| UTR Pro Olomouc Women | 2023/08/19 08:29 | Adela Latalova v Styliani Roussopoulou | 6-1,6-0 |
| UTR Pro Olomouc Women | 2023/08/17 06:00 | Styliani Roussopoulou v Nikita Liebkind | 7-6,1-6,6-6 |
| UTR Pro Olomouc Women | 2023/08/16 10:18 | Styliani Roussopoulou v Adrianna Sosnowska | 6-0,6-4 |
| UTR Pro Olomouc Women | 2023/08/15 08:26 | Styliani Roussopoulou v Nikola Breckova | 2-6,3-6 |
| UTR Pro Olomouc Women | 2023/08/14 08:57 | Styliani Roussopoulou v Katerina Mandelikova | 1-6,6-7 |
| UTR Pro Thessaloniki Women | 2023/06/03 08:31 | Athina Pitta v Styliani Roussopoulou | 7-6,6-4 |
| UTR Pro Thessaloniki Women | 2023/06/02 10:00 | Isabelle Kouzmanov v Styliani Roussopoulou | 1-6,2-6 |
| UTR Pro Thessaloniki Women | 2023/06/01 06:00 | Nina Ugrelidze v Styliani Roussopoulou | 1-6,6-4,3-6 |
| ITF W25 Osijek | 2023/08/10 09:30 | Victoria Kan v Andrea Obradovic | 6-3,6-1 |
| ITF W25 Osijek | 2023/08/09 14:55 | Andrea Obradovic v Julie Struplova | 6-4,6-7,6-0 |
| ITF W25 Osijek | 2023/08/08 07:55 | Anali Kocevar v Andrea Obradovic | 2-6,4-6 |
| ITF W25 Osijek | 2023/08/07 07:30 | Lara Smejkal v Andrea Obradovic | 2-6,5-7 |
| ITF W25 Osijek | 2023/08/06 07:30 | Ena Baltic v Andrea Obradovic | 0-6,0-6 |
| ITF W15 Casablanca | 2023/07/28 10:35 | Andrea Obradovic v Sofia Rocchetti | 5-7,2-6 |
| ITF W15 Casablanca | 2023/07/27 12:00 | Giorgia Pinto v Andrea Obradovic | 5-7,1-6 |
| ITF W15 Casablanca | 2023/07/25 10:00 | Nour El Ouazzani v Andrea Obradovic | 1-6,0-6 |