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