| Austrian Pro Series | 2020/06/04 09:50 | Dennis Novak v Philipp Oswald | 4-6,6-3,6-2 |
| Austrian Pro Series | 2020/06/02 15:30 | Moritz Thiem v Philipp Oswald | 3-6,1-6 |
| Austrian Pro Series | 2020/06/01 10:15 | Philipp Oswald v Maximilian Neuchrist | 6-4,6-2 |
| Austrian Pro Series | 2020/05/30 14:20 | Sebastian Ofner v Philipp Oswald | 6-2,6-4 |
| ATP Auckland | 2019/01/04 22:00 | Bradley Klahn v Philipp Oswald | 7-6,6-4 |
| Challenger Anning Qual | 2017/04/24 05:00 | Gianluigi Quinzi v Philipp Oswald | 6-3,7-5 |
| Challenger Anning Qual | 2017/04/23 06:30 | Philipp Oswald v Austin Krajicek | 6-3,6-4 |
| Challenger Anning Qual | 2017/04/22 05:40 | Philipp Oswald v Mukund Sasikumar | 6-3,6-4 |
| Austrian Pro Series | 2020/06/02 17:00 | David Pichler v Lenny Hampel | 7-6,6-2 |
| Austrian Pro Series | 2020/05/30 10:00 | Dominic Thiem v David Pichler | 6-0,6-0 |
| Austrian Pro Series | 2020/05/29 19:20 | David Pichler v Neil Oberleitner | 6-3,6-1 |
| Austrian Pro Series | 2020/05/27 15:25 | David Pichler v Sandro Kopp | 4-6,6-2,5-7 |
| Challenger Potchefstroom | 2020/03/12 09:25 | Dustin Brown v David Pichler | 6-3,3-6,6-3 |
| Challenger Potchefstroom | 2020/03/11 08:00 | David Pichler v Jean Thirouin | 6-2,6-3 |
| ITF M15 Sharm El Sheikh | 2020/03/05 08:00 | David Pichler v Kelsey Stevenson | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2020/03/04 11:15 | David Pichler v Petr Hajek | 7-6,6-4 |