| Rank
| Title
| Lifetime Gross | Max Theaters | Opening | Open Th | Release Date | Distributor
|
|---|
| 1 | Sleepless in Seattle | $126,680,884 | 1,657 | $17,253,733 | 1,579 | Jun 25, 1993 | TriStar Pictures |
| 2 | When Harry Met Sally... | $92,823,546 | 1,174 | $1,094,453 | 41 | Jul 14, 1989 | Columbia Pictures |
| 3 | Trading Places | $90,404,800 | 1,389 | $7,348,200 | 1,375 | Jun 10, 1983 | Paramount Pictures |
| 4 | Entrapment | $87,704,396 | 2,879 | $20,145,595 | 2,814 | Apr 30, 1999 | Twentieth Century Fox |
| 5 | While You Were Sleeping | $81,057,016 | 2,086 | $9,288,915 | 1,421 | Apr 21, 1995 | Walt Disney Studios Motion Pictures |
| 6 | Bridget Jones's Diary | $71,543,427 | 2,547 | $10,733,933 | 1,611 | Apr 13, 2001 | Miramax |
| 7 | End of Days | $66,889,043 | 2,652 | $20,523,595 | 2,593 | Nov 24, 1999 | Universal Pictures |
| 8 | New Year's Eve | $54,544,638 | 3,505 | $13,019,180 | 3,505 | Dec 9, 2011 | Warner Bros. |
| 9 | Strange Days | $7,959,291 | 1,691 | $31,062 | 1 | Oct 6, 1995 | Twentieth Century Fox |
| 10 | 200 Cigarettes | $6,852,450 | 978 | $3,244,277 | 976 | Feb 26, 1999 | Paramount Pictures |
| 11 | Gridlock'd | $5,571,205 | 743 | $2,678,372 | 743 | Jan 31, 1997 | Gramercy Pictures (I) |
| 12 | The January Man | $4,611,062 | 883 | $1,716,442 | 876 | Jan 13, 1989 | Metro-Goldwyn-Mayer (MGM) |
| 13 | Four Rooms | $4,257,354 | 319 | $427,733 | 280 | Dec 22, 1995 | Miramax |
| 14 | Better Luck Tomorrow | $3,802,390 | 387 | $360,772 | 13 | Apr 11, 2003 | Paramount Pictures |
| 15 | The Hudsucker Proxy | $2,816,518 | 126 | $104,490 | 5 | Mar 11, 1994 | Warner Bros. |
| 16 | Hav Plenty | $2,284,034 | 413 | $1,102,036 | 413 | Jun 19, 1998 | Miramax |
| 17 | The White Balloon | $924,940 | - | - | - | Jan 24, 1996 | October Films |
| 18 | P.S. Your Cat Is Dead! | $28,454 | 7 | $9,424 | 5 | Jan 17, 2003 | TLA Releasing |
| 19 | A Long Way Down | $13,347 | 5 | $1,426 | 1 | Jul 11, 2014 | Magnolia Pictures |
| 20 | The Book of Life | $9,740 | 1 | $2,814 | 1 | Mar 19, 1999 | Wellspring Media |
