Stadium: Court 1 Round: 14 Ground: Hardcourt outdoor
| Challenger Chennai | 2024/02/05 10:05 | Kris Van Wyk v Olaf Pieczkowski | 4-6,3-6 |
| Challenger Chennai | 2024/02/06 08:30 | Olaf Pieczkowski v Bernard Tomic | 6-2,4-6,6-7 |
| Challenger Chennai | 2024/02/05 10:05 | Kris Van Wyk v Olaf Pieczkowski | 4-6,3-6 |
| Challenger Chennai | 2024/02/04 10:30 | Nitin Kumar Sinha v Olaf Pieczkowski | 3-6,1-6 |
| ITF - Doha M25 | 2024/01/18 12:00 | Ali Habib v Olaf Pieczkowski | 2-6,6-3,6-0 |
| ITF - Doha M25 | 2024/01/17 12:00 | Dan Alexandru Tomescu v Olaf Pieczkowski | 4-6,6-4,4-6 |
| ITF - Doha M25 | 2024/01/16 14:30 | Olaf Pieczkowski v Yanki Erel | 2-6,6-3,6-3 |
| ITF - Doha M15 | 2024/01/12 10:55 | Yanki Erel v Olaf Pieczkowski | 6-3,3-6,6-2 |
| ITF - Doha M15 | 2024/01/11 11:55 | Aleksandre Bakshi v Olaf Pieczkowski | 3-6,1-6 |
| Challenger Chennai | 2024/02/05 10:05 | Kris Van Wyk v Olaf Pieczkowski | 4-6,3-6 |
| Challenger Chennai | 2024/02/04 09:35 | Kris Van Wyk v Adil Kalyanpur | 6-1,6-4 |
| Puchar Davisa | 2024/02/03 09:15 | Nam Hoang Ly v Kris Van Wyk | 6-4,3-6,6-3 |
| ITF - Chennai M25 | 2024/01/24 04:00 | Matt Hulme v Kris Van Wyk | 6-4,7-6 |
| ITF - Bhopal M25 | 2024/01/18 04:00 | Kris Van Wyk v Manish Sureshkumar | 1-6,6-7 |
| ITF - Bhopal M25 | 2024/01/16 04:30 | Kris Van Wyk v Grigoriy Lomakin | 6-3,3-6,6-2 |
| ITF - Mandya M25 | 2024/01/12 04:30 | Kris Van Wyk v Karan Singh | 3-6,3-6 |
| ITF - Mandya M25 | 2024/01/11 05:25 | Kris Van Wyk v Manish Ganesh | 6-0,6-4 |