blue #
= weekly pop chart peak
| 1 | Bubbly | 1 | Nov 2007 |  |
| 2 | Mistletoe | Dec 2007 | |
| 3 | Dreams Collide | May 2008 | |
| 4 | Realize | 10 | May 2008 | |
| 5 | Somethin' Special | Aug 2008 | |
| 6 | Kiss The Girl | Sep 2008 | |
| 7 | The Little Things | Sep 2008 | |
| 8 | Breathe | Nov 2008 | |
| Taylor Swift Featuring Colbie Caillat |
| 9 | You | Dec 2008 | |
| Colbie Caillat And Schiller |
| 10 | Lucky | Feb 2009 | |
| Jason Mraz Featuring Colbie Caillat |
| 11 | Fallin' For You | 14 | Oct 2009 | |
| 12 | Turn Your Lights Down Low | Nov 2009 | |
| 13 | Have Yourself A Merry Little Christmas | Dec 2009 | |
| 14 | I Never Told You | Jul 2010 | |
| 15 | I Do | Feb 2011 | |
| 16 | What If | Jul 2011 | |
| 17 | Brighter Than The Sun | Jan 2012 | |
| 18 | Favorite Song | May 2012 | |
| 19 | Puzzle Pieces | Sep 2012 | |
| Justin Young Featuring Colbie Caillat |
| 20 | Winter Wonderland | Dec 2012 | |
| 21 | The Christmas Song | Dec 2012 | |
| Colbie Caillat Featuring Justin Young |
| 22 | Christmas In The Sand | Dec 2012 | |
| 23 | We Both Know | Feb 2013 | |
| Colbie Caillat Featuring Gavin DeGraw |
| 24 | Watch The World End | 2013 | |
| Trace Adkins Featuring Colbie Caillat |
| 25 | Hold On | Feb 2014 | |
| 26 | Try | Nov 2014 | |