| Artist | Year at the Gathering |
| Ian Stuart | 2016, 2018 |
| Ice Cube | 2009, 2011 |
| Ice-T | 2008 |
| Ignited | 2009 |
| Ikkurruz | 2009, 2010, 2011, 2012 |
| Ill | 2016 |
| Ill E. Gal | 2007, 2008, 2009, 2010, 2013, 2018 |
| Ill Fortune | 2022 |
| Ill Nino | 2015 |
| Ill Patientz | 2015 |
| Ill Phil | 2016 |
| Ill Wit It | 2013 |
| Illest Unminati | 2015, 2019 |
| Illuminati | 2008, 2009 |
| Immortal Technique | 2018 |
| In Dying Arms | 2022 |
| In This Moment | 2015 |
| Infamous | 2019 |
| Insane Clown Posse | 2000, 2001, 2002, 2003, 2004, 2005, 2006, 2007, 2008, 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018, 2019, 2021, 2022, 2023, 2024 |
| Insane D | 2006, 2007 |
| Insane Eric (InsaneE) | 2011, 2012, 2013, 2014 |
| Insane Poetry | 2012, 2013, 2014, 2017 |
| Insidious Flow | 2019 |
| Intricate Unit | 2006 |
| Iron Sheik | 2008 |
| Isolated Beingz | 2021, 2024 |
| Izzy Dunfore | 2011, 2013 |
