Stadium: Court 10 Round: 45 Ground: Hardcourt outdoor
| ITF M15 Harare | 2019/06/25 10:00 | Pierre Malan v Riaan Du Toit | 6-3,3-6,4-6 |
| ITF M15 Harare | 2019/06/18 08:45 | Ethan D Sibanda v Pierre Malan | 6-1,6-4 |
| ITF South Africa F3 Qual | 2017/12/03 12:00 | Thomas Colautti v Pierre Malan | 1-6,6-4,6-7 |
| ITF South Africa F3 Qual | 2017/12/02 08:15 | Tadija Radovanovic v Pierre Malan | 5-7,4-6 |
| ITF South Africa F2 Qual | 2017/11/26 09:50 | Pierre Malan v Leonard Von Hindte | 3-6,2-6 |
| ITF South Africa F2 Qual | 2017/11/25 12:40 | Pierre Malan v Christiaan Worst | 6-0,6-4 |
| ITF South Africa F1 | 2017/11/21 12:55 | Pierre Malan v Gary Kushnirovich | 2-6,6-2,1-6 |
| ITF South Africa F3 Qual | 2016/11/12 23:00 | Joshua Luck v Pierre Malan | 6-4,6-2 |
| ITF M25 Monastir | 2019/10/27 15:30 | Milan Radojkovic v Bekkhan Atlangeriev | 4-6,4-6 |
| ITF M25 Monastir | 2019/10/23 10:35 | Milan Radojkovic v Adam Nagoudi | 7-5,4-6,0-6 |
| ITF M25 Santa Margherita | 2019/10/07 12:00 | Adrian Bodmer v Milan Radojkovic | 6-4,6-0 |
| ITF M25 Santa Margherita | 2019/09/30 12:00 | Milan Radojkovic v Lorenzo Rottoli | 3-6,5-7 |
| ITF M25 La Marsa | 2019/09/02 11:00 | Federico Juan Aguilar v Milan Radojkovic | 6-4,6-4 |
| ITF M25 Lasne | 2019/07/01 15:05 | Marco De Rossi v Milan Radojkovic | 6-2,6-1 |
| ITF M25 Most | 2019/05/27 09:30 | Matyas Cerny v Milan Radojkovic | 6-0,6-2 |
| ITF M25 Jablonec Nad Nisou | 2019/05/20 08:00 | Milan Radojkovic v Michal Konecny | 2-6,0-6 |