Stadium: Court 1 Round: 54 Ground: Hardcourt indoor
| ITF W60 Trnava | 2023/11/27 10:25 | Caijsa W Hennemann v Adela Polakovicova | 6-2,6-1 |
| ITF W25 Ortisei | 2023/11/23 10:00 | Caijsa W Hennemann v Mona Barthel | 2-6,2-6 |
| ITF W25 Ortisei | 2023/11/22 11:55 | Caijsa W Hennemann v Kamilla Bartone | 7-5,6-3 |
| ITF W25 Ortisei | 2023/11/21 16:35 | Susan Bandecchi v Caijsa W Hennemann | 6-3,3-6,2-6 |
| Billie Jean King Cup | 2023/11/12 14:20 | Harriet Dart v Caijsa W Hennemann | 7-5,6-2 |
| Billie Jean King Cup | 2023/11/11 15:45 | Katie Boulter v Caijsa W Hennemann | 6-2,6-1 |
| ITF W15 Nasbypark | 2023/11/04 10:55 | Caijsa W Hennemann v Andre Lukosiute | 1-6,5-7 |
| ITF W15 Nasbypark | 2023/11/03 11:15 | Caijsa W Hennemann v Jana Otzipka | 6-1,6-1 |
| ITF W60 Trnava | 2023/11/27 10:10 | Kiara Nina Kucikova v Elena Milovanovic | 1-6,1-6 |
| ITF W40 Pétange | 2023/11/16 13:00 | Elena Milovanovic v Anna-Lena Friedsam | 6-7,4-6 |
| ITF W40 Pétange | 2023/11/14 10:35 | Elena Milovanovic v Ziva Falkner | 4-6,6-2,6-3 |
| ITF W40 Pétange | 2023/11/13 11:05 | Nina Radovanovic v Elena Milovanovic | 6-1,3-6,6-7 |
| ITF W40 Pétange | 2023/11/12 10:45 | Astrid Lew Yan Foon v Elena Milovanovic | 4-6,2-6 |
| ITF W25 Istanbul | 2023/10/27 09:30 | Martyna Kubka v Elena Milovanovic | 6-7,6-2,7-5 |
| ITF W25 Istanbul | 2023/10/26 06:55 | Alevtina Ibragimova v Elena Milovanovic | 6-3,6-7,4-6 |
| ITF W25 Istanbul | 2023/10/25 10:35 | Elena Milovanovic v Sofya Lansere | 4-6,6-4,6-3 |