blue #
= weekly pop chart peak
| 1 | Jackin' | 1991 |  |
| 2 | County Line | Dec 1993 | |
| 3 | Mama I'm In Love Wit' A Gangsta | Feb 1994 | |
| Coolio Featuring LeShaun |
| 4 | Fantastic Voyage | 7 | Jul 1994 | |
| 5 | I Remember | Oct 1994 | |
| Coolio Featuring J-RO Of The Alkaholiks And Billy Boy |
| 6 | Gangsta's Paradise | 1 | Sep 1995 | |
| Coolio Featuring L.V. |
| 7 | Too Hot | Jan 1996 | |
| 8 | 1, 2, 3, 4 (Sumpin' New) | 7 | Apr 1996 | |
| 9 | It's All The Way Live (Now) | Jun 1996 | |
| 10 | Hit 'Em High (The Monstars' Anthem) | Apr 1997 | |
| B Real, Busta Rhymes, Coolio, LL Cool J & Method Man |
| 11 | The Winner | Jun 1997 | |
| 12 | C U When U Get There | Aug 1997 | |
| Coolio Featuring 40 Thevz |
| 13 | Ooh La La | Oct 1997 | |
| 14 | The Hustler | 2002 | |
| Coolio Featuring Kenny Rogers |
| 15 | I Like Girls | 2002 | |
| 16 | Ghetto Square Dance | 2003 | |
| 17 | Sunshine | 2003 | |
| 18 | Gangsta Walk | Oct 2006 | |
| Coolio Featuring Snoop Dogg |
| 19 | Boyfriend | Jan 2009 | |
| Coolio Featuring A.I. |
| 20 | Change | Mar 2009 | |
| Coolio Vs Ennio Morricone |
| 21 | Lady | Aug 2009 | |
| Coolio Vs Beat Nouveau Featuring Storm Lee |
| 22 | Gangsta's Paradise 2k11 | May 2011 | |
| Coolio Vs Rico Bernasconi & Kylian Mash |
| 23 | Miss You | Feb 2013 | |
| R&E And Haddaway, Coolio & Goast |