| Rank
| Title
| Lifetime Gross | Max Theaters | Opening | Open Th | Release Date | Distributor
|
|---|
| 1 | Runaway Bride | $21,876,314 | 2 | - | - | Dec 17, 1999 | - |
| 2 | Bridget Jones: The Edge of Reason | $15,073,062 | 428 | $4,291,627 | 399 | Jan 7, 2005 | United International Pictures |
| 3 | My Big Fat Greek Wedding | $14,562,268 | 277 | - | - | Dec 6, 2002 | - |
| 4 | Intolerable Cruelty | $11,642,818 | 350 | - | - | Oct 17, 2003 | - |
| 5 | Midnight in Paris | $10,973,594 | 476 | $2,952,757 | 420 | Dec 2, 2011 | Medusa Distribuzione |
| 6 | Hitch | $10,698,009 | 296 | $2,491,398 | 288 | Mar 11, 2005 | Sony Pictures Releasing |
| 7 | Sex and the City | $9,817,656 | 552 | $2,739,591 | 552 | May 30, 2008 | 01 Distribution |
| 8 | The Heartbreak Kid | $8,754,310 | 293 | $2,703,815 | 293 | Nov 9, 2007 | Universal Pictures International (UPI) |
| 9 | Something's Gotta Give | $8,441,993 | 264 | $1,604,306 | 246 | Feb 6, 2004 | - |
| 10 | Love Actually | $8,186,390 | 372 | - | - | Nov 14, 2003 | - |
| 11 | Sex and the City 2 | $7,802,889 | 476 | $2,072,658 | 445 | May 28, 2010 | Warner Bros. |
| 12 | A Good Year | $7,205,533 | 267 | $575,479 | 155 | Dec 15, 2006 | Medusa Distribuzione |
| 13 | Silver Linings Playbook | $6,584,095 | 282 | $1,614,561 | 255 | Mar 7, 2013 | Eagle Pictures |
| 14 | The Proposal | $6,416,839 | 354 | $1,424,464 | 354 | Sep 3, 2009 | Walt Disney Pictures |
| 15 | Bridget Jones's Baby | $6,399,602 | 521 | $1,858,102 | 421 | Sep 22, 2016 | Universal Pictures International (UPI) |
| 16 | Confessions of a Shopaholic | $6,192,300 | 369 | $2,056,487 | 369 | Feb 27, 2009 | Walt Disney Pictures |
| 17 | The Holiday | $6,079,376 | 319 | $1,988,456 | 316 | Feb 9, 2007 | Universal Pictures International (UPI) |
| 18 | Along Came Polly | $6,059,644 | 248 | $1,814,606 | 248 | Mar 12, 2004 | - |
| 19 | Playing for Keeps | $6,015,377 | 435 | $2,588,681 | 425 | Jan 10, 2013 | Medusa Distribuzione |
| 20 | New Year's Eve | $5,878,884 | 300 | $1,002,226 | 244 | Dec 22, 2011 | Warner Bros. |
| 21 | Two Weeks Notice | $5,865,644 | 318 | - | - | Feb 14, 2003 | - |
| 22 | About a Boy | $5,749,730 | 232 | - | - | Sep 13, 2002 | - |
| 23 | Scoop | $5,595,044 | 352 | $1,499,046 | 352 | Oct 6, 2006 | Medusa Distribuzione |
| 24 | The Break-Up | $5,530,907 | 297 | $1,732,079 | 297 | Sep 22, 2006 | United International Pictures |
| 25 | Pride & Prejudice | $5,373,436 | 200 | $1,106,862 | 200 | Feb 3, 2006 | United International Pictures |
| 26 | Prime | $5,235,824 | 258 | $1,273,095 | 254 | Feb 10, 2006 | Eagle Pictures |
| 27 | What Happens in Vegas | $5,188,588 | 295 | $1,372,399 | 295 | May 9, 2008 | 20th Century Fox International |
| 28 | Music and Lyrics | $5,080,907 | 326 | $1,669,084 | 325 | Feb 23, 2007 | Warner Bros. |
| 29 | It's Complicated | $4,985,582 | 302 | $1,662,788 | 302 | Mar 19, 2010 | United International Pictures |
| 30 | My Super Ex-Girlfriend | $4,657,653 | 253 | $1,489,064 | 253 | Nov 17, 2006 | 20th Century Fox International |
| 31 | Friends with Benefits | $4,383,688 | 259 | $1,419,781 | 253 | Oct 14, 2011 | Sony Pictures Releasing |
| 32 | Norbit | $4,256,342 | 266 | $1,784,964 | 266 | Mar 23, 2007 | Universal Pictures International (UPI) |
| 33 | Magic in the Moonlight | $4,213,915 | - | $1,782,477 | - | Dec 4, 2014 | - |
| 34 | 27 Dresses | $3,860,905 | 263 | $1,307,507 | 263 | Mar 21, 2008 | 20th Century Fox International |
| 35 | Rumor Has It... | $3,860,000 | 207 | $355,325 | 167 | Dec 23, 2005 | Warner Bros. |
| 36 | America's Sweethearts | $3,701,440 | 408 | - | - | Feb 14, 2002 | - |
| 37 | Bewitched | $3,562,134 | 294 | $1,386,039 | 294 | Sep 30, 2005 | Sony Pictures Releasing |
| 38 | He's Just Not That Into You | $3,508,807 | 323 | $1,358,026 | 323 | Mar 20, 2009 | 01 Distribution |
| 39 | The Ugly Truth | $3,210,325 | 205 | $988,564 | 205 | Nov 27, 2009 | Sony Pictures Releasing |
| 40 | Ghosts of Girlfriends Past | $2,823,783 | 216 | $456,008 | 216 | Jul 3, 2009 | Warner Bros. |
| 41 | Her | $2,714,710 | 251 | $707,403 | 182 | Mar 13, 2014 | BIM Distribuzione |
| 42 | How to Lose a Guy in 10 Days | $2,710,890 | 187 | - | - | Apr 24, 2003 | - |
| 43 | Knocked Up | $2,675,757 | 255 | $936,668 | 255 | Oct 19, 2007 | Universal Pictures International (UPI) |
| 44 | Maid in Manhattan | $2,662,935 | 262 | - | - | Apr 4, 2003 | - |
| 45 | The Sweetest Thing | $2,657,870 | 198 | - | - | Nov 22, 2002 | - |
| 46 | Did You Hear About the Morgans? | $2,561,420 | 232 | $1,106,186 | 232 | Feb 19, 2010 | Sony Pictures Releasing |
| 47 | 40 Days and 40 Nights | $2,533,586 | 180 | - | - | May 10, 2002 | - |
| 48 | Second Act | $2,496,664 | 261 | $984,351 | 261 | Jan 24, 2019 | Lucky Red |
| 49 | No Strings Attached | $2,369,436 | 258 | $974,215 | 258 | Mar 25, 2011 | Universal Pictures International (UPI) |
| 50 | Made of Honor | $2,337,688 | 293 | $1,104,171 | 293 | Jun 12, 2008 | Sony Pictures Releasing |
| 51 | Failure to Launch | $2,270,837 | 224 | $686,117 | 220 | Mar 31, 2006 | United International Pictures |
| 52 | Serendipity | $2,207,869 | 106 | - | - | Dec 21, 2001 | - |
| 53 | Just Go with It | $2,153,785 | 237 | $681,213 | 231 | Apr 1, 2011 | Sony Pictures Releasing |
| 54 | Anything Else | $2,153,012 | 183 | - | - | Oct 3, 2003 | - |
| 55 | How to Be Single | $2,100,000 | 248 | $1,075,582 | 248 | Feb 11, 2016 | Warner Bros. |
| 56 | Kate & Leopold | $2,050,485 | 219 | - | - | Mar 1, 2002 | - |
| 57 | Bringing Down the House | $1,967,391 | 153 | - | - | Jun 20, 2003 | - |
| 58 | Just Like Heaven | $1,931,823 | 194 | $634,411 | 194 | Apr 14, 2006 | United International Pictures |
| 59 | The Back-up Plan | $1,926,942 | 233 | $791,323 | 233 | May 14, 2010 | Sony Pictures Releasing |
| 60 | Larry Crowne | $1,898,750 | 215 | $693,794 | 215 | Oct 28, 2011 | Medusa Distribuzione |
| 61 | Date Movie | $1,883,254 | 221 | $462,536 | 221 | Jun 23, 2006 | 20th Century Fox International |
| 62 | Valentine's Day | $1,846,603 | 295 | $1,015,625 | 295 | Mar 12, 2010 | Warner Bros. |
| 63 | Down with Love | $1,778,302 | 172 | $655,551 | 172 | Jan 23, 2004 | - |
| 64 | 50 First Dates | $1,724,477 | 131 | $371,280 | 131 | Jun 18, 2004 | Sony Pictures Releasing |
| 65 | Because I Said So | $1,682,577 | 219 | $721,484 | 219 | Mar 23, 2007 | Eagle Pictures |
| 66 | License to Wed | $1,667,294 | 162 | $400,935 | 162 | Aug 24, 2007 | Warner Bros. |
| 67 | What to Expect When You're Expecting | $1,635,767 | 225 | $659,570 | 216 | Sep 13, 2012 | Universal Pictures International (UPI) |
| 68 | No Reservations | $1,587,445 | 230 | $572,333 | 230 | Sep 14, 2007 | Warner Bros. |
| 69 | My Best Friend's Girl | $1,537,633 | 150 | $468,376 | 149 | Jun 19, 2009 | Eagle Pictures |
| 70 | Gambit | $1,529,112 | 288 | $819,535 | 288 | Feb 21, 2013 | Medusa Distribuzione |
| 71 | Hysteria | $1,388,235 | 141 | $365,167 | 141 | Feb 23, 2012 | BIM Distribuzione |
| 72 | Ruby & Quentin | $1,333,391 | 169 | - | - | Nov 14, 2003 | - |
| 73 | Shallow Hal | $1,330,769 | 149 | - | - | Apr 12, 2002 | - |
| 74 | Crazy, Stupid, Love. | $1,257,494 | 223 | $521,303 | 223 | Sep 16, 2011 | Warner Bros. |
| 75 | The Accidental Husband | $1,213,842 | 193 | $691,941 | 193 | Nov 19, 2010 | Eagle Pictures |
| 76 | My Life in Ruins | $1,106,259 | 127 | $394,683 | 127 | Oct 9, 2009 | - |
| 77 | Don Jon | $1,104,757 | 114 | $470,546 | 114 | Nov 28, 2013 | - |
| 78 | Trust the Man | $1,076,099 | 110 | $372,038 | 100 | Nov 3, 2006 | Moviemax |
| 79 | Fool's Gold | $1,013,544 | 232 | $516,263 | 232 | Apr 23, 2008 | Warner Bros. |
| 80 | Love, Rosie | $1,003,283 | 190 | $569,908 | 190 | Oct 30, 2014 | - |
| 81 | I Hate Valentine's Day | $982,592 | 161 | $393,857 | 161 | Jun 18, 2010 | Eagle Pictures |
| 82 | Life as We Know It | $972,941 | 151 | $351,099 | 151 | Dec 3, 2010 | Warner Bros. |
| 83 | Blended | $937,808 | 136 | $183,711 | 126 | Jul 2, 2014 | Warner Bros. |
| 84 | The Family Stone | $936,019 | 101 | $298,801 | 101 | Jan 20, 2006 | 20th Century Fox International |
| 85 | Love Is All You Need | $875,519 | 71 | $117,268 | 52 | Dec 20, 2012 | Teodora Film |
| 86 | The Big Wedding | $833,640 | 282 | $324,857 | 282 | Jun 26, 2014 | United International Pictures |
| 87 | Letters to Juliet | $821,198 | 156 | $273,189 | 156 | Aug 25, 2010 | Eagle Pictures |
| 88 | About Time | $764,488 | 218 | $461,509 | 218 | Nov 7, 2013 | United International Pictures |
| 89 | Laws of Attraction | $688,240 | 185 | $219,945 | 185 | Aug 20, 2004 | 01 Distribution |
| 90 | That Awkward Moment | $633,809 | 170 | $221,335 | 170 | Aug 28, 2014 | - |
| 91 | Long Shot | $614,594 | 317 | $338,296 | 317 | Oct 10, 2019 | 01 Distribution |
| 92 | Mr. Deeds | $587,340 | 162 | - | - | Feb 7, 2003 | - |
| 93 | Love, Simon | $551,555 | 292 | $237,468 | 292 | May 31, 2018 | 20th Century Fox International |
| 94 | Home Again | $522,154 | 207 | $292,006 | 207 | Oct 12, 2017 | Eagle Pictures |
| 95 | Over Her Dead Body | $507,321 | 133 | $274,793 | 133 | Apr 24, 2008 | Eagle Pictures |
| 96 | Walk of Shame | $500,620 | 183 | $200,581 | 183 | Jul 24, 2014 | - |
| 97 | The Big Sick | $499,911 | 177 | $273,007 | 177 | Nov 16, 2017 | - |
| 98 | A Lot Like Love | $444,670 | 141 | $192,625 | 141 | Aug 26, 2005 | Italian International Film |
| 99 | Flypaper | $412,584 | 138 | $172,828 | 138 | Aug 26, 2011 | Eagle Pictures |
| 100 | 500 Days of Summer | $411,731 | 94 | $182,731 | 94 | Nov 27, 2009 | 20th Century Fox International |
