| Rank
| Title
| Lifetime Gross | Max Theaters | Opening | Open Th | Release Date | Distributor
|
|---|
| 1 | Wedding Crashers | $209,255,921 | 3,131 | $32,200,000 | 2,925 | Jul 15, 2005 | New Line Cinema |
| 2 | What Women Want | $182,811,707 | 3,092 | $33,614,543 | 3,012 | Dec 15, 2000 | Paramount Pictures |
| 3 | Hitch | $179,495,555 | 3,575 | $43,142,214 | 3,575 | Feb 11, 2005 | Sony Pictures Releasing |
| 4 | Something's Gotta Give | $124,728,738 | 2,876 | $16,064,723 | 2,677 | Dec 12, 2003 | Sony Pictures Releasing |
| 5 | 50 First Dates | $120,908,074 | 3,612 | $39,852,237 | 3,591 | Feb 13, 2004 | Sony Pictures Releasing |
| 6 | Magic Mike | $113,721,571 | 3,120 | $39,127,170 | 2,930 | Jun 29, 2012 | Warner Bros. |
| 7 | Two Weeks Notice | $93,354,851 | 2,755 | $14,328,494 | 2,755 | Dec 20, 2002 | Warner Bros. |
| 8 | Bridget Jones's Diary | $71,543,427 | 2,547 | $10,733,933 | 1,611 | Apr 13, 2001 | Miramax |
| 9 | Boomerang | $70,052,444 | 2,145 | $13,640,706 | 2,127 | Jul 1, 1992 | Paramount Pictures |
| 10 | Ghosts of Girlfriends Past | $55,250,026 | 3,175 | $15,411,434 | 3,175 | May 1, 2009 | Warner Bros. |
| 11 | Shampoo | $49,407,734 | - | - | - | Mar 13, 1975 | Columbia Pictures |
| 12 | About a Boy | $41,385,278 | 1,756 | $8,557,630 | 1,207 | May 17, 2002 | Universal Pictures |
| 13 | Cruel Intentions | $38,328,567 | 2,312 | $13,020,565 | 2,312 | Mar 5, 1999 | Sony Pictures Releasing |
| 14 | Someone Like You | $27,343,067 | 2,349 | $10,010,600 | 2,345 | Mar 30, 2001 | Twentieth Century Fox |
| 15 | Don Jon | $24,477,704 | 2,422 | $8,677,009 | 2,422 | Sep 27, 2013 | Relativity Media |
| 16 | Down with Love | $20,305,251 | 2,123 | $45,029 | 1 | May 9, 2003 | Twentieth Century Fox |
| 17 | Skin Deep | $19,674,852 | 1,062 | $2,460,262 | 489 | Mar 3, 1989 | Twentieth Century Fox |
| 18 | How to Be a Player | $14,009,368 | 756 | $4,206,656 | 751 | Aug 8, 1997 | Gramercy Pictures (I) |
| 19 | Tomcats | $13,558,739 | 2,617 | $6,406,076 | 2,617 | Mar 30, 2001 | Revolution Studios |
| 20 | Alfie | $13,399,812 | 2,215 | $6,218,335 | 2,215 | Nov 5, 2004 | Paramount Pictures |
| 21 | Playing for Keeps | $13,103,272 | 2,840 | $5,750,288 | 2,837 | Dec 7, 2012 | FilmDistrict |
| 22 | The Man Who Loved Women | $10,964,231 | 845 | $1,347,032 | 802 | Dec 16, 1983 | Columbia Pictures |
| 23 | The Unbearable Lightness of Being | $10,006,806 | 140 | $202,189 | 13 | Feb 5, 1988 | Orion Pictures |
| 24 | Chasing Papi | $6,130,049 | 585 | $2,404,557 | 585 | Apr 16, 2003 | Twentieth Century Fox |
| 25 | Swingers | $4,555,020 | 160 | $74,118 | 8 | Oct 18, 1996 | Miramax |
| 26 | Whipped | $4,159,986 | 1,581 | $2,181,379 | 1,581 | Sep 1, 2000 | Destination Films |
| 27 | Fading Gigolo | $3,769,873 | 356 | $180,801 | 5 | Apr 18, 2014 | Millennium Entertainment |
| 28 | Roger Dodger | $1,266,828 | 61 | $47,431 | 4 | Oct 25, 2002 | Artisan Entertainment |
| 29 | Mastizaade | $43,403 | 46 | $29,878 | 46 | Jan 29, 2016 | Eros Worldwide |
