| UTR Pro Beograd Women | 2023/10/03 13:08 | Ena Kajevic v Styliani Roussopoulou | 7-5,6-4 |
| UTR Pro Beograd Women | 2023/10/02 06:00 | Evelyne Christelle Atticia Tiron v Ena Kajevic | 6-2,6-1 |
| ITF W40 Skopje | 2023/09/10 09:30 | Ena Kajevic v Chiara Girelli | 4-6,3-6 |
| UTR Pro Hilversum Women | 2023/06/11 08:05 | Ena Kajevic v Sophie Schouten | 6-0,7-6 |
| UTR Pro Hilversum Women | 2023/06/10 07:30 | Ena Kajevic v Chanel Janssen | 6-2,6-1 |
| UTR Pro Hilversum Women | 2023/06/08 08:25 | Ena Kajevic v Klara Veldman | 4-6,3-6 |
| UTR Pro Hilversum Women | 2023/06/07 06:00 | Ena Kajevic v Shanelle Iaconi | 6-3,6-1 |
| UTR Pro Hilversum Women | 2023/06/06 07:30 | Ena Kajevic v Anastasiya Konstantinovna Soboleva | 0-6,0-5 |
| UTR Pro Beograd Women | 2023/10/03 11:41 | Evelyne Christelle Atticia Tiron v Andrea Obradovic | 7-6,6-1 |
| UTR Pro Beograd Women | 2023/10/01 10:30 | Styliani Roussopoulou v Andrea Obradovic | 3-6,4-6 |
| 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 |