| Rank | Release
| Genre
| Budget
| Running Time
| Gross | Theaters | Total Gross | Release Date | Distributor
| Estimated
|
|---|
| 1 | Star Wars: Episode I - The Phantom Menace | - | - | - | $430,281,928 | 3,126 | $431,088,295 | May 19 | Twentieth Century Fox | false |
| 2 | The Sixth Sense | - | - | - | $276,113,671 | 2,821 | $293,506,292 | Aug 6 | Walt Disney Studios Motion Pictures | false |
| 3 | Austin Powers: The Spy Who Shagged Me | - | - | - | $206,041,479 | 3,314 | $206,040,086 | Jun 11 | New Line Cinema | false |
| 4 | Toy Story 2 | - | - | - | $199,843,054 | 3,257 | $245,852,179 | Nov 19 | Walt Disney Studios Motion Pictures | false |
| 5 | The Matrix | - | - | - | $171,479,930 | 2,903 | $171,479,930 | Mar 31 | Warner Bros. | false |
| 6 | Tarzan | - | - | - | $170,867,780 | 3,131 | $171,091,819 | Jun 16 | Walt Disney Studios Motion Pictures | false |
| 7 | Big Daddy | - | - | - | $163,479,795 | 3,254 | $163,479,795 | Jun 25 | Sony Pictures Entertainment (SPE) | false |
| 8 | The Mummy | - | - | - | $155,385,488 | 3,411 | $155,385,488 | May 7 | Universal Pictures | false |
| 9 | Runaway Bride | - | - | - | $152,005,535 | 3,240 | $152,257,509 | Jul 30 | Paramount Pictures | false |
| 10 | The Blair Witch Project | - | - | - | $140,539,099 | 2,538 | $140,539,099 | Jul 16 | Artisan Entertainment | false |
| 11 | Notting Hill | - | - | - | $116,089,678 | 2,786 | $116,089,678 | May 28 | Universal Pictures | false |
| 12 | The World Is Not Enough | - | - | - | $115,578,168 | 3,163 | $126,943,684 | Nov 19 | Metro-Goldwyn-Mayer (MGM) | false |
| 13 | Double Jeopardy | - | - | - | $113,986,729 | 3,002 | $116,741,558 | Sep 24 | Paramount Pictures | false |
| 14 | Wild Wild West | - | - | - | $113,804,681 | 3,342 | $113,804,681 | Jun 30 | Warner Bros. | false |
| 15 | Analyze This | - | - | - | $106,885,658 | 2,537 | $106,885,658 | Mar 5 | Warner Bros. | false |
| 16 | The General's Daughter | - | - | - | $102,705,852 | 2,858 | $102,705,852 | Jun 18 | Paramount Pictures | false |
| 17 | American Pie | - | - | - | $102,561,004 | 2,544 | $102,561,004 | Jul 9 | Universal Pictures | false |
| 18 | Inspector Gadget | - | - | - | $97,403,112 | 2,877 | $97,403,112 | Jul 23 | Walt Disney Studios Motion Pictures | false |
| 19 | Shakespeare in Love | - | - | - | $94,078,225 | 2,030 | $100,317,794 | Dec 11 | Miramax | false |
| 20 | Sleepy Hollow | - | - | - | $91,617,021 | 3,069 | $101,071,502 | Nov 19 | Paramount Pictures | false |
| 21 | The Haunting | - | - | - | $91,411,151 | 2,881 | $91,411,151 | Jul 23 | DreamWorks Distribution | false |
| 22 | Patch Adams | - | - | - | $88,582,577 | 2,909 | $135,026,902 | Dec 25 | Universal Pictures | false |
| 23 | Entrapment | - | - | - | $87,704,396 | 2,879 | $87,704,396 | Apr 30 | Twentieth Century Fox | false |
| 24 | Pokémon: The First Movie - Mewtwo Strikes Back | - | - | - | $83,963,465 | 3,043 | $85,744,662 | Nov 10 | Warner Bros. | false |
| 25 | Payback | - | - | - | $81,526,121 | 2,855 | $81,526,121 | Feb 5 | Paramount Pictures | false |
| 26 | Deep Blue Sea | - | - | - | $73,648,142 | 2,901 | $73,648,142 | Jul 30 | Warner Bros. | false |
| 27 | American Beauty | - | - | - | $70,519,000 | 1,990 | $130,096,601 | Sep 15 | DreamWorks Distribution | false |
| 28 | The Thomas Crown Affair | - | - | - | $69,305,181 | 2,427 | $69,305,181 | Aug 6 | Metro-Goldwyn-Mayer (MGM) | false |
| 29 | Stuart Little | - | - | - | $68,432,370 | 3,151 | $140,035,367 | Dec 17 | Sony Pictures Entertainment (SPE) | false |
| 30 | Blue Streak | - | - | - | $67,679,931 | 2,735 | $68,518,533 | Sep 17 | Sony Pictures Entertainment (SPE) | false |
| 31 | The Green Mile | - | - | - | $67,503,123 | 2,875 | $136,801,374 | Dec 10 | Warner Bros. | false |
| 32 | Bowfinger | - | - | - | $66,384,775 | 2,746 | $66,384,775 | Aug 13 | Universal Pictures | false |
| 33 | Life | - | - | - | $64,016,268 | 2,613 | $64,016,268 | Apr 16 | Universal Pictures | false |
| 34 | The Bone Collector | - | - | - | $63,459,480 | 2,623 | $66,518,655 | Nov 5 | Universal Pictures | false |
| 35 | She's All That | - | - | - | $63,366,989 | 2,654 | $63,366,989 | Jan 29 | Miramax | false |
| 36 | End of Days | - | - | - | $62,160,751 | 2,652 | $66,889,043 | Nov 24 | Universal Pictures | false |
| 37 | Three Kings | - | - | - | $58,961,670 | 2,942 | $60,652,036 | Oct 1 | Warner Bros. | false |
| 38 | A Civil Action | - | - | - | $56,554,385 | 2,319 | $56,709,981 | Dec 25 | Walt Disney Studios Motion Pictures | false |
| 39 | Stepmom | - | - | - | $55,702,051 | 2,503 | $91,137,662 | Dec 25 | Sony Pictures Entertainment (SPE) | false |
| 40 | Eyes Wide Shut | - | - | - | $55,691,208 | 2,483 | $55,691,208 | Jul 16 | Warner Bros. | false |
| 41 | Never Been Kissed | - | - | - | $55,474,756 | 2,500 | $55,474,756 | Apr 9 | Twentieth Century Fox | false |
| 42 | Forces of Nature | - | - | - | $52,900,680 | 2,335 | $52,900,680 | Mar 19 | DreamWorks Distribution | false |
| 43 | Varsity Blues | - | - | - | $52,894,169 | 2,364 | $52,894,169 | Jan 15 | Paramount Pictures | false |
| 44 | Message in a Bottle | - | - | - | $52,880,016 | 2,545 | $52,880,016 | Feb 12 | Warner Bros. | false |
| 45 | You've Got Mail | - | - | - | $52,059,121 | 2,948 | $115,821,495 | Dec 18 | Warner Bros. | false |
| 46 | South Park: Bigger, Longer & Uncut | - | - | - | $52,037,603 | 2,128 | $52,037,603 | Jun 30 | Paramount Pictures | false |
| 47 | Stigmata | - | - | - | $50,046,268 | 2,901 | $50,046,268 | Sep 10 | Metro-Goldwyn-Mayer (MGM) | false |
| 48 | Life Is Beautiful | - | - | - | $46,910,959 | 1,136 | $57,247,384 | Oct 23 | Miramax | false |
| 49 | The Prince of Egypt | - | - | - | $46,306,557 | 3,218 | $101,413,188 | Dec 18 | DreamWorks Distribution | false |
| 50 | Deuce Bigalow: Male Gigolo | - | - | - | $41,973,103 | 2,162 | $65,538,755 | Dec 10 | Walt Disney Studios Motion Pictures | false |
| 51 | House on Haunted Hill | - | - | - | $40,367,389 | 2,710 | $40,846,082 | Oct 29 | Warner Bros. | false |
| 52 | Cruel Intentions | - | - | - | $38,328,567 | 2,312 | $38,328,567 | Mar 5 | Sony Pictures Entertainment (SPE) | false |
| 53 | 10 Things I Hate About You | - | - | - | $38,178,166 | 2,311 | $38,178,166 | Mar 31 | Walt Disney Studios Motion Pictures | false |
| 54 | My Favorite Martian | - | - | - | $36,850,101 | 2,349 | $36,850,101 | Feb 12 | Walt Disney Studios Motion Pictures | false |
| 55 | 8MM | - | - | - | $36,663,315 | 2,370 | $36,663,315 | Feb 26 | Sony Pictures Entertainment (SPE) | false |
| 56 | Fight Club | - | - | - | $36,351,732 | 1,966 | $37,030,102 | Oct 15 | Twentieth Century Fox | false |
| 57 | Any Given Sunday | - | - | - | $36,195,267 | 2,505 | $75,530,832 | Dec 22 | Warner Bros. | false |
| 58 | The Thin Red Line | - | - | - | $35,755,689 | 1,657 | $36,400,491 | Dec 25 | Twentieth Century Fox | false |
| 59 | A Bug's Life | - | - | - | $35,209,001 | 2,773 | $162,798,565 | Nov 20 | Walt Disney Studios Motion Pictures | false |
| 60 | For Love of the Game | - | - | - | $35,188,640 | 2,933 | $35,188,640 | Sep 17 | Universal Pictures | false |
| 61 | Instinct | - | - | - | $34,105,207 | 2,129 | $34,105,207 | Jun 4 | Walt Disney Studios Motion Pictures | false |
| 62 | Mickey Blue Eyes | - | - | - | $33,864,342 | 2,573 | $33,864,342 | Aug 20 | Warner Bros. | false |
| 63 | The Best Man | - | - | - | $33,454,825 | 1,348 | $34,102,780 | Oct 22 | Universal Pictures | false |
| 64 | Bicentennial Man | - | - | - | $33,347,111 | 2,767 | $58,223,861 | Dec 17 | Walt Disney Studios Motion Pictures | false |
| 65 | The 13th Warrior | - | - | - | $32,698,899 | 2,313 | $32,698,899 | Aug 27 | Walt Disney Studios Motion Pictures | false |
| 66 | October Sky | - | - | - | $32,570,685 | 1,702 | $32,570,685 | Feb 19 | Universal Pictures | false |
| 67 | Lake Placid | - | - | - | $31,770,414 | 2,102 | $31,770,414 | Jul 16 | Twentieth Century Fox | false |
| 68 | Random Hearts | - | - | - | $31,502,583 | 2,697 | $31,502,583 | Oct 8 | Sony Pictures Entertainment (SPE) | false |
| 69 | Mighty Joe Young | - | - | - | $30,603,681 | 2,559 | $50,632,037 | Dec 25 | Walt Disney Studios Motion Pictures | false |
| 70 | Superstar | - | - | - | $30,060,635 | 2,016 | $30,636,478 | Oct 8 | Paramount Pictures | false |
| 71 | Mystery Men | - | - | - | $29,762,011 | 2,142 | $29,762,011 | Aug 6 | Universal Pictures | false |
| 72 | The Talented Mr. Ripley | - | - | - | $29,571,126 | 2,369 | $81,298,265 | Dec 25 | Paramount Pictures | false |
| 73 | Dogma | - | - | - | $28,792,098 | 1,292 | $30,652,890 | Nov 12 | Lionsgate | false |
| 74 | The Out-of-Towners | - | - | - | $28,544,120 | 2,128 | $28,544,120 | Apr 2 | Paramount Pictures | false |
| 75 | The Other Sister | - | - | - | $27,807,627 | 1,863 | $27,807,627 | Feb 26 | Walt Disney Studios Motion Pictures | false |
| 76 | Baby Geniuses | - | - | - | $27,250,736 | 1,702 | $27,250,736 | Mar 12 | Sony Pictures Entertainment (SPE) | false |
| 77 | The Story of Us | - | - | - | $27,100,031 | 2,175 | $27,100,031 | Oct 15 | Universal Pictures | false |
| 78 | Blast from the Past | - | - | - | $26,511,114 | 2,544 | $26,511,114 | Feb 12 | New Line Cinema | false |
| 79 | The Insider | - | - | - | $26,024,976 | 1,844 | $29,089,912 | Nov 5 | Walt Disney Studios Motion Pictures | false |
| 80 | Saving Private Ryan | - | - | - | $25,735,650 | 2,807 | $216,540,909 | Jul 24 | DreamWorks Distribution | false |
| 81 | Mysteries of Egypt | - | - | - | $25,421,337 | 27 | $40,593,486 | Aug 21 | IMAX | false |
| 82 | The Wood | - | - | - | $25,059,640 | 1,191 | $25,059,640 | Jul 16 | Paramount Pictures | false |
| 83 | Arlington Road | - | - | - | $24,756,177 | 1,631 | $24,756,177 | Jul 9 | Sony Pictures Entertainment (SPE) | false |
| 84 | T-Rex: Back to the Cretaceous | - | - | - | $24,559,133 | 38 | $53,354,743 | Oct 23 | IMAX | false |
| 85 | The Iron Giant | - | - | - | $23,159,305 | 2,179 | $23,159,305 | Aug 3 | Warner Bros. | false |
| 86 | Edtv | - | - | - | $22,431,897 | 2,631 | $22,431,897 | Mar 26 | Universal Pictures | false |
| 87 | At First Sight | - | - | - | $22,365,133 | 1,838 | $22,365,133 | Jan 15 | Metro-Goldwyn-Mayer (MGM) | false |
| 88 | The Faculty | - | - | - | $21,874,186 | 2,365 | $40,283,321 | Dec 25 | Miramax | false |
| 89 | Summer of Sam | - | - | - | $21,327,128 | 1,536 | $19,288,130 | Jul 2 | Walt Disney Studios Motion Pictures | false |
| 90 | The Bachelor | - | - | - | $21,189,442 | 2,524 | $21,760,240 | Nov 5 | New Line Cinema | false |
| 91 | Stir of Echoes | - | - | - | $21,142,914 | 1,943 | $21,142,914 | Sep 10 | Artisan Entertainment | false |
| 92 | Anna and the King | - | - | - | $20,542,369 | 2,132 | $39,263,420 | Dec 17 | Twentieth Century Fox | false |
| 93 | Man on the Moon | - | - | - | $19,924,925 | 2,079 | $34,607,430 | Dec 22 | Universal Pictures | false |
| 94 | Galaxy Quest | - | - | - | $19,918,798 | 2,450 | $71,583,916 | Dec 25 | DreamWorks Distribution | false |
| 95 | Enemy of the State | - | - | - | $19,521,933 | 2,517 | $111,549,836 | Nov 20 | Walt Disney Studios Motion Pictures | false |
| 96 | Waking Ned Devine | - | - | - | $19,456,791 | 540 | $24,792,251 | Nov 20 | Fox Searchlight Pictures | false |
| 97 | Doug's 1st Movie | - | - | - | $19,440,089 | 2,268 | $19,440,089 | Mar 26 | Walt Disney Studios Motion Pictures | false |
| 98 | An Ideal Husband | - | - | - | $18,542,974 | 772 | $18,542,974 | Jun 18 | Miramax | false |
| 99 | Everest | - | - | - | $18,427,486 | 62 | $87,178,599 | Mar 6 | MacGillivray Freeman Films | false |
| 100 | Anywhere But Here | - | - | - | $18,073,180 | 1,686 | $18,670,401 | Nov 12 | Twentieth Century Fox | false |
| 101 | Being John Malkovich | - | - | - | $17,882,657 | 630 | $22,863,596 | Oct 29 | USA Films | false |
| 102 | Drive Me Crazy | - | - | - | $17,845,337 | 2,233 | $17,845,337 | Oct 1 | Twentieth Century Fox | false |
| 103 | The Rage: Carrie 2 | - | - | - | $17,762,705 | 2,286 | $17,762,705 | Mar 12 | Metro-Goldwyn-Mayer (MGM) | false |
| 104 | Rushmore | - | - | - | $17,061,553 | 830 | $17,105,219 | Dec 11 | Walt Disney Studios Motion Pictures | false |
| 105 | Go | - | - | - | $16,943,454 | 1,563 | $16,943,454 | Apr 9 | Sony Pictures Entertainment (SPE) | false |
| 106 | True Crime | - | - | - | $16,649,768 | 1,852 | $16,649,768 | Mar 19 | Warner Bros. | false |
| 107 | Muppets from Space | - | - | - | $16,625,807 | 2,265 | $16,625,807 | Jul 14 | Sony Pictures Entertainment (SPE) | false |
| 108 | Bringing Out the Dead | - | - | - | $16,448,280 | 1,967 | $16,797,191 | Oct 22 | Paramount Pictures | false |
| 109 | Star Trek: Insurrection | - | - | - | $16,292,275 | 2,677 | $70,187,658 | Dec 11 | Paramount Pictures | false |
| 110 | A Midsummer Night's Dream | - | - | - | $16,071,990 | 1,099 | $16,071,990 | May 14 | Fox Searchlight Pictures | false |
| 111 | The Corruptor | - | - | - | $15,164,492 | 1,804 | $15,164,492 | Mar 12 | New Line Cinema | false |
| 112 | Election | - | - | - | $14,902,041 | 827 | $14,902,041 | Apr 23 | Paramount Pictures | false |
| 113 | Music of the Heart | - | - | - | $14,695,004 | 1,353 | $14,859,394 | Oct 29 | Miramax | false |
| 114 | Elizabeth | - | - | - | $14,609,738 | 624 | $30,082,699 | Nov 6 | Gramercy Pictures (I) | false |
| 115 | Tea with Mussolini | - | - | - | $14,401,563 | 284 | $14,401,563 | May 14 | Metro-Goldwyn-Mayer (MGM) | false |
| 116 | A Simple Plan | - | - | - | $14,312,353 | 675 | $16,316,273 | Dec 11 | Paramount Pictures | false |
| 117 | The Messenger: The Story of Joan of Arc | - | - | - | $14,131,298 | 2,147 | $14,276,317 | Nov 12 | Sony Pictures Entertainment (SPE) | false |
| 118 | The Rugrats Movie | - | - | - | $14,063,683 | 2,832 | $100,494,675 | Nov 20 | Paramount Pictures | false |
| 119 | Virus | - | - | - | $14,036,005 | 2,018 | $14,036,005 | Jan 15 | Universal Pictures | false |
| 120 | In Too Deep | - | - | - | $14,011,454 | 674 | $14,011,454 | Aug 27 | Miramax | false |
| 121 | The Deep End of the Ocean | - | - | - | $13,898,649 | 1,907 | $13,898,649 | Mar 12 | Sony Pictures Entertainment (SPE) | false |
| 122 | The Waterboy | - | - | - | $13,596,215 | 2,782 | $161,491,646 | Nov 6 | Walt Disney Studios Motion Pictures | false |
| 123 | The Mod Squad | - | - | - | $13,263,993 | 2,290 | $13,263,993 | Mar 26 | Metro-Goldwyn-Mayer (MGM) | false |
| 124 | Black Mask | - | - | - | $12,504,289 | 988 | $12,504,289 | May 14 | Artisan Entertainment | false |
| 125 | The Omega Code | - | - | - | $12,395,999 | 450 | $12,614,346 | Oct 15 | Providence Entertainment | false |
| 126 | In Dreams | - | - | - | $12,017,369 | 1,682 | $12,017,369 | Jan 15 | DreamWorks Distribution | false |
| 127 | The King and I | - | - | - | $11,993,021 | 2,352 | $11,993,021 | Mar 19 | Warner Bros. | false |
| 128 | The Thirteenth Floor | - | - | - | $11,916,661 | 1,815 | $11,916,661 | May 28 | Sony Pictures Entertainment (SPE) | false |
| 129 | The Adventures of Elmo in Grouchland | - | - | - | $11,683,047 | 1,210 | $11,683,047 | Oct 1 | Sony Pictures Entertainment (SPE) | false |
| 130 | The Muse | - | - | - | $11,614,954 | 1,263 | $11,614,954 | Aug 27 | USA Films | false |
| 131 | Wing Commander | - | - | - | $11,578,059 | 2,019 | $11,578,059 | Mar 12 | Twentieth Century Fox | false |
| 132 | Chill Factor | - | - | - | $11,263,966 | 2,558 | $11,263,966 | Sep 3 | Warner Bros. | false |
| 133 | Cookie's Fortune | - | - | - | $10,920,544 | 559 | $10,920,544 | Apr 2 | October Films | false |
| 134 | Office Space | - | - | - | $10,827,810 | 1,740 | $10,827,810 | Feb 19 | Twentieth Century Fox | false |
| 135 | The Astronaut's Wife | - | - | - | $10,672,566 | 2,209 | $10,672,566 | Aug 27 | New Line Cinema | false |
| 136 | Universal Soldier: The Return | - | - | - | $10,667,893 | 1,639 | $10,667,893 | Aug 20 | Sony Pictures Entertainment (SPE) | false |
| 137 | Drop Dead Gorgeous | - | - | - | $10,571,408 | 1,207 | $10,571,408 | Jul 23 | New Line Cinema | false |
| 138 | Three to Tango | - | - | - | $10,570,375 | 2,234 | $10,570,375 | Oct 22 | Warner Bros. | false |
| 139 | Bats | - | - | - | $10,155,690 | 2,540 | $10,155,690 | Oct 22 | Destination Films | false |
| 140 | Brokedown Palace | - | - | - | $10,115,013 | 1,740 | $10,115,013 | Aug 13 | Twentieth Century Fox | false |
| 141 | Dudley Do-Right | - | - | - | $9,974,410 | 1,855 | $9,974,410 | Aug 27 | Universal Pictures | false |
| 142 | Trippin' | - | - | - | $9,017,070 | 781 | $9,017,070 | May 14 | October Films | false |
| 143 | Teaching Mrs. Tingle | - | - | - | $8,951,935 | 1,710 | $8,951,935 | Aug 20 | Miramax | false |
| 144 | Mystery, Alaska | - | - | - | $8,891,623 | 1,704 | $8,891,623 | Oct 1 | Walt Disney Studios Motion Pictures | false |
| 145 | The Red Violin | - | - | - | $8,873,463 | 261 | $10,019,109 | Nov 6 | Lionsgate | false |
| 146 | Hilary and Jackie | - | - | - | $8,591,259 | 300 | $4,912,892 | Dec 30 | October Films | false |
| 147 | Pushing Tin | - | - | - | $8,408,835 | 1,284 | $8,408,835 | Apr 23 | Twentieth Century Fox | false |
| 148 | Twin Dragons | - | - | - | $8,359,717 | 1,131 | $8,359,717 | Apr 9 | Miramax | false |
| 149 | The Love Letter | - | - | - | $8,302,478 | 817 | $8,302,478 | May 21 | DreamWorks Distribution | false |
| 150 | Run Lola Run | - | - | - | $8,223,653 | 172 | $7,267,585 | Jun 18 | Sony Pictures Classics | false |
| 151 | Outside Providence | - | - | - | $7,302,522 | 1,052 | $7,302,522 | Sep 1 | Miramax | false |
| 152 | Wings of Courage | - | - | - | $7,222,905 | 11 | $15,054,636 | Apr 21 | Sony Pictures Classics | false |
| 153 | Buena Vista Social Club | - | - | - | $7,002,182 | 74 | $7,002,182 | Jun 4 | Artisan Entertainment | false |
| 154 | 200 Cigarettes | - | - | - | $6,852,450 | 978 | $6,852,450 | Feb 26 | Paramount Pictures | false |
| 155 | Africa's Elephant Kingdom | - | - | - | $6,773,225 | 15 | $13,485,455 | May 1 | IMAX | false |
| 156 | Extreme | - | - | - | $6,724,124 | 21 | $12,475,172 | Apr 2 | IMAX | false |
| 157 | Les Boys II | - | - | - | $6,658,924 | 88 | $5,974,732 | Dec 11 | Lionsgate | false |
| 158 | Jack Frost | - | - | - | $6,575,793 | 2,152 | $34,562,556 | Dec 11 | Warner Bros. | false |
| 159 | Lost & Found | - | - | - | $6,552,255 | 2,469 | $6,552,255 | Apr 23 | Warner Bros. | false |
| 160 | Affliction | - | - | - | $6,304,016 | 335 | $6,330,054 | Dec 30 | Lionsgate | false |
| 161 | Dick | - | - | - | $6,262,878 | 1,522 | $6,262,878 | Aug 3 | Sony Pictures Entertainment (SPE) | false |
| 162 | Foolish | - | - | - | $6,033,999 | 410 | $6,033,999 | Apr 9 | Artisan Entertainment | false |
| 163 | Light It Up | - | - | - | $5,985,690 | 1,252 | $5,985,690 | Nov 10 | Twentieth Century Fox | false |
| 164 | Central Station | - | - | - | $5,414,684 | 144 | $5,969,553 | Nov 20 | Sony Pictures Classics | false |
| 165 | Rush Hour | - | - | - | $5,121,529 | 2,724 | $141,186,864 | Sep 18 | New Line Cinema | false |
| 166 | Island of the Sharks | - | - | - | $5,052,994 | 17 | $10,658,505 | Apr 23 | IMAX | false |
| 167 | Jakob the Liar | - | - | - | $4,956,401 | 1,200 | $4,956,401 | Sep 24 | Sony Pictures Entertainment (SPE) | false |
| 168 | Gods and Monsters | - | - | - | $4,784,214 | 149 | $6,451,628 | Nov 6 | Lionsgate | false |
| 169 | A Walk on the Moon | - | - | - | $4,750,660 | 246 | $4,750,660 | Mar 26 | Miramax | false |
| 170 | Mumford | - | - | - | $4,555,459 | 1,452 | $4,555,459 | Sep 24 | Walt Disney Studios Motion Pictures | false |
| 171 | Flawless | - | - | - | $4,488,529 | 483 | $4,488,529 | Nov 26 | Metro-Goldwyn-Mayer (MGM) | false |
| 172 | Simply Irresistible | - | - | - | $4,398,989 | 1,359 | $4,398,989 | Feb 5 | Twentieth Century Fox | false |
| 173 | Ever After: A Cinderella Story | - | - | - | $4,292,507 | 2,067 | $65,705,771 | Jul 31 | Twentieth Century Fox | false |
| 174 | The Straight Story | - | - | - | $4,229,218 | 186 | $6,203,044 | Oct 15 | Walt Disney Studios Motion Pictures | false |
| 175 | Detroit Rock City | - | - | - | $4,217,115 | 1,802 | $4,217,115 | Aug 13 | New Line Cinema | false |
| 176 | Gloria | - | - | - | $4,197,729 | 1,527 | $4,197,729 | Jan 22 | Sony Pictures Entertainment (SPE) | false |
| 177 | Idle Hands | - | - | - | $4,152,230 | 1,611 | $4,152,230 | Apr 30 | Sony Pictures Entertainment (SPE) | false |
| 178 | Encounter in the Third Dimension | - | - | - | $4,084,376 | 16 | $7,195,792 | Feb 26 | - | false |
| 179 | Le Dîner de Cons | - | - | - | $4,071,548 | 67 | $4,071,548 | Jul 9 | Lionsgate | false |
| 180 | Playing by Heart | - | - | - | $3,959,813 | 308 | $3,970,078 | Jan 1 | Miramax | false |
| 181 | The Winslow Boy | - | - | - | $3,957,934 | 141 | $3,957,934 | Apr 30 | Sony Pictures Classics | false |
| 182 | Little Voice | - | - | - | $3,938,250 | 215 | $4,611,784 | Dec 4 | Miramax | false |
| 183 | Lock, Stock and Two Smoking Barrels | - | - | - | $3,753,929 | 161 | $3,753,929 | Mar 5 | Gramercy Pictures (I) | false |
| 184 | Fifty | - | - | - | $3,328,240 | 31 | $3,328,240 | Oct 29 | IMAX | false |
| 185 | Elvis Gratton II: Miracle à Memphis | - | - | - | $3,316,272 | 91 | $3,316,272 | Jul 2 | Lionsgate | false |
| 186 | Down in the Delta | - | - | - | $3,175,346 | 417 | $5,672,903 | Dec 25 | Miramax | false |
| 187 | Jawbreaker | - | - | - | $3,117,085 | 801 | $3,117,085 | Feb 19 | Sony Pictures Entertainment (SPE) | false |
| 188 | Thrill Ride: The Science of Fun | - | - | - | $3,082,532 | 81 | $18,798,590 | Jul 11 | Sony Pictures Classics | false |
| 189 | The Cider House Rules | - | - | - | $3,009,670 | 1,738 | $57,545,092 | Dec 10 | Miramax | false |
| 190 | eXistenZ | - | - | - | $3,001,533 | 256 | $2,856,712 | Apr 23 | Miramax | false |
| 191 | The Limey | - | - | - | $2,934,362 | 105 | $3,204,663 | Oct 8 | Artisan Entertainment | false |
| 192 | Love Stinks | - | - | - | $2,924,635 | 1,325 | $2,924,635 | Sep 10 | Independent Artists | false |
| 193 | Boys Don't Cry | - | - | - | $2,613,806 | 365 | $11,540,607 | Oct 8 | Fox Searchlight Pictures | false |
| 194 | Babe: Pig in the City | - | - | - | $2,551,680 | 2,387 | $18,319,860 | Nov 25 | Universal Pictures | false |
| 195 | Wolves | - | - | - | $2,419,255 | 16 | $4,811,282 | Jun 18 | IMAX | false |
| 196 | Living Out Loud | - | - | - | $2,375,921 | 1,087 | $12,905,901 | Oct 30 | New Line Cinema | false |
| 197 | Princess Mononoke | - | - | - | $2,375,308 | 129 | $2,375,308 | Oct 29 | Miramax | false |
| 198 | Autumn Tale | - | - | - | $2,205,339 | 53 | $2,205,339 | Jul 9 | October Films | false |
| 199 | A Dog of Flanders | - | - | - | $2,165,637 | 1,267 | $2,165,637 | Aug 27 | Warner Bros. | false |
| 200 | Limbo | - | - | - | $2,160,710 | 111 | $2,160,710 | Jun 4 | Sony Pictures Entertainment (SPE) | false |
| 201 | Mansfield Park | - | - | - | $2,141,087 | 152 | $4,775,847 | Nov 19 | Miramax | false |
| 202 | Siegfried & Roy: The Magic Box | - | - | - | $2,124,141 | 22 | $5,231,283 | Oct 1 | IMAX | false |
| 203 | Antz | - | - | - | $2,089,514 | 2,929 | $90,757,863 | Oct 2 | DreamWorks Distribution | false |
| 204 | Trick | - | - | - | $2,087,228 | 94 | $2,087,228 | Jul 23 | Fine Line Features | false |
| 205 | Ravenous | - | - | - | $2,062,405 | 1,040 | $2,062,405 | Mar 19 | Twentieth Century Fox | false |
| 206 | There's Something About Mary | - | - | - | $2,061,906 | 2,555 | $176,484,651 | Jul 15 | Twentieth Century Fox | false |
| 207 | Besieged | - | - | - | $2,048,740 | 153 | $2,048,740 | May 21 | Fine Line Features | false |
| 208 | Tango | - | - | - | $2,023,256 | 63 | $1,897,948 | Jan 22 | Sony Pictures Classics | false |
| 209 | Ba mùa | - | - | - | $2,021,698 | 66 | $2,021,698 | Apr 30 | October Films | false |
| 210 | Taal | - | - | - | $2,020,532 | 44 | $2,020,532 | Aug 13 | Eros International | false |
| 211 | Better Than Chocolate | - | - | - | $2,015,406 | 130 | $2,015,406 | Aug 13 | Trimark Pictures | false |
| 212 | Crazy in Alabama | - | - | - | $2,005,840 | 1,214 | $2,005,840 | Oct 22 | Sony Pictures Entertainment (SPE) | false |
| 213 | We Stand United | - | - | - | $2,005,094 | 69 | $2,005,094 | Nov 5 | Eros International | false |
| 214 | Happy, Texas | - | - | - | $1,955,933 | 146 | $1,955,933 | Oct 1 | Miramax | false |
| 215 | Liberty Heights | - | - | - | $1,943,150 | 115 | $3,736,868 | Nov 19 | Warner Bros. | false |
| 216 | Goodbye Lover | - | - | - | $1,940,299 | 865 | $1,940,299 | Apr 16 | Warner Bros. | false |
| 217 | All About My Mother | - | - | - | $1,886,561 | 145 | $8,272,296 | Nov 5 | Sony Pictures Classics | false |
| 218 | Vampires | - | - | - | $1,833,530 | 1,793 | $20,308,772 | Oct 30 | Sony Pictures Entertainment (SPE) | false |
| 219 | Pleasantville | - | - | - | $1,823,157 | 1,773 | $40,584,421 | Oct 23 | New Line Cinema | false |
| 220 | Asterix and Obelix vs. Caesar | - | - | - | $1,789,832 | 73 | $1,541,261 | Jun 4 | Lionsgate | false |
| 221 | The Dreamlife of Angels | - | - | - | $1,726,567 | 66 | $1,726,567 | Apr 2 | Sony Pictures Classics | false |
| 222 | Beloved | - | - | - | $1,715,353 | 1,571 | $22,852,487 | Oct 16 | Walt Disney Studios Motion Pictures | false |
| 223 | Romance | - | - | - | $1,585,642 | 74 | $1,585,642 | Sep 17 | Trimark Pictures | false |
| 224 | Hurlyburly | - | - | - | $1,506,866 | 84 | $1,798,862 | Dec 25 | Fine Line Features | false |
| 225 | Meet Joe Black | - | - | - | $1,378,395 | 2,527 | $44,619,100 | Nov 13 | Universal Pictures | false |
| 226 | Dancing at Lughnasa | - | - | - | $1,356,414 | 93 | $2,287,818 | Nov 13 | Sony Pictures Classics | false |
| 227 | The End of the Affair | - | - | - | $1,276,691 | 688 | $10,827,816 | Dec 3 | Sony Pictures Entertainment (SPE) | false |
| 228 | Wildfire: Feel the Heat | - | - | - | $1,267,456 | 7 | $2,040,635 | Mar 12 | - | false |
| 229 | Hideous Kinky | - | - | - | $1,263,279 | 78 | $1,263,279 | Apr 16 | - | false |
| 230 | Get Real | - | - | - | $1,152,979 | 40 | $1,152,979 | Apr 30 | Paramount Classics | false |
| 231 | Psycho | - | - | - | $1,122,205 | 2,489 | $21,485,655 | Dec 4 | Universal Pictures | false |
| 232 | I Still Know What You Did Last Summer | - | - | - | $1,112,228 | 2,473 | $40,002,112 | Nov 13 | Sony Pictures Entertainment (SPE) | false |
| 233 | This Is My Father | - | - | - | $1,083,975 | 51 | $1,083,975 | May 7 | Sony Pictures Classics | false |
| 234 | The General | - | - | - | $1,079,381 | 41 | $1,214,198 | Dec 18 | Sony Pictures Classics | false |
| 235 | The Siege | - | - | - | $1,072,781 | 2,582 | $40,981,289 | Nov 6 | Twentieth Century Fox | false |
| 236 | Another Day in Paradise | - | - | - | $1,031,969 | 65 | $1,036,818 | Dec 30 | Trimark Pictures | false |
| 237 | Xiu Xiu: The Sent-Down Girl | - | - | - | $1,010,933 | 22 | $1,010,933 | May 7 | - | false |
| 238 | I Have Given My Heart Away, Darling | - | - | - | $1,007,446 | 35 | $1,007,446 | Jun 18 | - | false |
| 239 | Twin Falls Idaho | - | - | - | $985,341 | 54 | $985,341 | Jul 30 | Sony Pictures Classics | false |
| 240 | Children of Heaven | - | - | - | $933,933 | 18 | $933,933 | Jan 22 | Miramax | false |
| 241 | The Castle | - | - | - | $877,621 | 257 | $877,621 | May 7 | Miramax | false |
| 242 | Edge of Seventeen | - | - | - | $871,759 | 10 | $871,759 | Apr 30 | Strand Releasing | false |
| 243 | Illuminata | - | - | - | $840,134 | 33 | $840,134 | Aug 3 | Artisan Entertainment | false |
| 244 | The King of Masks | - | - | - | $834,516 | 23 | $1,113,103 | May 14 | The Samuel Goldwyn Company | false |
| 245 | Felicia's Journey | - | - | - | $824,295 | 49 | $824,295 | Nov 12 | Artisan Entertainment | false |
| 246 | After Life | - | - | - | $801,985 | 11 | $801,985 | May 14 | Artistic License | false |
| 247 | Galapagos | - | - | - | $768,423 | 14 | $18,630,372 | Oct 29 | IMAX | false |
| 248 | Sweet and Lowdown | - | - | - | $758,800 | 239 | $4,197,015 | Dec 3 | Sony Pictures Classics | false |
| 249 | Body Shots | - | - | - | $752,122 | 309 | $752,122 | Oct 22 | New Line Cinema | false |
| 250 | The IMAX Nutcracker | - | - | - | $750,318 | 26 | $1,009,291 | Nov 12 | IMAX | false |
| 251 | Tumbleweeds | - | - | - | $739,385 | 307 | $1,350,248 | Nov 26 | Fine Line Features | false |
| 252 | American History X | - | - | - | $674,688 | 513 | $6,719,864 | Oct 30 | New Line Cinema | false |
| 253 | Baadshah | - | - | - | $660,216 | 42 | $660,216 | Aug 27 | Eros International | false |
| 254 | Magnolia | - | - | - | $650,891 | 1,086 | $22,455,976 | Dec 17 | New Line Cinema | false |
| 255 | Ringmaster | - | - | - | $646,897 | 1,320 | $9,257,103 | Nov 27 | Artisan Entertainment | false |
| 256 | My Life So Far | - | - | - | $635,620 | 22 | $635,620 | Jul 23 | Miramax | false |
| 257 | Grey Owl | - | - | - | $632,617 | 70 | $632,617 | Oct 1 | Miramax | false |
| 258 | Guinevere | - | - | - | $632,283 | 310 | $632,283 | Sep 24 | Miramax | false |
| 259 | Laura Cadieux... la suite | - | - | - | $624,199 | 59 | $777,477 | Dec 3 | Alliance Atlantis Vivafilm | false |
| 260 | Fantasia 2000 | - | - | - | $621,991 | 1,313 | $60,655,420 | Jan 1 | Walt Disney Studios Motion Pictures | false |
| 261 | The Third Man | - | - | - | $618,173 | 5 | $618,173 | May 7 | Rialto Pictures | false |
| 262 | Cradle Will Rock | - | - | - | $612,427 | 506 | $2,903,404 | Dec 10 | Walt Disney Studios Motion Pictures | false |
| 263 | Urban Legend | - | - | - | $565,975 | 2,257 | $38,072,438 | Sep 25 | Sony Pictures Entertainment (SPE) | false |
| 264 | 20 Dates | - | - | - | $541,636 | 43 | $541,636 | Feb 26 | Fox Searchlight Pictures | false |
| 265 | Still Crazy | - | - | - | $524,864 | 52 | $524,864 | Jan 22 | Sony Pictures Entertainment (SPE) | false |
| 266 | Plunkett & Macleane | - | - | - | $474,900 | 475 | $474,900 | Oct 1 | USA Films | false |
| 267 | The Celebration | - | - | - | $456,415 | 28 | $1,656,223 | Oct 9 | October Films | false |
| 268 | Ride with the Devil | - | - | - | $450,380 | 60 | $635,096 | Nov 26 | USA Films | false |
| 269 | Home Fries | - | - | - | $443,204 | 1,925 | $10,493,366 | Nov 27 | Warner Bros. | false |
| 270 | Just the Ticket | - | - | - | $430,404 | 82 | $430,404 | Feb 26 | Metro-Goldwyn-Mayer (MGM) | false |
| 271 | Earth | - | - | - | $424,798 | 18 | $424,798 | Sep 10 | Zeitgeist Films | false |
| 272 | The Last Days | - | - | - | $421,432 | 32 | $421,432 | Feb 5 | October Films | false |
| 273 | My Son the Fanatic | - | - | - | $417,683 | 20 | $417,683 | Jun 25 | Miramax | false |
| 274 | The School of Flesh | - | - | - | $402,668 | 7 | $402,668 | Feb 26 | - | false |
| 275 | Dillagi | - | - | - | $401,245 | 38 | $401,245 | Nov 19 | Eros International | false |
| 276 | Lucie Aubrac | - | - | - | $394,079 | 19 | $394,079 | Sep 17 | USA Films | false |
| 277 | Happiness | - | - | - | $381,027 | 60 | $2,982,011 | Oct 16 | Good Machine | false |
| 278 | The Mask of Zorro | - | - | - | $380,261 | 2,515 | $94,095,523 | Jul 17 | Sony Pictures Entertainment (SPE) | false |
| 279 | Head On | - | - | - | $379,384 | 6 | $379,384 | Aug 13 | Strand Releasing | false |
| 280 | Genghis Blues | - | - | - | $374,550 | 6 | $374,550 | Jul 1 | Roxie Releasing | false |
| 281 | Open Your Eyes | - | - | - | $370,720 | 34 | $370,720 | Apr 16 | Artisan Entertainment | false |
| 282 | The Minus Man | - | - | - | $370,668 | 45 | $370,668 | Sep 10 | Artisan Entertainment | false |
| 283 | My Name Is Joe | - | - | - | $354,952 | 16 | $354,952 | Jan 22 | Artisan Entertainment | false |
| 284 | Black Cat, White Cat | - | - | - | $351,447 | 11 | $351,447 | Sep 10 | USA Films | false |
| 285 | Girl, Interrupted | - | - | - | $349,906 | 1,935 | $28,912,646 | Dec 21 | Sony Pictures Entertainment (SPE) | false |
| 286 | American Movie | - | - | - | $339,864 | 29 | $1,165,795 | Nov 5 | Sony Pictures Classics | false |
| 287 | Practical Magic | - | - | - | $328,085 | 2,652 | $46,732,881 | Oct 16 | Warner Bros. | false |
| 288 | The Children of the Marshland | - | - | - | $324,006 | 18 | $324,006 | Oct 1 | Lionsgate | false |
| 289 | Trekkies | - | - | - | $318,246 | 339 | $318,246 | May 21 | Paramount Classics | false |
| 290 | Lovers of the Arctic Circle | - | - | - | $317,422 | 23 | $317,422 | Apr 9 | Fine Line Features | false |
| 291 | Le dernier souffle | - | - | - | $316,043 | 33 | $316,043 | Mar 26 | Lionsgate | false |
| 292 | Swear on India | - | - | - | $310,330 | 22 | $310,330 | Jul 23 | Eros International | false |
| 293 | SLC Punk! | - | - | - | $299,569 | 137 | $299,569 | Apr 16 | Sony Pictures Classics | false |
| 294 | Bicycle Thieves 1998 Re-release | - | - | - | $295,842 | 4 | $334,293 | Oct 2 | Kino International | false |
| 295 | Simon Sez | - | - | - | $292,152 | 504 | $292,152 | Sep 24 | Independent Artists | false |
| 296 | Fervour | - | - | - | $288,733 | 24 | $288,733 | Apr 30 | Eros International | false |
| 297 | Dil Kya Kare | - | - | - | $284,856 | 35 | $284,856 | Sep 24 | Eros International | false |
| 298 | Twice Upon a Yesterday | - | - | - | $279,757 | 47 | $279,757 | May 28 | Trimark Pictures | false |
| 299 | Beefcake | - | - | - | $276,259 | 9 | $276,259 | Oct 15 | Strand Releasing | false |
| 300 | Rosetta | - | - | - | $266,665 | 8 | $266,665 | Nov 5 | USA Films | false |
| 301 | Life Is Beautiful Dubbed | - | - | - | $259,917 | 31 | $315,880 | Nov 6 | Miramax | false |
| 302 | Dancemaker | - | - | - | $256,780 | 6 | $256,780 | Mar 3 | Artistic License | false |
| 303 | The War Zone | - | - | - | $254,776 | 12 | $254,441 | Dec 10 | Lot 47 Films | false |
| 304 | Dog Park | - | - | - | $250,147 | 512 | $250,147 | Sep 24 | New Line Cinema | false |
| 305 | Hello Brother | - | - | - | $245,034 | 41 | $245,034 | Sep 10 | - | false |
| 306 | The Harmonists | - | - | - | $244,861 | 33 | $244,861 | Mar 12 | Miramax | false |
| 307 | One Man's Hero | - | - | - | $240,067 | 52 | $240,067 | Sep 24 | Metro-Goldwyn-Mayer (MGM) | false |
| 308 | Babar: King of the Elephants | - | - | - | $227,374 | 52 | $227,374 | Feb 26 | Alliance Atlantis Vivafilm | false |
| 309 | Love Is the Devil: Study for a Portrait of Francis Bacon | - | - | - | $216,365 | 12 | $354,004 | Oct 7 | Strand Releasing | false |
| 310 | Hote Hote Pyar Hogaya | - | - | - | $214,574 | 16 | $214,574 | Jul 2 | Eros International | false |
| 311 | The Swindle | - | - | - | $210,131 | 5 | $250,899 | Dec 23 | New Yorker Films | false |
| 312 | Revelation | - | - | - | $206,755 | 15 | $206,755 | May 7 | Providence Entertainment | false |
| 313 | Belly | - | - | - | $189,702 | 630 | $9,639,390 | Nov 6 | Artisan Entertainment | false |
| 314 | I'll Be Home for Christmas | - | - | - | $189,072 | 1,776 | $12,214,338 | Nov 13 | Walt Disney Studios Motion Pictures | false |
| 315 | Breakfast of Champions | - | - | - | $178,278 | 11 | $178,278 | Sep 17 | Walt Disney Studios Motion Pictures | false |
| 316 | Sugar Town | - | - | - | $178,095 | 22 | $178,095 | Sep 17 | USA Films | false |
| 317 | Show Me Love | - | - | - | $169,331 | 7 | $169,331 | Oct 15 | Strand Releasing | false |
| 318 | The Legend of 1900 | - | - | - | $167,435 | 58 | $167,435 | Oct 29 | Fine Line Features | false |
| 319 | The Loss of Sexual Innocence | - | - | - | $164,022 | 26 | $164,022 | May 28 | Sony Pictures Entertainment (SPE) | false |
| 320 | Very Bad Things | - | - | - | $162,667 | 1,260 | $9,898,412 | Nov 27 | PolyGram | false |
| 321 | The Hi-Lo Country | - | - | - | $160,069 | 16 | $166,082 | Dec 30 | Gramercy Pictures (I) | false |
| 322 | Mast | - | - | - | $158,928 | 25 | $158,928 | Oct 15 | Eros International | false |
| 323 | The Hurricane | - | - | - | $157,000 | 2,148 | $50,699,241 | Dec 29 | Universal Pictures | false |
| 324 | Red King | - | - | - | $150,657 | 24 | $150,657 | Mar 5 | Eros International | false |
| 325 | The Wizard of Oz 1998 Re-release | - | - | - | $146,538 | 1,882 | $14,836,984 | Nov 6 | Warner Bros. | false |
| 326 | Stop Making Sense 1999 Re-release | - | - | - | $146,154 | 9 | $146,154 | May 28 | Palm Pictures | false |
| 327 | Silsila Hai Pyar Ka | - | - | - | $141,528 | 19 | $141,528 | Apr 16 | Eros International | false |
| 328 | Topsy-Turvy | - | - | - | $139,548 | 224 | $6,208,548 | Dec 15 | USA Films | false |
| 329 | Angela's Ashes | - | - | - | $138,590 | 614 | $13,042,112 | Dec 25 | Paramount Pictures | false |
| 330 | Histoires d'hiver | - | - | - | $138,411 | 30 | $138,411 | Feb 26 | - | false |
| 331 | The Emperor and the Assassin | - | - | - | $137,927 | 37 | $1,267,239 | Dec 15 | Sony Pictures Classics | false |
| 332 | Endurance | - | - | - | $137,124 | 20 | $137,124 | May 14 | Walt Disney Studios Motion Pictures | false |
| 333 | Bedrooms and Hallways | - | - | - | $136,049 | 7 | $136,049 | Sep 3 | First Run | false |
| 334 | Waco: The Rules of Engagement | - | - | - | $134,146 | 5 | $142,193 | Feb 28 | - | false |
| 335 | Matroni et moi | - | - | - | $130,572 | 40 | $130,572 | Oct 8 | Alliance Atlantis Vivafilm | false |
| 336 | Haseena Maan Jaayegi | - | - | - | $123,719 | 22 | $123,719 | Jun 25 | Eros International | false |
| 337 | Unconditional Love | - | - | - | $115,202 | 102 | $115,202 | Feb 12 | - | false |
| 338 | Thicker Than Water | - | - | - | $112,891 | 111 | $112,891 | Oct 29 | Palm Pictures | false |
| 339 | Perfect Blue | - | - | - | $112,536 | 1 | $112,536 | Aug 20 | Palm Pictures | false |
| 340 | The 24 Hour Woman | - | - | - | $109,535 | 30 | $109,535 | Jan 29 | Artisan Entertainment | false |
| 341 | Eternity and a Day | - | - | - | $107,178 | 3 | $107,178 | May 28 | Artistic License | false |
| 342 | The Adventures of Sebastian Cole | - | - | - | $100,841 | 7 | $100,841 | Aug 6 | Paramount Classics | false |
| 343 | Desert Blue | - | - | - | $100,590 | 9 | $100,590 | Jun 4 | The Samuel Goldwyn Company | false |
| 344 | 8½ 1999 Re-release | - | - | - | $98,760 | 1 | $98,760 | Apr 9 | Kino International | false |
| 345 | Train of Life | - | - | - | $98,687 | 45 | $98,687 | Nov 5 | Paramount Classics | false |
| 346 | The Very Thought of You | - | - | - | $98,378 | 5 | $98,378 | Aug 27 | Miramax | false |
| 347 | Bride of Chucky | - | - | - | $95,258 | 2,467 | $32,400,658 | Oct 16 | Universal Pictures | false |
| 348 | Snow Falling on Cedars | - | - | - | $91,212 | 1,155 | $14,417,593 | Dec 22 | Universal Pictures | false |
| 349 | Steam: The Turkish Bath | - | - | - | $88,605 | 6 | $384,793 | Nov 27 | Strand Releasing | false |
| 350 | Sunshine | - | - | - | $84,121 | 153 | $5,096,267 | Dec 17 | Paramount Classics | false |
| 351 | Vaastav: The Reality | - | - | - | $81,367 | 16 | $81,367 | Oct 15 | Eros International | false |
| 352 | Virtual Sexuality | - | - | - | $74,007 | 101 | $74,007 | Dec 3 | Sony Pictures Entertainment (SPE) | false |
| 353 | Uproar | - | - | - | $70,257 | 11 | $70,257 | Aug 3 | - | false |
| 354 | Late August, Early September | - | - | - | $69,400 | 1 | $69,400 | Jul 7 | Zeitgeist Films | false |
| 355 | Just a Little Harmless Sex | - | - | - | $66,194 | 47 | $66,194 | Jun 11 | Phaedra Cinema | false |
| 356 | Titus | - | - | - | $63,611 | 35 | $2,007,290 | Dec 25 | Fox Searchlight Pictures | false |
| 357 | Shattered Image | - | - | - | $61,634 | 24 | $106,116 | Dec 4 | Lionsgate | false |
| 358 | Shiloh 2: Shiloh Season | - | - | - | $58,946 | 35 | $58,946 | Jun 25 | - | false |
| 359 | God Said, 'Ha!' | - | - | - | $55,970 | 5 | $55,970 | Feb 12 | Miramax | false |
| 360 | Six Ways to Sunday | - | - | - | $54,751 | 6 | $54,751 | Mar 5 | - | false |
| 361 | The Grandfather | - | - | - | $54,468 | 12 | $54,468 | Oct 8 | Miramax | false |
| 362 | Southie | - | - | - | $52,819 | 2 | $52,819 | May 28 | Lionsgate | false |
| 363 | Such a Long Journey | - | - | - | $52,466 | 19 | $44,364 | Mar 24 | Sony Pictures Entertainment (SPE) | false |
| 364 | Only You | - | - | - | $50,785 | 14 | $50,785 | Jun 11 | Eros International | false |
| 365 | Following | - | - | - | $48,482 | 2 | $48,482 | Apr 2 | Zeitgeist Films | false |
| 366 | International Khiladi | - | - | - | $47,238 | 15 | $47,238 | Mar 26 | Eros International | false |
| 367 | On the Ropes | - | - | - | $46,737 | 5 | $46,737 | Aug 18 | Wellspring Media | false |
| 368 | Get Bruce | - | - | - | $44,337 | 4 | $44,337 | Sep 17 | Miramax | false |
| 369 | Regret to Inform | - | - | - | $44,204 | 3 | $44,204 | Jun 25 | Artistic License | false |
| 370 | The Theory of Flight | - | - | - | $41,548 | 13 | $73,233 | Dec 23 | Fine Line Features | false |
| 371 | Dahek: A Burning Passion | - | - | - | $41,284 | 18 | $41,284 | Dec 17 | Eros International | false |
| 372 | B. Monkey | - | - | - | $39,371 | 5 | $39,371 | Sep 10 | Miramax | false |
| 373 | Whiteboyz | - | - | - | $38,738 | 17 | $38,738 | Sep 10 | Fox Searchlight Pictures | false |
| 374 | Man of the Century | - | - | - | $34,857 | 10 | $34,857 | Oct 29 | Fine Line Features | false |
| 375 | Friends & Lovers | - | - | - | $33,543 | 53 | $33,543 | Apr 16 | Lionsgate | false |
| 376 | Holy Smoke | - | - | - | $33,307 | 93 | $1,765,545 | Dec 3 | Miramax | false |
| 377 | Beyond the Clouds | - | - | - | $31,738 | 4 | $31,738 | Dec 1 | Sceneries Distribution | false |
| 378 | Free Enterprise | - | - | - | $30,229 | 9 | $30,229 | Jun 4 | Regent Releasing | false |
| 379 | The Lovers on the Bridge | - | - | - | $29,679 | 2 | $29,679 | Jul 2 | Miramax | false |
| 380 | Beyond Beautiful | - | - | - | $29,480 | 2 | $29,480 | Jan 8 | Cowboy Pictures | false |
| 381 | Best Laid Plans | - | - | - | $27,816 | 5 | $27,816 | Sep 10 | Fox Searchlight Pictures | false |
| 382 | Finding North | - | - | - | $27,466 | 3 | $27,466 | Jun 4 | Cowboy Pictures | false |
| 383 | The Joyriders | - | - | - | $26,999 | 26 | $26,999 | Apr 16 | Providence Entertainment | false |
| 384 | Metroland | - | - | - | $26,682 | 12 | $26,682 | Apr 9 | Lionsgate | false |
| 385 | All the Little Animals | - | - | - | $26,558 | 10 | $26,558 | Sep 3 | Lionsgate | false |
| 386 | Wildfire: Feel the Heat 1999 Re-release | - | - | - | $26,227 | 6 | $858,356 | Jun 18 | - | false |
| 387 | Last Night | - | - | - | $24,057 | 28 | $591,165 | Apr 30 | Lionsgate | false |
| 388 | The Monster 1999 Re-release | - | - | - | $22,819 | 1 | $22,819 | Apr 2 | Lionsgate | false |
| 389 | 42 Up | - | - | - | $22,675 | 5 | $300,880 | Nov 17 | First Run | false |
| 390 | Frogs for Snakes | - | - | - | $21,589 | 29 | $21,589 | May 21 | Artisan Entertainment | false |
| 391 | New Rose Hotel | - | - | - | $21,521 | 2 | $21,521 | Oct 1 | Lionsgate | false |
| 392 | Clubland | - | - | - | $18,529 | 60 | $18,529 | Apr 16 | - | false |
| 393 | Onegin | - | - | - | $18,525 | 6 | $206,128 | Dec 17 | The Samuel Goldwyn Company | false |
| 394 | Molly | - | - | - | $17,650 | 12 | $17,650 | Oct 22 | Metro-Goldwyn-Mayer (MGM) | false |
| 395 | The Mighty Peking Man | - | - | - | $17,368 | 14 | $17,368 | Apr 23 | Cowboy Pictures | false |
| 396 | Beyond the Mat | - | - | - | $17,186 | 298 | $2,053,648 | Oct 22 | Lionsgate | false |
| 397 | 2by4 | - | - | - | $17,162 | 1 | $17,162 | Nov 26 | Strand Releasing | false |
| 398 | A Map of the World | - | - | - | $16,698 | 19 | $544,965 | Dec 3 | First Look International | false |
| 399 | Mr. Death: The Rise and Fall of Fred A. Leuchter, Jr. | - | - | - | $15,381 | 28 | $507,941 | Dec 29 | Lionsgate | false |
| 400 | The Apple | - | - | - | $15,207 | 4 | $15,207 | Feb 19 | New Yorker Films | false |
| 401 | Blood, Guts, Bullets and Octane | - | - | - | $15,035 | 7 | $15,035 | Apr 9 | Lionsgate | false |
| 402 | Dry Cleaning | - | - | - | $14,919 | 1 | $14,919 | Feb 5 | Strand Releasing | false |
| 403 | La Cucaracha | - | - | - | $14,692 | 11 | $14,692 | Apr 23 | - | false |
| 404 | I'm Losing You | - | - | - | $13,996 | 2 | $13,996 | Jul 16 | Strand Releasing | false |
| 405 | Among Giants | - | - | - | $13,276 | 9 | $65,748 | Mar 26 | Fox Searchlight Pictures | false |
| 406 | The Winners | - | - | - | $13,066 | 1 | $13,066 | Jan 20 | First Look International | false |
| 407 | Diamonds | - | - | - | $12,895 | 27 | $88,428 | Dec 10 | Miramax | false |
| 408 | Dial M for Murder 1999 Re-release | - | - | - | $12,562 | 1 | $12,562 | Apr 9 | Warner Bros. | false |
| 409 | The Third Miracle | - | - | - | $12,090 | 30 | $591,142 | Dec 31 | Sony Pictures Classics | false |
| 410 | Dreaming of Joseph Lees | - | - | - | $12,044 | 2 | $12,044 | Oct 29 | Fox Searchlight Pictures | false |
| 411 | Joe the King | - | - | - | $11,793 | 18 | $60,279 | Oct 15 | Trimark Pictures | false |
| 412 | Across the Sea of Time | - | - | - | $11,761 | 2 | $16,015,639 | Oct 20 | Sony Pictures Classics | false |
| 413 | Hell's Kitchen | - | - | - | $11,710 | 2 | $11,710 | Dec 3 | Cowboy Pictures | false |
| 414 | Tout Truffaut Film Festival | - | - | - | $11,206 | 1 | $11,206 | Apr 23 | WinStar Cinema | false |
| 415 | The Suburbans 1999 Re-release | - | - | - | $11,130 | 11 | $11,130 | Oct 29 | Sony Pictures Entertainment (SPE) | false |
| 416 | Agnes Browne | - | - | - | $10,473 | 21 | $148,853 | Dec 3 | USA Films | false |
| 417 | Taxman | - | - | - | $9,871 | 2 | $9,871 | Sep 17 | Phaedra Cinema | false |
| 418 | The Book of Life | - | - | - | $9,740 | 1 | $9,740 | Mar 19 | Wellspring Media | false |
| 419 | Eight Days a Week | - | - | - | $9,090 | 9 | $9,090 | Feb 26 | - | false |
| 420 | Sparkler | - | - | - | $7,326 | 1 | $7,326 | Mar 19 | Strand Releasing | false |
| 421 | I Stand Alone | - | - | - | $6,955 | 1 | $6,955 | Mar 19 | Strand Releasing | false |
| 422 | Speaking in Strings | - | - | - | $6,859 | 2 | $6,859 | Sep 10 | Seventh Art Releasing | false |
| 423 | Let It Come Down: The Life of Paul Bowles | - | - | - | $5,869 | 1 | $5,869 | Apr 30 | Zeitgeist Films | false |
| 424 | Devil's Island | - | - | - | $5,814 | 1 | $5,814 | Mar 12 | - | false |
| 425 | Leila | - | - | - | $5,294 | 1 | $5,294 | May 14 | First Run | false |
| 426 | My Dinner with Andre | - | - | - | $5,073 | 1 | $5,073 | May 14 | WinStar Cinema | false |
| 427 | Nô | - | - | - | $4,868 | 2 | $4,868 | Apr 23 | New Yorker Films | false |
| 428 | The Empty Mirror | - | - | - | $4,688 | 4 | $4,688 | May 7 | Lionsgate | false |
| 429 | Jeanne and the Perfect Guy | - | - | - | $4,417 | 1 | $4,417 | Apr 16 | Strand Releasing | false |
| 430 | A Cool, Dry Place | - | - | - | $4,390 | 2 | $4,390 | Jan 29 | Twentieth Century Fox | false |
| 431 | Het ondergronds orkest | - | - | - | $4,315 | 1 | $4,315 | Apr 2 | First Look International | false |
| 432 | Fever Pitch | - | - | - | $3,736 | 1 | $3,736 | Oct 15 | Phaedra Cinema | false |
| 433 | Suits | - | - | - | $3,676 | 2 | $3,676 | Sep 24 | Taurus Entertainment Company | false |
| 434 | Play It to the Bone | - | - | - | $3,366 | 1,588 | $8,434,146 | Dec 25 | Walt Disney Studios Motion Pictures | false |
| 435 | Strawberry Fields | - | - | - | $3,347 | 2 | $3,347 | Jun 4 | Phaedra Cinema | false |
| 436 | I'm Crazy About Iris Blond | - | - | - | $3,303 | 1 | $3,303 | May 14 | Miramax | false |
| 437 | Do You Wanna Dance? | - | - | - | $3,210 | 1 | $3,210 | Apr 16 | - | false |
| 438 | Beautopia | - | - | - | $2,870 | 1 | $2,870 | Mar 5 | Wellspring Media | false |
| 439 | Heaven | - | - | - | $2,838 | 1 | $2,838 | Apr 30 | Miramax | false |
| 440 | Telling You | - | - | - | $2,735 | 1 | $2,735 | Mar 12 | - | false |
| 441 | Knockin' on Heaven's Door | - | - | - | $2,414 | 2 | $5,710 | Aug 20 | Phaedra Cinema | false |
| 442 | The Velocity of Gary | - | - | - | $2,143 | 1 | $2,143 | Apr 30 | - | false |
| 443 | I Want You | - | - | - | $1,672 | 1 | $1,672 | Jun 4 | Gramercy Pictures (I) | false |
| 444 | The Pusher | - | - | - | $1,656 | 1 | $1,656 | May 7 | First Run | false |
| 445 | The Sticky Fingers of Time | - | - | - | $1,610 | 1 | $1,610 | Jan 8 | Strand Releasing | false |
| 446 | The Underground Comedy Movie | - | - | - | $856 | 1 | $856 | May 14 | Phaedra Cinema | false |
| 447 | Port Djema | - | - | - | $783 | 1 | $783 | Jan 1 | Shadow Distribution | false |
| 448 | Nobody | - | - | - | $488 | 1 | $488 | Jun 4 | Phaedra Cinema | false |
