| Rank
| Release
| Genre
| Budget
| Running Time
| Gross | Max Theaters | Total Gross | % of Total | Release Date | Distributor
|
|---|
| 1 | Star Wars: Episode I - The Phantom Menace | - | - | - | $207,099,058 | 3,126 | $431,088,295 | 48% | May 19, 1999 | Twentieth Century Fox |
| 2 | The Mummy | - | - | - | $117,235,705 | 3,411 | $155,516,138 | 75.4% | May 7, 1999 | Universal Pictures |
| 3 | Entrapment | - | - | - | $41,294,512 | 2,879 | $87,704,396 | 47.1% | Apr 30, 1999 | Twentieth Century Fox |
| 4 | Notting Hill | - | - | - | $27,689,760 | 2,786 | $116,089,678 | 23.9% | May 28, 1999 | Universal Pictures |
| 5 | The Matrix | - | - | - | $22,140,748 | 2,903 | $171,479,930 | 12.9% | Mar 31, 1999 | Warner Bros. |
| 6 | Life | - | - | - | $11,187,239 | 2,613 | $64,016,268 | 17.5% | Apr 16, 1999 | Universal Pictures |
| 7 | Never Been Kissed | - | - | - | $10,881,479 | 2,500 | $55,474,756 | 19.6% | Apr 9, 1999 | Twentieth Century Fox |
| 8 | A Midsummer Night's Dream | - | - | - | $10,806,667 | 1,099 | $16,071,990 | 67.2% | May 14, 1999 | - |
| 9 | Election | - | - | - | $10,149,530 | 827 | $14,902,041 | 68.1% | Apr 23, 1999 | Paramount Pictures |
| 10 | Black Mask | - | - | - | $9,018,056 | 988 | $12,504,289 | 72.1% | May 14, 1999 | Artisan Entertainment |
| 11 | Trippin' | - | - | - | $6,450,426 | 781 | $9,017,070 | 71.5% | May 14, 1999 | October Films |
| 12 | The Love Letter | - | - | - | $5,111,905 | 817 | $8,302,478 | 61.6% | May 21, 1999 | DreamWorks Distribution |
| 13 | Tea with Mussolini | - | - | - | $5,066,118 | 284 | $14,401,563 | 35.2% | May 14, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 14 | Analyze This | - | - | - | $4,541,803 | 2,537 | $106,885,658 | 4.2% | Mar 5, 1999 | Warner Bros. |
| 15 | The Thirteenth Floor | - | - | - | $4,286,036 | 1,815 | $11,916,661 | 36% | May 28, 1999 | Sony Pictures Releasing |
| 16 | 10 Things I Hate About You | - | - | - | $3,772,289 | 2,311 | $38,178,166 | 9.9% | Mar 31, 1999 | Walt Disney Studios Motion Pictures |
| 17 | Shakespeare in Love | - | - | - | $3,434,689 | 2,030 | $100,317,794 | 3.4% | Dec 11, 1998 | Miramax |
| 18 | Life Is Beautiful | - | - | - | $2,877,677 | 1,136 | $57,247,384 | 5% | Oct 23, 1998 | Miramax |
| 19 | Cookie's Fortune | - | - | - | $2,782,499 | 559 | $10,920,544 | 25.5% | Apr 2, 1999 | October Films |
| 20 | The Out-of-Towners | - | - | - | $2,205,205 | 2,128 | $28,544,120 | 7.7% | Apr 2, 1999 | Paramount Pictures |
| 21 | Forces of Nature | - | - | - | $1,878,479 | 2,335 | $52,900,680 | 3.6% | Mar 19, 1999 | DreamWorks Distribution |
| 22 | Pushing Tin | - | - | - | $1,769,389 | 1,284 | $8,408,835 | 21% | Apr 23, 1999 | Twentieth Century Fox |
| 23 | She's All That | - | - | - | $1,717,021 | 2,654 | $63,366,989 | 2.7% | Jan 29, 1999 | Miramax |
| 24 | T-Rex: Back to the Cretaceous | - | - | - | $1,670,388 | 38 | $53,354,743 | 3.1% | Oct 23, 1998 | IMAX |
| 25 | A Walk on the Moon | - | - | - | $1,463,191 | 246 | $4,750,660 | 30.8% | Mar 26, 1999 | Miramax |
| 26 | Go | - | - | - | $1,436,595 | 1,563 | $16,943,454 | 8.5% | Apr 9, 1999 | Sony Pictures Releasing |
| 27 | Idle Hands | - | - | - | $1,405,284 | 1,611 | $4,152,230 | 33.8% | Apr 30, 1999 | Sony Pictures Releasing |
| 28 | October Sky | - | - | - | $1,259,714 | 1,702 | $32,570,685 | 3.9% | Feb 19, 1999 | Universal Pictures |
| 29 | Lost & Found | - | - | - | $1,029,361 | 2,469 | $6,552,255 | 15.7% | Apr 23, 1999 | Warner Bros. |
| 30 | Saving Private Ryan | - | - | - | $1,014,836 | 2,807 | $216,540,909 | 0.5% | Jul 24, 1998 | DreamWorks Distribution |
| 31 | Three Seasons | - | - | - | $953,186 | 66 | $2,021,698 | 47.1% | Apr 30, 1999 | October Films |
| 32 | Baby Geniuses | - | - | - | $934,221 | 1,702 | $27,250,736 | 3.4% | Mar 12, 1999 | Sony Pictures Releasing |
| 33 | Everest | - | - | - | $894,363 | 62 | $87,178,599 | 1% | Mar 6, 1998 | MacGillivray Freeman Films |
| 34 | Doug's 1st Movie | - | - | - | $846,492 | 2,268 | $19,440,089 | 4.4% | Mar 26, 1999 | Walt Disney Studios Motion Pictures |
| 35 | Payback | - | - | - | $786,796 | 2,855 | $81,526,121 | 1% | Feb 5, 1999 | Paramount Pictures |
| 36 | The Winslow Boy | - | - | - | $761,275 | 141 | $3,957,934 | 19.2% | Apr 30, 1999 | Sony Pictures Classics |
| 37 | Africa's Elephant Kingdom | - | - | - | $741,979 | 15 | $13,485,455 | 5.5% | May 1, 1998 | IMAX |
| 38 | eXistenZ | - | - | - | $688,564 | 256 | $2,856,712 | 24.1% | Apr 23, 1999 | Miramax |
| 39 | Foolish | - | - | - | $680,123 | 410 | $6,033,999 | 11.3% | Apr 9, 1999 | Artisan Entertainment |
| 40 | Twin Dragons | - | - | - | $679,875 | 1,131 | $8,359,717 | 8.1% | Apr 9, 1999 | Miramax |
| 41 | The King and I | - | - | - | $655,176 | 2,352 | $11,993,021 | 5.5% | Mar 19, 1999 | Warner Bros. |
| 42 | The Other Sister | - | - | - | $634,915 | 1,863 | $27,807,627 | 2.3% | Feb 26, 1999 | Walt Disney Studios Motion Pictures |
| 43 | Encounter in the Third Dimension | - | - | - | $616,526 | 16 | $7,195,792 | 8.6% | Feb 26, 1999 | - |
| 44 | Edtv | - | - | - | $598,976 | 2,631 | $22,431,897 | 2.7% | Mar 26, 1999 | Universal Pictures |
| 45 | The Deep End of the Ocean | - | - | - | $573,916 | 1,907 | $13,898,649 | 4.1% | Mar 12, 1999 | Sony Pictures Releasing |
| 46 | Cruel Intentions | - | - | - | $499,854 | 2,312 | $38,328,567 | 1.3% | Mar 5, 1999 | Sony Pictures Releasing |
| 47 | The Dreamlife of Angels | - | - | - | $493,380 | 66 | $1,726,567 | 28.6% | Apr 2, 1999 | Sony Pictures Classics |
| 48 | Thrill Ride: The Science of Fun | - | - | - | $481,000 | 81 | $18,798,590 | 2.6% | Jul 11, 1997 | Sony Pictures Classics |
| 49 | 8MM | - | - | - | $441,694 | 2,370 | $36,663,315 | 1.2% | Feb 26, 1999 | Sony Pictures Releasing |
| 50 | Lock, Stock and Two Smoking Barrels | - | - | - | $409,889 | 161 | $3,753,929 | 10.9% | Mar 5, 1999 | Gramercy Pictures (I) |
| 51 | The Castle | - | - | - | $404,057 | 257 | $877,621 | 46% | May 7, 1999 | Miramax |
| 52 | My Favorite Martian | - | - | - | $395,707 | 2,349 | $36,850,101 | 1.1% | Feb 12, 1999 | Walt Disney Studios Motion Pictures |
| 53 | Hideous Kinky | - | - | - | $367,282 | 78 | $1,263,279 | 29.1% | Apr 16, 1999 | - |
| 54 | Get Real | - | - | - | $365,815 | 40 | $1,152,979 | 31.7% | Apr 30, 1999 | Paramount Classics |
| 55 | The Prince of Egypt | - | - | - | $357,337 | 3,218 | $101,413,188 | 0.4% | Dec 18, 1998 | DreamWorks Distribution |
| 56 | Besieged | - | - | - | $327,876 | 153 | $2,048,740 | 16% | May 21, 1999 | Fine Line Features |
| 57 | The Faculty | - | - | - | $316,664 | 2,365 | $40,283,321 | 0.8% | Dec 25, 1998 | Miramax |
| 58 | True Crime | - | - | - | $314,910 | 1,852 | $16,649,768 | 1.9% | Mar 19, 1999 | Warner Bros. |
| 59 | Waking Ned Devine | - | - | - | $275,390 | 540 | $24,792,251 | 1.1% | Nov 20, 1998 | - |
| 60 | Lovers of the Arctic Circle | - | - | - | $269,004 | 23 | $317,422 | 84.7% | Apr 9, 1999 | Fine Line Features |
| 61 | Trekkies | - | - | - | $227,534 | 339 | $318,246 | 71.5% | May 21, 1999 | Paramount Classics |
| 62 | This Is My Father | - | - | - | $222,156 | 51 | $1,083,975 | 20.5% | May 7, 1999 | Sony Pictures Classics |
| 63 | Gods and Monsters | - | - | - | $220,244 | 149 | $6,451,628 | 3.4% | Nov 6, 1998 | Lionsgate Films |
| 64 | Island of the Sharks | - | - | - | $215,444 | 17 | $10,658,505 | 2% | Apr 23, 1999 | IMAX |
| 65 | The Rage: Carrie 2 | - | - | - | $211,621 | 2,286 | $17,762,705 | 1.2% | Mar 12, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 66 | The Mod Squad | - | - | - | $209,894 | 2,290 | $13,263,993 | 1.6% | Mar 26, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 67 | Revelation | - | - | - | $206,755 | 15 | $206,755 | 100% | May 7, 1999 | Providence Entertainment |
| 68 | Patch Adams | - | - | - | $199,168 | 2,909 | $135,026,902 | 0.1% | Dec 25, 1998 | Universal Pictures |
| 69 | The Swindle | - | - | - | $179,932 | 5 | $250,899 | 71.7% | Dec 23, 1998 | New Yorker Films |
| 70 | Rushmore | - | - | - | $171,419 | 830 | $17,105,219 | 1% | Dec 11, 1998 | Walt Disney Studios Motion Pictures |
| 71 | Blast from the Past | - | - | - | $160,634 | 2,544 | $26,511,114 | 0.6% | Feb 12, 1999 | New Line Cinema |
| 72 | Mysteries of Egypt | - | - | - | $153,879 | 27 | $40,593,486 | 0.4% | Aug 21, 1998 | IMAX |
| 73 | Message in a Bottle | - | - | - | $146,836 | 2,545 | $52,880,016 | 0.3% | Feb 12, 1999 | Warner Bros. |
| 74 | Edge of Seventeen | - | - | - | $105,099 | 10 | $871,759 | 12.1% | Apr 30, 1999 | Strand Releasing |
| 75 | Sarfarosh | - | - | - | $103,896 | 24 | $288,733 | 36% | Apr 30, 1999 | Eros Worldwide |
| 76 | Xiu Xiu: The Sent-Down Girl | - | - | - | $94,116 | 22 | $1,010,933 | 9.3% | May 7, 1999 | - |
| 77 | Goodbye Lover | - | - | - | $89,772 | 865 | $1,940,299 | 4.6% | Apr 16, 1999 | Warner Bros. |
| 78 | Dancemaker | - | - | - | $78,601 | 6 | $256,780 | 30.6% | Mar 3, 1999 | Artistic License |
| 79 | A Bug's Life | - | - | - | $77,453 | 2,773 | $162,798,565 | <0.1% | Nov 20, 1998 | Walt Disney Studios Motion Pictures |
| 80 | Extreme | - | - | - | $65,833 | 21 | $12,475,172 | 0.5% | Apr 2, 1999 | IMAX |
| 81 | Central Station | - | - | - | $61,235 | 144 | $5,969,553 | 1% | Nov 20, 1998 | Sony Pictures Classics |
| 82 | Endurance | - | - | - | $54,147 | 20 | $137,124 | 39.5% | May 14, 1999 | Walt Disney Studios Motion Pictures |
| 83 | The Loss of Sexual Innocence | - | - | - | $50,354 | 26 | $164,022 | 30.7% | May 28, 1999 | Sony Pictures Releasing |
| 84 | Open Your Eyes | - | - | - | $42,841 | 34 | $370,720 | 11.6% | Apr 16, 1999 | Artisan Entertainment |
| 85 | Frogs for Snakes | - | - | - | $21,589 | 29 | $21,589 | 100% | May 21, 1999 | Artisan Entertainment |
| 86 | Stop Making Sense 1999 Re-release | - | - | - | $21,054 | 9 | $146,154 | 14.4% | May 28, 1999 | Palm Pictures |
| 87 | Eternity and a Day | - | - | - | $17,544 | 3 | $107,178 | 16.4% | May 28, 1999 | Artistic License |
| 88 | The Third Man | - | - | - | $13,576 | 5 | $618,173 | 2.2% | May 7, 1999 | Rialto Pictures |
| 89 | Twice Upon a Yesterday | - | - | - | $13,404 | 47 | $279,757 | 4.8% | May 28, 1999 | Trimark Pictures |
| 90 | Southie | - | - | - | $12,440 | 2 | $52,819 | 23.6% | May 28, 1999 | Lionsgate Films |
| 91 | Goliathon | - | - | - | $12,368 | 14 | $17,368 | 71.2% | Apr 23, 1999 | Cowboy Pictures |
| 92 | After Life | - | - | - | $11,791 | 11 | $801,985 | 1.5% | May 14, 1999 | Artistic License |
| 93 | Leila | - | - | - | $5,294 | 1 | $5,294 | 100% | May 14, 1999 | First Run |
| 94 | My Dinner with Andre | - | - | - | $5,073 | 1 | $5,073 | 100% | May 14, 1999 | WinStar Cinema |
| 95 | The Empty Mirror | - | - | - | $4,688 | 4 | $4,688 | 100% | May 7, 1999 | Lionsgate Films |
| 96 | I'm Crazy About Iris Blond | - | - | - | $3,303 | 1 | $3,303 | 100% | May 14, 1999 | Miramax |
| 97 | The Pusher | - | - | - | $1,656 | 1 | $1,656 | 100% | May 7, 1999 | First Run |
| 98 | The Underground Comedy Movie | - | - | - | $856 | 1 | $856 | 100% | May 14, 1999 | Phaedra Cinema |
