Stadium: Centre Court Round: 25 Ground: Grass
| Wimbledon | 2019/07/03 15:45 | Kevin Anderson v Janko Tipsarevic | 6-4,6-7,6-1,6-4 |
| Wimbledon | 2019/07/01 10:00 | Kevin Anderson v Pierre-Hugues Herbert | 6-3,6-4,6-2 |
| ATP Queens | 2019/06/20 10:00 | Gilles Simon v Kevin Anderson | 6-1,4-6,6-4 |
| ATP Queens | 2019/06/17 14:15 | Cameron Norrie v Kevin Anderson | 6-4,6-7,4-6 |
| ATP Miami | 2019/03/28 23:40 | Kevin Anderson v Roger Federer | 0-6,4-6 |
| ATP Miami | 2019/03/26 20:15 | Kevin Anderson v Jordan Thompson | 7-5,7-5 |
| ATP Miami | 2019/03/25 16:00 | Kevin Anderson v Joao Sousa | 6-4,7-6 |
| ATP Miami | 2019/03/23 17:20 | Kevin Anderson v Jaume Munar | 6-4,3-6,6-3 |
| Wimbledon | 2019/07/03 14:15 | Andreas Seppi v Guido Pella | 4-6,6-4,6-4,5-7,1-6 |
| Wimbledon | 2019/07/01 13:35 | Marius Copil v Guido Pella | 6-7,7-5,3-6,4-6 |
| ATP Eastbourne | 2019/06/26 10:00 | Guido Pella v Taylor Fritz | 4-6,6-3,4-6 |
| ATP Halle | 2019/06/18 10:00 | Guido Pella v David Goffin | 1-6,1-6 |
| French Open | 2019/05/29 09:00 | Corentin Moutet v Guido Pella | 6-3,6-1,2-6,7-5 |
| French Open | 2019/05/27 12:10 | Guido Andreozzi v Guido Pella | 6-7,4-6,6-1,1-6 |
| ATP Rome | 2019/05/14 09:00 | Taylor Fritz v Guido Pella | 6-3,6-4 |
| ATP Madrid | 2019/05/08 11:30 | Stan Wawrinka v Guido Pella | 6-3,6-4 |