| Rank
| Release
| Genre
| Budget
| Running Time
| Gross | Max Theaters | Total Gross | % of Total | Release Date | Distributor
|
|---|
| 1 | The Sixth Sense | - | - | - | $73,603,018 | 2,821 | $293,506,292 | 25.1% | Aug 6, 1999 | Walt Disney Studios Motion Pictures |
| 2 | Stigmata | - | - | - | $39,311,733 | 2,901 | $50,046,268 | 78.6% | Sep 10, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 3 | Blue Streak | - | - | - | $28,830,767 | 2,735 | $68,518,533 | 42.1% | Sep 17, 1999 | Sony Pictures Releasing |
| 4 | For Love of the Game | - | - | - | $18,947,807 | 2,933 | $35,188,640 | 53.8% | Sep 17, 1999 | Universal Pictures |
| 5 | Runaway Bride | - | - | - | $18,570,086 | 3,240 | $152,257,509 | 12.2% | Jul 30, 1999 | Paramount Pictures |
| 6 | The 13th Warrior | - | - | - | $18,328,908 | 2,313 | $32,698,899 | 56.1% | Aug 27, 1999 | Walt Disney Studios Motion Pictures |
| 7 | Double Jeopardy | - | - | - | $17,610,000 | 3,002 | $116,741,558 | 15.1% | Sep 24, 1999 | Paramount Pictures |
| 8 | Bowfinger | - | - | - | $16,523,645 | 2,746 | $66,384,775 | 24.9% | Aug 13, 1999 | Universal Pictures |
| 9 | Stir of Echoes | - | - | - | $14,884,321 | 1,943 | $21,142,914 | 70.4% | Sep 10, 1999 | Artisan Entertainment |
| 10 | The Thomas Crown Affair | - | - | - | $13,625,497 | 2,427 | $69,305,181 | 19.7% | Aug 6, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 11 | Mickey Blue Eyes | - | - | - | $10,718,583 | 2,573 | $33,864,342 | 31.7% | Aug 20, 1999 | Warner Bros. |
| 12 | The Blair Witch Project | - | - | - | $9,543,761 | 2,538 | $140,539,099 | 6.8% | Jul 16, 1999 | Artisan Entertainment |
| 13 | Chill Factor | - | - | - | $9,413,548 | 2,558 | $11,263,966 | 83.6% | Sep 3, 1999 | Warner Bros. |
| 14 | In Too Deep | - | - | - | $7,186,637 | 674 | $14,011,454 | 51.3% | Aug 27, 1999 | Miramax |
| 15 | Outside Providence | - | - | - | $6,342,435 | 1,052 | $7,302,522 | 86.9% | Sep 1, 1999 | Miramax |
| 16 | The Astronaut's Wife | - | - | - | $5,949,047 | 2,209 | $10,672,566 | 55.7% | Aug 27, 1999 | New Line Cinema |
| 17 | The Muse | - | - | - | $5,942,912 | 1,263 | $11,614,954 | 51.2% | Aug 27, 1999 | USA Films |
| 18 | Dudley Do-Right | - | - | - | $5,840,169 | 1,855 | $9,974,410 | 58.6% | Aug 27, 1999 | Universal Pictures |
| 19 | American Beauty | - | - | - | $5,724,338 | 1,990 | $130,096,601 | 4.4% | Sep 15, 1999 | DreamWorks Distribution |
| 20 | Mysteries of Egypt | - | - | - | $4,724,355 | 27 | $40,593,486 | 11.6% | Aug 21, 1998 | IMAX |
| 21 | Inspector Gadget | - | - | - | $4,653,376 | 2,877 | $97,403,112 | 4.8% | Jul 23, 1999 | Walt Disney Studios Motion Pictures |
| 22 | Star Wars: Episode I - The Phantom Menace | - | - | - | $4,531,564 | 3,126 | $431,088,295 | 1.1% | May 19, 1999 | Twentieth Century Fox |
| 23 | Deep Blue Sea | - | - | - | $4,479,464 | 2,901 | $73,648,142 | 6.1% | Jul 30, 1999 | Warner Bros. |
| 24 | American Pie | - | - | - | $3,983,655 | 2,544 | $102,561,004 | 3.9% | Jul 9, 1999 | Universal Pictures |
| 25 | Love Stinks | - | - | - | $2,924,635 | 1,325 | $2,924,635 | 100% | Sep 10, 1999 | Independent Artists |
| 26 | The Iron Giant | - | - | - | $2,656,702 | 2,179 | $23,159,305 | 11.5% | Aug 3, 1999 | Warner Bros. |
| 27 | Tarzan | - | - | - | $2,578,397 | 3,131 | $171,091,819 | 1.5% | Jun 16, 1999 | Walt Disney Studios Motion Pictures |
| 28 | Universal Soldier: The Return | - | - | - | $2,338,806 | 1,639 | $10,667,893 | 21.9% | Aug 20, 1999 | Sony Pictures Releasing |
| 29 | Mystery Men | - | - | - | $2,322,050 | 2,142 | $29,762,011 | 7.8% | Aug 6, 1999 | Universal Pictures |
| 30 | Big Daddy | - | - | - | $2,292,665 | 3,254 | $163,479,795 | 1.4% | Jun 25, 1999 | Sony Pictures Releasing |
| 31 | Teaching Mrs. Tingle | - | - | - | $2,246,212 | 1,710 | $8,951,935 | 25.1% | Aug 20, 1999 | Miramax |
| 32 | Wild Wild West | - | - | - | $1,848,841 | 3,342 | $113,804,681 | 1.6% | Jun 30, 1999 | Warner Bros. |
| 33 | Run Lola Run | - | - | - | $1,598,591 | 172 | $7,267,585 | 22% | Jun 18, 1999 | Sony Pictures Classics |
| 34 | The Red Violin | - | - | - | $1,462,727 | 261 | $10,019,109 | 14.6% | Nov 6, 1998 | Lionsgate |
| 35 | The Haunting | - | - | - | $1,454,097 | 2,881 | $91,411,151 | 1.6% | Jul 23, 1999 | DreamWorks Distribution |
| 36 | T-Rex: Back to the Cretaceous | - | - | - | $1,255,424 | 38 | $53,354,743 | 2.4% | Oct 23, 1998 | IMAX |
| 37 | A Dog of Flanders | - | - | - | $1,172,834 | 1,267 | $2,165,637 | 54.2% | Aug 27, 1999 | Warner Bros. |
| 38 | Better Than Chocolate | - | - | - | $1,119,955 | 130 | $2,015,406 | 55.6% | Aug 13, 1999 | Trimark Pictures |
| 39 | Notting Hill | - | - | - | $1,084,660 | 2,786 | $116,089,678 | 0.9% | May 28, 1999 | Universal Pictures |
| 40 | Everest | - | - | - | $1,049,351 | 62 | $87,178,599 | 1.2% | Mar 6, 1998 | MacGillivray Freeman Films |
| 41 | Austin Powers: The Spy Who Shagged Me | - | - | - | $1,042,863 | 3,314 | $206,040,086 | 0.5% | Jun 9, 1999 | New Line Cinema |
| 42 | An Ideal Husband | - | - | - | $1,039,235 | 772 | $18,542,974 | 5.6% | Jun 18, 1999 | Miramax |
| 43 | Eyes Wide Shut | - | - | - | $957,573 | 2,483 | $55,691,208 | 1.7% | Jul 16, 1999 | Warner Bros. |
| 44 | Buena Vista Social Club | - | - | - | $946,446 | 74 | $7,002,182 | 13.5% | Jun 4, 1999 | Artisan Entertainment |
| 45 | Extreme | - | - | - | $861,473 | 21 | $12,475,172 | 6.9% | Apr 2, 1999 | IMAX |
| 46 | Lake Placid | - | - | - | $840,082 | 2,102 | $31,770,414 | 2.6% | Jul 16, 1999 | Twentieth Century Fox |
| 47 | The General's Daughter | - | - | - | $814,649 | 2,858 | $102,705,852 | 0.8% | Jun 18, 1999 | Paramount Pictures |
| 48 | Jakob the Liar | - | - | - | $780,516 | 1,200 | $4,956,401 | 15.7% | Sep 24, 1999 | Sony Pictures Releasing |
| 49 | Autumn Tale | - | - | - | $758,612 | 53 | $2,205,339 | 34.4% | Jul 9, 1999 | October Films |
| 50 | Le Dîner de Cons | - | - | - | $758,017 | 67 | $4,071,548 | 18.6% | Jul 9, 1999 | Lionsgate |
| 51 | Mumford | - | - | - | $714,666 | 1,452 | $4,555,459 | 15.7% | Sep 24, 1999 | Walt Disney Studios Motion Pictures |
| 52 | Trick | - | - | - | $710,445 | 94 | $2,087,228 | 34% | Jul 23, 1999 | Fine Line Features |
| 53 | Brokedown Palace | - | - | - | $677,264 | 1,740 | $10,115,013 | 6.7% | Aug 13, 1999 | Twentieth Century Fox |
| 54 | South Park: Bigger, Longer & Uncut | - | - | - | $645,536 | 2,128 | $52,037,603 | 1.2% | Jun 30, 1999 | Paramount Pictures |
| 55 | Twin Falls Idaho | - | - | - | $555,357 | 54 | $985,341 | 56.4% | Jul 30, 1999 | Sony Pictures Classics |
| 56 | Muppets from Space | - | - | - | $506,281 | 2,265 | $16,625,807 | 3% | Jul 14, 1999 | Sony Pictures Releasing |
| 57 | Taal | - | - | - | $485,337 | 44 | $2,020,532 | 24% | Aug 13, 1999 | Eros Worldwide |
| 58 | Illuminata | - | - | - | $434,362 | 33 | $840,134 | 51.7% | Aug 3, 1999 | Artisan Entertainment |
| 59 | The Matrix | - | - | - | $401,443 | 2,903 | $171,479,930 | 0.2% | Mar 31, 1999 | Warner Bros. |
| 60 | Arlington Road | - | - | - | $390,923 | 1,631 | $24,756,177 | 1.6% | Jul 9, 1999 | Sony Pictures Releasing |
| 61 | The Mummy | - | - | - | $360,148 | 3,411 | $155,516,138 | 0.2% | May 7, 1999 | Universal Pictures |
| 62 | Island of the Sharks | - | - | - | $355,437 | 17 | $10,658,505 | 3.3% | Apr 23, 1999 | IMAX |
| 63 | Head On | - | - | - | $354,112 | 6 | $379,384 | 93.3% | Aug 13, 1999 | Strand Releasing |
| 64 | Black Cat, White Cat | - | - | - | $351,447 | 11 | $351,447 | 100% | Sep 10, 1999 | USA Films |
| 65 | Encounter in the Third Dimension | - | - | - | $323,147 | 16 | $7,195,792 | 4.5% | Feb 26, 1999 | nWave Pictures |
| 66 | Tea with Mussolini | - | - | - | $288,200 | 284 | $14,401,563 | 2% | May 14, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 67 | Drop Dead Gorgeous | - | - | - | $261,593 | 1,207 | $10,571,408 | 2.5% | Jul 23, 1999 | New Line Cinema |
| 68 | Africa's Elephant Kingdom | - | - | - | $249,042 | 15 | $13,485,455 | 1.8% | May 1, 1998 | IMAX |
| 69 | Hello Brother | - | - | - | $245,034 | 41 | $245,034 | 100% | Sep 10, 1999 | Video Sound |
| 70 | Xiu Xiu: The Sent-Down Girl | - | - | - | $223,688 | 22 | $1,010,933 | 22.1% | May 7, 1999 | Stratosphere Entertainment |
| 71 | The Wood | - | - | - | $219,731 | 1,191 | $25,059,640 | 0.9% | Jul 16, 1999 | Paramount Pictures |
| 72 | Wolves | - | - | - | $198,782 | 16 | $4,811,282 | 4.1% | Jun 18, 1999 | IMAX |
| 73 | Life Is Beautiful Dubbed | - | - | - | $195,983 | 31 | $315,880 | 62% | Nov 6, 1998 | Miramax |
| 74 | Earth | - | - | - | $145,920 | 18 | $424,798 | 34.4% | Sep 10, 1999 | Zeitgeist Films |
| 75 | Summer of Sam | - | - | - | $142,860 | 1,536 | $19,288,130 | 0.7% | Jul 2, 1999 | Walt Disney Studios Motion Pictures |
| 76 | Detroit Rock City | - | - | - | $134,235 | 1,802 | $4,217,115 | 3.2% | Aug 13, 1999 | New Line Cinema |
| 77 | Waco: The Rules of Engagement | - | - | - | $134,146 | 5 | $142,193 | 94.3% | Feb 28, 1997 | SomFord Entertainment |
| 78 | Stop Making Sense 1999 Re-release | - | - | - | $125,100 | 9 | $146,154 | 85.6% | May 28, 1999 | Palm Pictures |
| 79 | My Life So Far | - | - | - | $124,440 | 22 | $635,620 | 19.6% | Jul 23, 1999 | Miramax |
| 80 | The Minus Man | - | - | - | $99,697 | 45 | $370,668 | 26.9% | Sep 10, 1999 | Artisan Entertainment |
| 81 | Simon Sez | - | - | - | $69,696 | 504 | $292,152 | 23.9% | Sep 24, 1999 | Independent Artists |
| 82 | The Very Thought of You | - | - | - | $68,196 | 5 | $98,378 | 69.3% | Aug 27, 1999 | Miramax |
| 83 | Dil Kya Kare | - | - | - | $65,786 | 35 | $284,856 | 23.1% | Sep 24, 1999 | Eros Worldwide |
| 84 | Sugar Town | - | - | - | $61,396 | 22 | $178,095 | 34.5% | Sep 17, 1999 | USA Films |
| 85 | Breakfast of Champions | - | - | - | $60,003 | 11 | $178,278 | 33.7% | Sep 17, 1999 | Walt Disney Studios Motion Pictures |
| 86 | Romance | - | - | - | $44,829 | 74 | $1,585,642 | 2.8% | Sep 17, 1999 | Trimark Pictures |
| 87 | Get Bruce | - | - | - | $44,337 | 4 | $44,337 | 100% | Sep 17, 1999 | Miramax |
| 88 | B. Monkey | - | - | - | $39,371 | 5 | $39,371 | 100% | Sep 10, 1999 | Miramax |
| 89 | Whiteboyz | - | - | - | $38,738 | 17 | $38,738 | 100% | Sep 10, 1999 | Fox Searchlight Pictures |
| 90 | Regret to Inform | - | - | - | $33,836 | 3 | $44,204 | 76.5% | Jun 25, 1999 | Artistic License |
| 91 | Best Laid Plans | - | - | - | $27,816 | 5 | $27,816 | 100% | Sep 10, 1999 | Fox Searchlight Pictures |
| 92 | All the Little Animals | - | - | - | $26,558 | 10 | $26,558 | 100% | Sep 3, 1999 | Lionsgate |
| 93 | Guinevere | - | - | - | $24,242 | 310 | $632,283 | 3.8% | Sep 24, 1999 | Miramax |
| 94 | Lucie Aubrac | - | - | - | $19,644 | 19 | $394,079 | 5% | Sep 17, 1999 | USA Films |
| 95 | Bedrooms and Hallways | - | - | - | $19,562 | 7 | $136,049 | 14.4% | Sep 3, 1999 | First Run |
| 96 | Taxman | - | - | - | $9,871 | 2 | $9,871 | 100% | Sep 17, 1999 | Phaedra Cinema |
| 97 | Speaking in Strings | - | - | - | $6,859 | 2 | $6,859 | 100% | Sep 10, 1999 | Seventh Art Releasing |
| 98 | Suits | - | - | - | $856 | 2 | $3,676 | 23.3% | Sep 24, 1999 | Taurus Entertainment Company |
