | - | - | false |
| 58 | - | Patch Adams | $26,965 | - | 71 | - | $379 | $135,014,968 | 23 | Universal Pictures | false | false |
| 59 | - | Rushmore | $25,958 | - | 36 | - | $721 | $17,034,959 | - | Walt Disney Studios Motion Pictures | - | false |
| 60 | - | Eternity and a Day | $24,221 | - | 3 | - | $8,073 | $24,221 | - | Artistic License | - | false |
| 61 | - | Stop Making Sense 1999 Re-release | $21,054 | - | 4 | - | $5,263 | $21,054 | - | Palm Pictures | - | false |
| 62 | - | Twice Upon a Yesterday | $17,620 | - | 6 | - | $2,936 | $17,620 | - | Trimark Pictures | - | false |
| 63 | - | Southie | $16,860 | - | 2 | - | $8,430 | $16,860 | - | Lionsgate | - | false |
