| Rank
| Title
| Lifetime Gross | Max Theaters | Opening | Open Th | Release Date | Distributor
|
|---|
| 101 | Going the Distance | $403,202 | 169 | $196,701 | 169 | Sep 3, 2010 | Warner Bros. |
| 102 | Just My Luck | $338,776 | 38 | $43,243 | 38 | Jul 7, 2006 | 20th Century Fox International |
| 103 | The Wedding Date | $326,697 | 114 | $136,353 | 114 | Apr 29, 2005 | Medusa Distribuzione |
| 104 | She's Out of My League | $308,584 | 60 | $130,794 | 60 | Jun 18, 2010 | United International Pictures |
| 105 | Alex & Emma | $304,589 | 90 | $181,056 | 90 | Jan 16, 2004 | - |
| 106 | Must Love Dogs | $286,136 | 80 | $187,453 | 80 | Oct 21, 2005 | Warner Bros. |
| 107 | Crazy Rich Asians | $281,000 | 178 | $123,301 | 178 | Aug 15, 2018 | Warner Bros. |
| 108 | The Five-Year Engagement | $278,869 | 98 | $151,797 | 87 | Sep 27, 2012 | Universal Pictures International (UPI) |
| 109 | Punch-Drunk Love | $275,185 | 70 | - | - | Mar 21, 2003 | - |
| 110 | Arthur Newman | $272,913 | 163 | $158,770 | 163 | Sep 5, 2013 | - |
| 111 | The Rewrite | $266,857 | - | $148,606 | - | Aug 27, 2015 | - |
| 112 | Paris Can Wait | $265,232 | 75 | $48,097 | 75 | Jun 15, 2017 | Good Films |
| 113 | Lolo | $241,603 | 161 | $59,822 | 161 | Sep 1, 2016 | M2 Pictures |
| 114 | Two Night Stand | $228,477 | - | $90,425 | - | Oct 2, 2015 | - |
| 115 | Gigli | $212,310 | 61 | - | - | Nov 14, 2003 | - |
| 116 | Sidewalks of New York | $155,810 | 25 | - | - | Feb 22, 2002 | - |
| 117 | The Prince and Me | $155,322 | 164 | $223,733 | 164 | Aug 27, 2004 | Eagle Pictures |
| 118 | Ruby Sparks | $151,810 | 111 | $94,512 | 111 | Dec 6, 2012 | 20th Century Fox International |
| 119 | Forgetting Sarah Marshall | $151,549 | 100 | $73,175 | 100 | Aug 22, 2008 | United International Pictures |
| 120 | I Could Never Be Your Woman | $142,461 | 20 | $86,706 | 20 | Jan 11, 2008 | - |
| 121 | Definitely, Maybe | $134,760 | 100 | $97,316 | 100 | May 16, 2008 | Universal Pictures International (UPI) |
| 122 | Waitress | $128,870 | 26 | $38,204 | 26 | Oct 12, 2007 | 20th Century Fox International |
| 123 | The Guru | $128,665 | 9 | - | - | Jul 18, 2003 | - |
| 124 | How Do You Know | $121,477 | 57 | $88,922 | 57 | Feb 18, 2011 | Sony Pictures Releasing |
| 125 | Life or Something Like It | $120,763 | 61 | - | - | Apr 30, 2003 | - |
| 126 | Juliet, Naked | $119,070 | 69 | $47,924 | 69 | Jun 6, 2019 | BIM Distribuzione |
| 127 | Palm Springs | $119,035 | 265 | $113,712 | 265 | Oct 22, 2020 | I Wonder Pictures |
| 128 | Just Friends | $111,809 | 75 | $82,236 | 75 | May 8, 2009 | Warner Bros. |
| 129 | Ghost Town | $96,482 | 50 | $33,857 | 50 | Jul 17, 2009 | United International Pictures |
| 130 | Easy A | $82,427 | 32 | $51,967 | 32 | Mar 4, 2011 | Sony Pictures Releasing |
| 131 | Trainwreck | $79,000 | - | $78,652 | - | Sep 18, 2015 | - |
| 132 | Overboard | $78,377 | 114 | $78,377 | 114 | Jul 19, 2018 | Eagle Pictures |
| 133 | Kissing Jessica Stein | $76,144 | 24 | - | - | Sep 20, 2002 | - |
| 134 | Swept Away | $75,818 | 61 | - | - | May 23, 2003 | - |
| 135 | Just Married | $71,933 | 14 | - | - | Sep 19, 2003 | - |
| 136 | The Wedding Plan | $62,305 | 56 | $37,432 | 56 | Jun 8, 2017 | - |
| 137 | Little Black Book | $60,513 | - | - | - | Jan 21, 2005 | - |
| 138 | Love Me If You Dare | $51,240 | 51 | $51,240 | 51 | Mar 12, 2004 | - |
| 139 | Tadpole | $42,370 | 23 | - | - | Jan 17, 2003 | - |
| 140 | Monte Carlo | $36,894 | 10 | $17,490 | 10 | Jul 22, 2011 | 20th Century Fox International |
| 141 | Leap Year | $36,639 | 50 | $36,639 | 50 | Apr 9, 2010 | - |
| 142 | Imagine Me & You | $35,338 | - | - | - | Jun 30, 2006 | - |
| 143 | Austenland | $34,559 | 40 | $34,559 | 40 | Nov 21, 2013 | - |
| 144 | I Think I Love My Wife | $28,827 | 10 | $8,353 | 10 | Aug 17, 2007 | 20th Century Fox International |
| 145 | Wimbledon | $24,065 | - | - | - | Jun 10, 2005 | - |
| 146 | The Jane Austen Book Club | $21,314 | 10 | $10,060 | 10 | Jan 18, 2008 | Sony Pictures Releasing |
| 147 | Someone Like You | $20,790 | 11 | - | - | Jun 21, 2002 | - |
| 148 | Little Manhattan | $20,541 | 24 | $20,541 | 24 | Jul 28, 2006 | 20th Century Fox International |
| 149 | Fever Pitch | $17,610 | - | - | - | Sep 30, 2005 | - |
| 150 | Waking Up in Reno | $14,546 | 20 | - | - | May 23, 2003 | - |
| 151 | Blind Dating | $12,409 | 25 | $12,409 | 25 | Jun 15, 2007 | Mediafilm |
| 152 | Just Wright | $10,142 | - | $10,142 | - | Aug 13, 2010 | - |
| 153 | Win a Date with Tad Hamilton! | $9,855 | - | - | - | Jul 23, 2004 | - |
| 154 | On the Line | $9,743 | 20 | - | - | Jul 5, 2002 | - |
| 155 | All About Steve | $7,783 | 10 | $7,783 | 10 | Jun 25, 2010 | 20th Century Fox International |
| 156 | Get Over It | $7,728 | 21 | - | - | Jul 26, 2002 | - |
| 157 | Damsels in Distress | $5,192 | 4 | $1,723 | 4 | Aug 1, 2012 | - |
| 158 | Drive Me Crazy | $5,026 | 1 | - | - | Jun 9, 2000 | 20th Century Fox International |
