| Rank
| Release
| Genre
| Budget
| Running Time
| Gross | Max Theaters | Total Gross | % of Total | Release Date | Distributor
|
|---|
| 1 | Star Wars: Episode I - The Phantom Menace | - | - | - | $347,148,476 | 3,126 | $431,088,295 | 80.5% | May 19, 1999 | Twentieth Century Fox |
| 2 | The Matrix | - | - | - | $160,560,662 | 2,903 | $171,479,930 | 93.6% | Mar 31, 1999 | Warner Bros. |
| 3 | The Mummy | - | - | - | $145,366,975 | 3,411 | $155,516,138 | 93.5% | May 7, 1999 | Universal Pictures |
| 4 | Austin Powers: The Spy Who Shagged Me | - | - | - | $141,101,996 | 3,314 | $206,040,086 | 68.5% | Jun 9, 1999 | New Line Cinema |
| 5 | Notting Hill | - | - | - | $87,949,385 | 2,786 | $116,089,678 | 75.8% | May 28, 1999 | Universal Pictures |
| 6 | Entrapment | - | - | - | $83,108,597 | 2,879 | $87,704,396 | 94.8% | Apr 30, 1999 | Twentieth Century Fox |
| 7 | Tarzan | - | - | - | $65,994,673 | 3,131 | $171,091,819 | 38.6% | Jun 16, 1999 | Walt Disney Studios Motion Pictures |
| 8 | Life | - | - | - | $62,406,098 | 2,613 | $64,016,268 | 97.5% | Apr 16, 1999 | Universal Pictures |
| 9 | Never Been Kissed | - | - | - | $53,161,721 | 2,500 | $55,474,756 | 95.8% | Apr 9, 1999 | Twentieth Century Fox |
| 10 | The General's Daughter | - | - | - | $38,788,156 | 2,858 | $102,705,852 | 37.8% | Jun 18, 1999 | Paramount Pictures |
| 11 | Analyze This | - | - | - | $35,283,748 | 2,537 | $106,885,658 | 33% | Mar 5, 1999 | Warner Bros. |
| 12 | 10 Things I Hate About You | - | - | - | $33,760,394 | 2,311 | $38,178,166 | 88.4% | Mar 31, 1999 | Walt Disney Studios Motion Pictures |
| 13 | Instinct | - | - | - | $29,561,782 | 2,129 | $34,105,207 | 86.7% | Jun 4, 1999 | Walt Disney Studios Motion Pictures |
| 14 | The Out-of-Towners | - | - | - | $27,938,414 | 2,128 | $28,544,120 | 97.9% | Apr 2, 1999 | Paramount Pictures |
| 15 | Forces of Nature | - | - | - | $24,281,103 | 2,335 | $52,900,680 | 45.9% | Mar 19, 1999 | DreamWorks Distribution |
| 16 | Big Daddy | - | - | - | $20,140,550 | 3,254 | $163,479,795 | 12.3% | Jun 25, 1999 | Sony Pictures Releasing |
| 17 | Shakespeare in Love | - | - | - | $17,717,094 | 2,030 | $100,317,794 | 17.7% | Dec 11, 1998 | Miramax |
| 18 | Go | - | - | - | $16,551,348 | 1,563 | $16,943,454 | 97.7% | Apr 9, 1999 | Sony Pictures Releasing |
| 19 | Life Is Beautiful | - | - | - | $15,787,976 | 1,136 | $57,247,384 | 27.6% | Oct 23, 1998 | Miramax |
| 20 | A Midsummer Night's Dream | - | - | - | $15,265,216 | 1,099 | $16,071,990 | 95% | May 14, 1999 | Fox Searchlight Pictures |
| 21 | Election | - | - | - | $14,052,457 | 827 | $14,902,041 | 94.3% | Apr 23, 1999 | Paramount Pictures |
| 22 | Doug's 1st Movie | - | - | - | $13,704,607 | 2,268 | $19,440,089 | 70.5% | Mar 26, 1999 | Walt Disney Studios Motion Pictures |
| 23 | Edtv | - | - | - | $13,079,598 | 2,631 | $22,431,897 | 58.3% | Mar 26, 1999 | Universal Pictures |
| 24 | Black Mask | - | - | - | $11,956,385 | 988 | $12,504,289 | 95.6% | May 14, 1999 | Artisan Entertainment |
| 25 | The Thirteenth Floor | - | - | - | $10,975,650 | 1,815 | $11,916,661 | 92.1% | May 28, 1999 | Sony Pictures Releasing |
| 26 | Cookie's Fortune | - | - | - | $10,518,255 | 559 | $10,920,544 | 96.3% | Apr 2, 1999 | October Films |
| 27 | Baby Geniuses | - | - | - | $10,226,445 | 1,702 | $27,250,736 | 37.5% | Mar 12, 1999 | Sony Pictures Releasing |
| 28 | Tea with Mussolini | - | - | - | $9,422,127 | 284 | $14,401,563 | 65.4% | May 14, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 29 | Trippin' | - | - | - | $8,657,449 | 781 | $9,017,070 | 96% | May 14, 1999 | October Films |
| 30 | Pushing Tin | - | - | - | $8,408,835 | 1,284 | $8,408,835 | 100% | Apr 23, 1999 | Twentieth Century Fox |
| 31 | Twin Dragons | - | - | - | $8,120,683 | 1,131 | $8,359,717 | 97.1% | Apr 9, 1999 | Miramax |
| 32 | The Love Letter | - | - | - | $7,923,382 | 817 | $8,302,478 | 95.4% | May 21, 1999 | DreamWorks Distribution |
| 33 | T-Rex: Back to the Cretaceous | - | - | - | $6,554,511 | 38 | $53,354,743 | 12.3% | Oct 23, 1998 | IMAX |
| 34 | Lost & Found | - | - | - | $6,552,255 | 2,469 | $6,552,255 | 100% | Apr 23, 1999 | Warner Bros. |
| 35 | The Mod Squad | - | - | - | $6,536,217 | 2,290 | $13,263,993 | 49.3% | Mar 26, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 36 | October Sky | - | - | - | $6,242,220 | 1,702 | $32,570,685 | 19.2% | Feb 19, 1999 | Universal Pictures |
| 37 | Foolish | - | - | - | $5,825,794 | 410 | $6,033,999 | 96.5% | Apr 9, 1999 | Artisan Entertainment |
| 38 | True Crime | - | - | - | $5,702,228 | 1,852 | $16,649,768 | 34.2% | Mar 19, 1999 | Warner Bros. |
| 39 | Mysteries of Egypt | - | - | - | $5,413,686 | 27 | $40,593,486 | 13.3% | Aug 21, 1998 | IMAX |
| 40 | The King and I | - | - | - | $4,589,743 | 2,352 | $11,993,021 | 38.3% | Mar 19, 1999 | Warner Bros. |
| 41 | A Walk on the Moon | - | - | - | $4,578,774 | 246 | $4,750,660 | 96.4% | Mar 26, 1999 | Miramax |
| 42 | Saving Private Ryan | - | - | - | $4,553,466 | 2,807 | $216,540,909 | 2.1% | Jul 24, 1998 | DreamWorks Distribution |
| 43 | Everest | - | - | - | $4,339,284 | 62 | $87,178,599 | 5% | Mar 6, 1998 | MacGillivray Freeman Films |
| 44 | Idle Hands | - | - | - | $4,152,230 | 1,611 | $4,152,230 | 100% | Apr 30, 1999 | Sony Pictures Releasing |
| 45 | Cruel Intentions | - | - | - | $4,149,733 | 2,312 | $38,328,567 | 10.8% | Mar 5, 1999 | Sony Pictures Releasing |
| 46 | Wild Wild West | - | - | - | $3,791,514 | 3,342 | $113,804,681 | 3.3% | Jun 30, 1999 | Warner Bros. |
| 47 | eXistenZ | - | - | - | $3,001,533 | 256 | $2,856,712 | 105.1% | Apr 23, 1999 | Miramax |
| 48 | She's All That | - | - | - | $2,714,378 | 2,654 | $63,366,989 | 4.3% | Jan 29, 1999 | Miramax |
| 49 | Payback | - | - | - | $2,624,781 | 2,855 | $81,526,121 | 3.2% | Feb 5, 1999 | Paramount Pictures |
| 50 | The Other Sister | - | - | - | $2,462,400 | 1,863 | $27,807,627 | 8.9% | Feb 26, 1999 | Walt Disney Studios Motion Pictures |
| 51 | The Winslow Boy | - | - | - | $2,428,192 | 141 | $3,957,934 | 61.3% | Apr 30, 1999 | Sony Pictures Classics |
| 52 | The Prince of Egypt | - | - | - | $2,398,126 | 3,218 | $101,413,188 | 2.4% | Dec 18, 1998 | DreamWorks Distribution |
| 53 | South Park: Bigger, Longer & Uncut | - | - | - | $2,371,862 | 2,128 | $52,037,603 | 4.6% | Jun 30, 1999 | Paramount Pictures |
| 54 | The Rage: Carrie 2 | - | - | - | $2,328,345 | 2,286 | $17,762,705 | 13.1% | Mar 12, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 55 | Africa's Elephant Kingdom | - | - | - | $2,138,812 | 15 | $13,485,455 | 15.9% | May 1, 1998 | IMAX |
| 56 | A Bug's Life | - | - | - | $2,100,948 | 2,773 | $162,798,565 | 1.3% | Nov 20, 1998 | Walt Disney Studios Motion Pictures |
| 57 | Goodbye Lover | - | - | - | $1,940,299 | 865 | $1,940,299 | 100% | Apr 16, 1999 | Warner Bros. |
| 58 | Extreme | - | - | - | $1,771,055 | 21 | $12,475,172 | 14.2% | Apr 2, 1999 | IMAX |
| 59 | Three Seasons | - | - | - | $1,732,922 | 66 | $2,021,698 | 85.7% | Apr 30, 1999 | October Films |
| 60 | My Favorite Martian | - | - | - | $1,731,298 | 2,349 | $36,850,101 | 4.7% | Feb 12, 1999 | Walt Disney Studios Motion Pictures |
| 61 | The Deep End of the Ocean | - | - | - | $1,695,510 | 1,907 | $13,898,649 | 12.2% | Mar 12, 1999 | Sony Pictures Releasing |
| 62 | Lock, Stock and Two Smoking Barrels | - | - | - | $1,646,519 | 161 | $3,753,929 | 43.9% | Mar 5, 1999 | Gramercy Pictures (I) |
| 63 | Patch Adams | - | - | - | $1,618,472 | 2,909 | $135,026,902 | 1.2% | Dec 25, 1998 | Universal Pictures |
| 64 | Message in a Bottle | - | - | - | $1,594,594 | 2,545 | $52,880,016 | 3% | Feb 12, 1999 | Warner Bros. |
| 65 | The Dreamlife of Angels | - | - | - | $1,576,648 | 66 | $1,726,567 | 91.3% | Apr 2, 1999 | Sony Pictures Classics |
| 66 | Encounter in the Third Dimension | - | - | - | $1,554,867 | 16 | $7,195,792 | 21.6% | Feb 26, 1999 | nWave Pictures |
| 67 | The Corruptor | - | - | - | $1,536,569 | 1,804 | $15,164,492 | 10.1% | Mar 12, 1999 | New Line Cinema |
| 68 | The Faculty | - | - | - | $1,442,755 | 2,365 | $40,283,321 | 3.6% | Dec 25, 1998 | Miramax |
| 69 | Elizabeth | - | - | - | $1,422,748 | 624 | $30,082,699 | 4.7% | Nov 6, 1998 | Gramercy Pictures (I) |
| 70 | Besieged | - | - | - | $1,402,087 | 153 | $2,048,740 | 68.4% | May 21, 1999 | Fine Line Features |
| 71 | 8MM | - | - | - | $1,321,448 | 2,370 | $36,663,315 | 3.6% | Feb 26, 1999 | Sony Pictures Releasing |
| 72 | Hideous Kinky | - | - | - | $1,263,279 | 78 | $1,263,279 | 100% | Apr 16, 1999 | Stratosphere Entertainment |
| 73 | Gods and Monsters | - | - | - | $1,251,339 | 149 | $6,451,628 | 19.4% | Nov 6, 1998 | Lionsgate |
| 74 | Asterix and Obelix vs. Caesar | - | - | - | $1,235,607 | 73 | $1,541,261 | 80.2% | Jun 4, 1999 | Lionsgate |
| 75 | You've Got Mail | - | - | - | $1,190,118 | 2,948 | $115,821,495 | 1% | Dec 18, 1998 | Warner Bros. |
| 76 | Waking Ned Devine | - | - | - | $1,150,105 | 540 | $24,792,251 | 4.6% | Nov 20, 1998 | Fox Searchlight Pictures |
| 77 | Blast from the Past | - | - | - | $1,137,979 | 2,544 | $26,511,114 | 4.3% | Feb 12, 1999 | New Line Cinema |
| 78 | An Ideal Husband | - | - | - | $1,076,442 | 772 | $18,542,974 | 5.8% | Jun 18, 1999 | Miramax |
| 79 | Thrill Ride: The Science of Fun | - | - | - | $1,064,896 | 81 | $18,798,590 | 5.7% | Jul 11, 1997 | Sony Pictures Classics |
| 80 | Affliction | - | - | - | $1,016,442 | 335 | $6,330,054 | 16.1% | Dec 30, 1998 | Lionsgate |
| 81 | Rushmore | - | - | - | $994,124 | 830 | $17,105,219 | 5.8% | Dec 11, 1998 | Walt Disney Studios Motion Pictures |
| 82 | Central Station | - | - | - | $975,549 | 144 | $5,969,553 | 16.3% | Nov 20, 1998 | Sony Pictures Classics |
| 83 | Tango | - | - | - | $965,239 | 63 | $1,897,948 | 50.9% | Jan 22, 1999 | Sony Pictures Classics |
| 84 | Limbo | - | - | - | $941,717 | 111 | $2,160,710 | 43.6% | Jun 4, 1999 | Sony Pictures Releasing |
| 85 | Wing Commander | - | - | - | $906,011 | 2,019 | $11,578,059 | 7.8% | Mar 12, 1999 | Twentieth Century Fox |
| 86 | The Red Violin | - | - | - | $898,089 | 261 | $10,019,109 | 9% | Nov 6, 1998 | Lionsgate |
| 87 | Buena Vista Social Club | - | - | - | $875,096 | 74 | $7,002,182 | 12.5% | Jun 4, 1999 | Artisan Entertainment |
| 88 | Get Real | - | - | - | $811,955 | 40 | $1,152,979 | 70.4% | Apr 30, 1999 | Paramount Classics |
| 89 | Wolves | - | - | - | $787,414 | 16 | $4,811,282 | 16.4% | Jun 18, 1999 | IMAX |
| 90 | The Castle | - | - | - | $722,680 | 257 | $877,621 | 82.3% | May 7, 1999 | Miramax |
| 91 | A Civil Action | - | - | - | $722,020 | 2,319 | $56,709,981 | 1.3% | Dec 25, 1998 | Walt Disney Studios Motion Pictures |
| 92 | Island of the Sharks | - | - | - | $632,592 | 17 | $10,658,505 | 5.9% | Apr 23, 1999 | IMAX |
| 93 | Stepmom | - | - | - | $626,564 | 2,503 | $91,137,662 | 0.7% | Dec 25, 1998 | Sony Pictures Releasing |
| 94 | This Is My Father | - | - | - | $622,898 | 51 | $1,083,975 | 57.5% | May 7, 1999 | Sony Pictures Classics |
| 95 | Summer of Sam | - | - | - | $582,570 | 1,536 | $19,288,130 | 3% | Jul 2, 1999 | Walt Disney Studios Motion Pictures |
| 96 | Run Lola Run | - | - | - | $405,734 | 172 | $7,267,585 | 5.6% | Jun 18, 1999 | Sony Pictures Classics |
| 97 | Straight from the Heart | - | - | - | $405,282 | 35 | $1,007,446 | 40.2% | Jun 18, 1999 | Video Sound |
| 98 | A Simple Plan | - | - | - | $400,921 | 675 | $16,316,273 | 2.5% | Dec 11, 1998 | Paramount Pictures |
| 99 | Open Your Eyes | - | - | - | $370,720 | 34 | $370,720 | 100% | Apr 16, 1999 | Artisan Entertainment |
| 100 | Varsity Blues | - | - | - | $350,295 | 2,364 | $52,894,169 | 0.7% | Jan 15, 1999 | Paramount Pictures |
| 101 | Trekkies | - | - | - | $318,246 | 339 | $318,246 | 100% | May 21, 1999 | Paramount Classics |
| 102 | Lovers of the Arctic Circle | - | - | - | $317,422 | 23 | $317,422 | 100% | Apr 9, 1999 | Fine Line Features |
| 103 | The Thin Red Line | - | - | - | $312,392 | 1,657 | $36,400,491 | 0.9% | Dec 25, 1998 | Twentieth Century Fox |
| 104 | The Last Days | - | - | - | $306,050 | 32 | $421,432 | 72.6% | Feb 5, 1999 | October Films |
| 105 | SLC Punk! | - | - | - | $299,569 | 137 | $299,569 | 100% | Apr 16, 1999 | Sony Pictures Classics |
| 106 | Children of Heaven | - | - | - | $290,776 | 18 | $933,933 | 31.1% | Jan 22, 1999 | Miramax |
| 107 | Sarfarosh | - | - | - | $288,733 | 24 | $288,733 | 100% | Apr 30, 1999 | Eros Worldwide |
| 108 | Twice Upon a Yesterday | - | - | - | $279,757 | 47 | $279,757 | 100% | May 28, 1999 | Trimark Pictures |
| 109 | The General | - | - | - | $273,935 | 41 | $1,214,198 | 22.6% | Dec 18, 1998 | Sony Pictures Classics |
| 110 | Edge of Seventeen | - | - | - | $234,667 | 10 | $871,759 | 26.9% | Apr 30, 1999 | Strand Releasing |
| 111 | Dancemaker | - | - | - | $234,366 | 6 | $256,780 | 91.3% | Mar 3, 1999 | Artistic License |
| 112 | Enemy of the State | - | - | - | $229,891 | 2,517 | $111,549,836 | 0.2% | Nov 20, 1998 | Walt Disney Studios Motion Pictures |
| 113 | Xiu Xiu: The Sent-Down Girl | - | - | - | $229,244 | 22 | $1,010,933 | 22.7% | May 7, 1999 | Stratosphere Entertainment |
| 114 | Le dernier souffle | - | - | - | $226,765 | 33 | $316,043 | 71.8% | Mar 26, 1999 | Lionsgate |
| 115 | The Waterboy | - | - | - | $222,557 | 2,782 | $161,491,646 | 0.1% | Nov 6, 1998 | Walt Disney Studios Motion Pictures |
| 116 | Hilary and Jackie | - | - | - | $209,159 | 300 | $4,912,892 | 4.3% | Dec 30, 1998 | October Films |
| 117 | Revelation | - | - | - | $206,755 | 15 | $206,755 | 100% | May 7, 1999 | Providence Entertainment |
| 118 | The Swindle | - | - | - | $179,932 | 5 | $250,899 | 71.7% | Dec 23, 1998 | New Yorker Films |
| 119 | The Third Man | - | - | - | $169,969 | 5 | $618,173 | 27.5% | May 7, 1999 | Rialto Pictures |
| 120 | The King of Masks | - | - | - | $169,352 | 23 | $1,113,103 | 15.2% | May 14, 1999 | The Samuel Goldwyn Company |
| 121 | The Loss of Sexual Innocence | - | - | - | $164,022 | 26 | $164,022 | 100% | May 28, 1999 | Sony Pictures Releasing |
| 122 | 200 Cigarettes | - | - | - | $147,851 | 978 | $6,852,450 | 2.2% | Feb 26, 1999 | Paramount Pictures |
| 123 | Silsila Hai Pyar Ka | - | - | - | $141,528 | 19 | $141,528 | 100% | Apr 16, 1999 | Eros Worldwide |
| 124 | Endurance | - | - | - | $137,124 | 20 | $137,124 | 100% | May 14, 1999 | Walt Disney Studios Motion Pictures |
| 125 | The Rugrats Movie | - | - | - | $134,268 | 2,832 | $100,494,675 | 0.1% | Nov 20, 1998 | Paramount Pictures |
| 126 | Mighty Joe Young | - | - | - | $112,607 | 2,559 | $50,632,037 | 0.2% | Dec 25, 1998 | Walt Disney Studios Motion Pictures |
| 127 | Eternity and a Day | - | - | - | $107,178 | 3 | $107,178 | 100% | May 28, 1999 | Artistic License |
| 128 | Desert Blue | - | - | - | $100,590 | 9 | $100,590 | 100% | Jun 4, 1999 | The Samuel Goldwyn Company |
| 129 | 8½ 1999 Re-release | - | - | - | $98,760 | 1 | $98,760 | 100% | Apr 9, 1999 | Kino International |
| 130 | The Harmonists | - | - | - | $73,194 | 33 | $244,861 | 29.9% | Mar 12, 1999 | Miramax |
| 131 | Just a Little Harmless Sex | - | - | - | $66,194 | 47 | $66,194 | 100% | Jun 11, 1999 | Phaedra Cinema |
| 132 | Southie | - | - | - | $52,819 | 2 | $52,819 | 100% | May 28, 1999 | Lionsgate |
| 133 | Only You | - | - | - | $50,785 | 14 | $50,785 | 100% | Jun 11, 1999 | Eros Worldwide |
| 134 | Six Ways to Sunday | - | - | - | $41,490 | 6 | $54,751 | 75.8% | Mar 5, 1999 | Stratosphere Entertainment |
| 135 | Friends & Lovers | - | - | - | $33,543 | 53 | $33,543 | 100% | Apr 16, 1999 | Lionsgate |
| 136 | Free Enterprise | - | - | - | $30,229 | 9 | $30,229 | 100% | Jun 4, 1999 | Regent Releasing |
| 137 | The Joyriders | - | - | - | $26,999 | 26 | $26,999 | 100% | Apr 16, 1999 | Providence Entertainment |
| 138 | Metroland | - | - | - | $26,682 | 12 | $26,682 | 100% | Apr 9, 1999 | Lionsgate |
| 139 | My Son the Fanatic | - | - | - | $23,170 | 20 | $417,683 | 5.5% | Jun 25, 1999 | Miramax |
| 140 | The Monster 1999 Re-release | - | - | - | $22,819 | 1 | $22,819 | 100% | Apr 2, 1999 | Lionsgate |
| 141 | Frogs for Snakes | - | - | - | $21,589 | 29 | $21,589 | 100% | May 21, 1999 | Artisan Entertainment |
| 142 | Stop Making Sense 1999 Re-release | - | - | - | $21,054 | 9 | $146,154 | 14.4% | May 28, 1999 | Palm Pictures |
| 143 | Clubland | - | - | - | $18,529 | 60 | $18,529 | 100% | Apr 16, 1999 | Legacy Releasing Corporation |
| 144 | Goliathon | - | - | - | $17,368 | 14 | $17,368 | 100% | Apr 23, 1999 | Cowboy Pictures |
| 145 | Blood, Guts, Bullets and Octane | - | - | - | $15,035 | 7 | $15,035 | 100% | Apr 9, 1999 | Lionsgate |
| 146 | La Cucaracha | - | - | - | $14,692 | 11 | $14,692 | 100% | Apr 23, 1999 | - |
| 147 | Dial M for Murder 1999 Re-release | - | - | - | $12,562 | 1 | $12,562 | 100% | Apr 9, 1999 | Warner Bros. |
| 148 | After Life | - | - | - | $11,791 | 11 | $801,985 | 1.5% | May 14, 1999 | Artistic License |
| 149 | Tout Truffaut Film Festival | - | - | - | $11,206 | 1 | $11,206 | 100% | Apr 23, 1999 | WinStar Cinema |
| 150 | Following | - | - | - | $10,375 | 2 | $48,482 | 21.4% | Apr 2, 1999 | Zeitgeist Films |
| 151 | Finding North | - | - | - | $9,231 | 3 | $27,466 | 33.6% | Jun 4, 1999 | Cowboy Pictures |
| 152 | Let It Come Down: The Life of Paul Bowles | - | - | - | $5,869 | 1 | $5,869 | 100% | Apr 30, 1999 | Zeitgeist Films |
| 153 | Leila | - | - | - | $5,294 | 1 | $5,294 | 100% | May 14, 1999 | First Run |
| 154 | My Dinner with Andre | - | - | - | $5,073 | 1 | $5,073 | 100% | May 14, 1999 | WinStar Cinema |
| 155 | Nô | - | - | - | $4,868 | 2 | $4,868 | 100% | Apr 23, 1999 | New Yorker Films |
| 156 | The Empty Mirror | - | - | - | $4,688 | 4 | $4,688 | 100% | May 7, 1999 | Lionsgate |
| 157 | Jeanne and the Perfect Guy | - | - | - | $4,417 | 1 | $4,417 | 100% | Apr 16, 1999 | Strand Releasing |
| 158 | Het ondergronds orkest | - | - | - | $4,315 | 1 | $4,315 | 100% | Apr 2, 1999 | First Look International |
| 159 | Strawberry Fields | - | - | - | $3,347 | 2 | $3,347 | 100% | Jun 4, 1999 | Phaedra Cinema |
| 160 | I'm Crazy About Iris Blond | - | - | - | $3,303 | 1 | $3,303 | 100% | May 14, 1999 | Miramax |
| 161 | Do You Wanna Dance? | - | - | - | $3,210 | 1 | $3,210 | 100% | Apr 16, 1999 | Ellinas Productions |
| 162 | Regret to Inform | - | - | - | $2,962 | 3 | $44,204 | 6.7% | Jun 25, 1999 | Artistic License |
| 163 | Heaven | - | - | - | $2,838 | 1 | $2,838 | 100% | Apr 30, 1999 | Miramax |
| 164 | The Lovers on the Bridge | - | - | - | $2,342 | 2 | $29,679 | 7.9% | Jul 2, 1999 | Miramax |
| 165 | The Velocity of Gary | - | - | - | $2,143 | 1 | $2,143 | 100% | Apr 30, 1999 | Next Millenium Films |
| 166 | I Want You | - | - | - | $1,672 | 1 | $1,672 | 100% | Jun 4, 1999 | Gramercy Pictures (I) |
| 167 | The Pusher | - | - | - | $1,656 | 1 | $1,656 | 100% | May 7, 1999 | First Run |
| 168 | Shiloh 2: Shiloh Season | - | - | - | $1,516 | 35 | $58,946 | 2.6% | Jun 25, 1999 | Legacy Releasing Corporation |
| 169 | The Underground Comedy Movie | - | - | - | $856 | 1 | $856 | 100% | May 14, 1999 | Phaedra Cinema |
| 170 | Nobody | - | - | - | $488 | 1 | $488 | 100% | Jun 4, 1999 | Phaedra Cinema |
| 171 | Genghis Blues | - | - | - | $466 | 6 | $374,550 | 0.1% | Jul 1, 1999 | Roxie Releasing |
