| Rank
| Release
| Genre
| Budget
| Running Time
| Gross | Max Theaters | Total Gross | % of Total | Release Date | Distributor
|
|---|
| 1 | Star Wars: Episode I - The Phantom Menace | - | - | - | $95,962,615 | 3,126 | $431,088,295 | 22.3% | May 19, 1999 | Twentieth Century Fox |
| 2 | Austin Powers: The Spy Who Shagged Me | - | - | - | $72,236,978 | 3,314 | $206,040,086 | 35.1% | Jun 9, 1999 | New Line Cinema |
| 3 | Notting Hill | - | - | - | $42,438,660 | 2,786 | $116,089,678 | 36.6% | May 28, 1999 | Universal Pictures |
| 4 | Instinct | - | - | - | $21,206,421 | 2,129 | $34,105,207 | 62.2% | Jun 4, 1999 | Walt Disney Studios Motion Pictures |
| 5 | The Mummy | - | - | - | $20,247,725 | 3,411 | $155,516,138 | 13% | May 7, 1999 | Universal Pictures |
| 6 | Entrapment | - | - | - | $12,103,996 | 2,879 | $87,704,396 | 13.8% | Apr 30, 1999 | Twentieth Century Fox |
| 7 | The Matrix | - | - | - | $7,309,833 | 2,903 | $171,479,930 | 4.3% | Mar 31, 1999 | Warner Bros. |
| 8 | The Thirteenth Floor | - | - | - | $5,662,094 | 1,815 | $11,916,661 | 47.5% | May 28, 1999 | Sony Pictures Releasing |
| 9 | Never Been Kissed | - | - | - | $3,672,674 | 2,500 | $55,474,756 | 6.6% | Apr 9, 1999 | Twentieth Century Fox |
| 10 | A Midsummer Night's Dream | - | - | - | $3,554,979 | 1,099 | $16,071,990 | 22.1% | May 14, 1999 | Fox Searchlight Pictures |
| 11 | Tea with Mussolini | - | - | - | $2,674,315 | 284 | $14,401,563 | 18.6% | May 14, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 12 | Election | - | - | - | $2,599,476 | 827 | $14,902,041 | 17.4% | Apr 23, 1999 | Paramount Pictures |
| 13 | Life | - | - | - | $2,542,035 | 2,613 | $64,016,268 | 4% | Apr 16, 1999 | Universal Pictures |
| 14 | Black Mask | - | - | - | $2,439,414 | 988 | $12,504,289 | 19.5% | May 14, 1999 | Artisan Entertainment |
| 15 | The Love Letter | - | - | - | $2,211,426 | 817 | $8,302,478 | 26.6% | May 21, 1999 | DreamWorks Distribution |
| 16 | Trippin' | - | - | - | $1,799,912 | 781 | $9,017,070 | 20% | May 14, 1999 | October Films |
| 17 | Mysteries of Egypt | - | - | - | $1,720,141 | 27 | $40,593,486 | 4.2% | Aug 21, 1998 | IMAX |
| 18 | Analyze This | - | - | - | $1,254,864 | 2,537 | $106,885,658 | 1.2% | Mar 5, 1999 | Warner Bros. |
| 19 | T-Rex: Back to the Cretaceous | - | - | - | $1,129,140 | 38 | $53,354,743 | 2.1% | Oct 23, 1998 | IMAX |
| 20 | The Winslow Boy | - | - | - | $963,175 | 141 | $3,957,934 | 24.3% | Apr 30, 1999 | Sony Pictures Classics |
| 21 | 10 Things I Hate About You | - | - | - | $911,190 | 2,311 | $38,178,166 | 2.4% | Mar 31, 1999 | Walt Disney Studios Motion Pictures |
| 22 | Shakespeare in Love | - | - | - | $898,922 | 2,030 | $100,317,794 | 0.9% | Dec 11, 1998 | Miramax |
| 23 | Asterix and Obelix vs. Caesar | - | - | - | $726,594 | 73 | $1,541,261 | 47.1% | Jun 4, 1999 | Lionsgate |
| 24 | Everest | - | - | - | $718,404 | 62 | $87,178,599 | 0.8% | Mar 6, 1998 | MacGillivray Freeman Films |
| 25 | Baby Geniuses | - | - | - | $704,673 | 1,702 | $27,250,736 | 2.6% | Mar 12, 1999 | Sony Pictures Releasing |
| 26 | Life Is Beautiful | - | - | - | $696,971 | 1,136 | $57,247,384 | 1.2% | Oct 23, 1998 | Miramax |
| 27 | Cookie's Fortune | - | - | - | $648,644 | 559 | $10,920,544 | 5.9% | Apr 2, 1999 | October Films |
| 28 | Forces of Nature | - | - | - | $598,923 | 2,335 | $52,900,680 | 1.1% | Mar 19, 1999 | DreamWorks Distribution |
| 29 | My Favorite Martian | - | - | - | $586,193 | 2,349 | $36,850,101 | 1.6% | Feb 12, 1999 | Walt Disney Studios Motion Pictures |
| 30 | Besieged | - | - | - | $559,378 | 153 | $2,048,740 | 27.3% | May 21, 1999 | Fine Line Features |
| 31 | Extreme | - | - | - | $542,005 | 21 | $12,475,172 | 4.3% | Apr 2, 1999 | IMAX |
| 32 | October Sky | - | - | - | $497,618 | 1,702 | $32,570,685 | 1.5% | Feb 19, 1999 | Universal Pictures |
| 33 | Three Seasons | - | - | - | $497,554 | 66 | $2,021,698 | 24.6% | Apr 30, 1999 | October Films |
| 34 | Payback | - | - | - | $455,268 | 2,855 | $81,526,121 | 0.6% | Feb 5, 1999 | Paramount Pictures |
| 35 | Wolves | - | - | - | $453,410 | 16 | $4,811,282 | 9.4% | Jun 18, 1999 | IMAX |
| 36 | Limbo | - | - | - | $419,012 | 111 | $2,160,710 | 19.4% | Jun 4, 1999 | Sony Pictures Releasing |
| 37 | The Red Violin | - | - | - | $398,080 | 261 | $10,019,109 | 4% | Nov 6, 1998 | Lionsgate |
| 38 | Idle Hands | - | - | - | $397,592 | 1,611 | $4,152,230 | 9.6% | Apr 30, 1999 | Sony Pictures Releasing |
| 39 | A Walk on the Moon | - | - | - | $376,272 | 246 | $4,750,660 | 7.9% | Mar 26, 1999 | Miramax |
| 40 | She's All That | - | - | - | $365,046 | 2,654 | $63,366,989 | 0.6% | Jan 29, 1999 | Miramax |
| 41 | Buena Vista Social Club | - | - | - | $359,288 | 74 | $7,002,182 | 5.1% | Jun 4, 1999 | Artisan Entertainment |
| 42 | Africa's Elephant Kingdom | - | - | - | $358,944 | 15 | $13,485,455 | 2.7% | May 1, 1998 | IMAX |
| 43 | Encounter in the Third Dimension | - | - | - | $335,335 | 16 | $7,195,792 | 4.7% | Feb 26, 1999 | nWave Pictures |
| 44 | eXistenZ | - | - | - | $326,676 | 256 | $2,856,712 | 11.4% | Apr 23, 1999 | Miramax |
| 45 | Doug's 1st Movie | - | - | - | $315,652 | 2,268 | $19,440,089 | 1.6% | Mar 26, 1999 | Walt Disney Studios Motion Pictures |
| 46 | Pushing Tin | - | - | - | $296,770 | 1,284 | $8,408,835 | 3.5% | Apr 23, 1999 | Twentieth Century Fox |
| 47 | The Out-of-Towners | - | - | - | $289,933 | 2,128 | $28,544,120 | 1% | Apr 2, 1999 | Paramount Pictures |
| 48 | Cruel Intentions | - | - | - | $274,185 | 2,312 | $38,328,567 | 0.7% | Mar 5, 1999 | Sony Pictures Releasing |
| 49 | The Other Sister | - | - | - | $265,686 | 1,863 | $27,807,627 | 1% | Feb 26, 1999 | Walt Disney Studios Motion Pictures |
| 50 | This Is My Father | - | - | - | $228,167 | 51 | $1,083,975 | 21% | May 7, 1999 | Sony Pictures Classics |
| 51 | The Dreamlife of Angels | - | - | - | $219,055 | 66 | $1,726,567 | 12.7% | Apr 2, 1999 | Sony Pictures Classics |
| 52 | Island of the Sharks | - | - | - | $215,382 | 17 | $10,658,505 | 2% | Apr 23, 1999 | IMAX |
| 53 | The Castle | - | - | - | $209,832 | 257 | $877,621 | 23.9% | May 7, 1999 | Miramax |
| 54 | Get Real | - | - | - | $208,609 | 40 | $1,152,979 | 18.1% | Apr 30, 1999 | Paramount Classics |
| 55 | Go | - | - | - | $181,631 | 1,563 | $16,943,454 | 1.1% | Apr 9, 1999 | Sony Pictures Releasing |
| 56 | Thrill Ride: The Science of Fun | - | - | - | $180,108 | 81 | $18,798,590 | 1% | Jul 11, 1997 | Sony Pictures Classics |
| 57 | Foolish | - | - | - | $170,538 | 410 | $6,033,999 | 2.8% | Apr 9, 1999 | Artisan Entertainment |
| 58 | Hideous Kinky | - | - | - | $167,581 | 78 | $1,263,279 | 13.3% | Apr 16, 1999 | Stratosphere Entertainment |
| 59 | Twice Upon a Yesterday | - | - | - | $166,905 | 47 | $279,757 | 59.7% | May 28, 1999 | Trimark Pictures |
| 60 | Lost & Found | - | - | - | $164,388 | 2,469 | $6,552,255 | 2.5% | Apr 23, 1999 | Warner Bros. |
| 61 | Open Your Eyes | - | - | - | $160,053 | 34 | $370,720 | 43.2% | Apr 16, 1999 | Artisan Entertainment |
| 62 | The Rage: Carrie 2 | - | - | - | $123,191 | 2,286 | $17,762,705 | 0.7% | Mar 12, 1999 | Metro-Goldwyn-Mayer (MGM) |
| 63 | Tarzan | - | - | - | $99,550 | 3,131 | $171,091,819 | <0.1% | Jun 16, 1999 | Walt Disney Studios Motion Pictures |
| 64 | Trekkies | - | - | - | $90,707 | 339 | $318,246 | 28.5% | May 21, 1999 | Paramount Classics |
| 65 | Eternity and a Day | - | - | - | $89,632 | 3 | $107,178 | 83.6% | May 28, 1999 | Artistic License |
| 66 | Edtv | - | - | - | $87,084 | 2,631 | $22,431,897 | 0.4% | Mar 26, 1999 | Universal Pictures |
| 67 | Endurance | - | - | - | $82,977 | 20 | $137,124 | 60.5% | May 14, 1999 | Walt Disney Studios Motion Pictures |
| 68 | Edge of Seventeen | - | - | - | $82,496 | 10 | $871,759 | 9.5% | Apr 30, 1999 | Strand Releasing |
| 69 | Rushmore | - | - | - | $70,260 | 830 | $17,105,219 | 0.4% | Dec 11, 1998 | Walt Disney Studios Motion Pictures |
| 70 | The King of Masks | - | - | - | $69,859 | 23 | $1,113,103 | 6.3% | May 14, 1999 | The Samuel Goldwyn Company |
| 71 | Waking Ned Devine | - | - | - | $57,641 | 540 | $24,792,251 | 0.2% | Nov 20, 1998 | Fox Searchlight Pictures |
| 72 | Only You | - | - | - | $50,785 | 14 | $50,785 | 100% | Jun 11, 1999 | Eros Worldwide |
| 73 | Southie | - | - | - | $40,377 | 2 | $52,819 | 76.4% | May 28, 1999 | Lionsgate |
| 74 | The King and I | - | - | - | $36,483 | 2,352 | $11,993,021 | 0.3% | Mar 19, 1999 | Warner Bros. |
| 75 | Free Enterprise | - | - | - | $30,229 | 9 | $30,229 | 100% | Jun 4, 1999 | Regent Releasing |
| 76 | Desert Blue | - | - | - | $20,930 | 9 | $100,590 | 20.8% | Jun 4, 1999 | The Samuel Goldwyn Company |
| 77 | Just a Little Harmless Sex | - | - | - | $19,963 | 47 | $66,194 | 30.2% | Jun 11, 1999 | Phaedra Cinema |
| 78 | Run Lola Run | - | - | - | $18,995 | 172 | $7,267,585 | 0.3% | Jun 18, 1999 | Sony Pictures Classics |
| 79 | Patch Adams | - | - | - | $11,934 | 2,909 | $135,026,902 | <0.1% | Dec 25, 1998 | Universal Pictures |
| 80 | Finding North | - | - | - | $9,231 | 3 | $27,466 | 33.6% | Jun 4, 1999 | Cowboy Pictures |
| 81 | Strawberry Fields | - | - | - | $3,347 | 2 | $3,347 | 100% | Jun 4, 1999 | Phaedra Cinema |
| 82 | I Want You | - | - | - | $1,672 | 1 | $1,672 | 100% | Jun 4, 1999 | Gramercy Pictures (I) |
| 83 | Nobody | - | - | - | $488 | 1 | $488 | 100% | Jun 4, 1999 | Phaedra Cinema |
