blue #
= weekly pop chart peak
| 1 | Do Something | Aug 1999 |  |
| 2 | Still | Mar 2000 | |
| 3 | I Try | 1 | Apr 2000 | |
| 4 | Why Didn't You Call Me | Aug 2000 | |
| 5 | Demons | Jan 2001 | |
| Fatboy Slim Featuring Macy Gray |
| 6 | Request Line | Apr 2001 | |
| The Black Eyed Peas Featuring Macy Gray |
| 7 | Geto Heaven | Apr 2001 | |
| Common Featuring Macy Gray |
| 8 | Sweet Baby | 25 | Nov 2001 | |
| Macy Gray Featuring Erykah Badu |
| 9 | Sexual Revolution | Feb 2002 | |
| 10 | When I See You | Mar 2003 | |
| 11 | She Ain't Right For You | Sep 2003 | |
| 12 | Love Is Gonna Get Ya | Aug 2004 | |
| 13 | Don't Go Breaking My Heart | Jul 2005 | |
| ODB Featuring Macy Gray |
| 14 | Finally Made Me Happy | Apr 2007 | |
| 15 | Shoo Bee Doo | Apr 2007 | |
| 16 | What I Gotta Do | Aug 2007 | |
| 17 | Everybody | 2007 | |
| 18 | Can't Hold Back | Mar 2009 | |
| Kaz James Featuring Macy Gray |
| 19 | Still Hurts | Jun 2009 | |
| Dianne Reeves And Lou Rawls |
| 20 | Beauty In The World | Apr 2010 | |
| 21 | Real Love | Jul 2010 | |
| Macy Gray Featuring Bobby Brown |
| 22 | On & On | Jul 2010 | |
| 23 | Lately | Sep 2010 | |
| 24 | Hands | Nov 2014 | |