Simone Bolelli Singles performance timeline Singles performance timeline

| Tournament | _2006 | _2007 | _2008 | _2009 | _2010 | _2011 | _2012 |
|---|---|---|---|---|---|---|---|
| ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 | ATP World Tour Masters 1000 |
| Indian Wells Masters | A | A | 1R | 1R | A | A | A |
| Miami Masters | A | 3R | 3R | 1R | A | Q2 | 1R |
| Monte Carlo Masters | A | A | 2R | 3R | 1R | Q2 | 1R |
| Rome Masters | 1R | 1R | 3R | 1R | 2R | 1R | Q1 |
| Madrid Masters | A | A | 2R | 2R | A | A | A |
| Canada Masters | A | A | 1R | A | A | A | A |
| Cincinnati Masters | A | A | 2R | 1R | A | A | A |
| Shanghai Masters | NMS | NMS | NMS | A | A | A | A |
| Paris Masters | A | A | 2R | A | A | A | A |
| Hamburg Masters | A | 1R | 2R | Not Masters Series | Not Masters Series | Not Masters Series | Not Masters Series |