Stadium: Court 4 Round: 62 Ground: Clay
| ITF W15 Sibenik | 2021/05/24 08:00 | Elena Milovanovic v Marine Szostak | 6-3,6-3 |
| WTA Belgrade | 2021/05/15 13:30 | Elena Milovanovic v Anastasia Gasanova | 3-6,1-6 |
| ITF W15 Cairo | 2021/04/14 18:20 | Elena Milovanovic v Victoria Hu | 2-6,3-6 |
| ITF W15 Monastir | 2021/02/16 09:50 | Elena Milovanovic v Hanna Bougouffa | 2-6,4-6 |
| ITF W15 Monastir | 2021/02/09 08:30 | Melis Yasar v Elena Milovanovic | 7-6,6-4 |
| ITF W15 Monastir | 2021/02/03 12:10 | Ines Ibbou v Elena Milovanovic | 6-1,6-2 |
| Eastern European Championship Women | 2020/12/24 18:15 | Elena Milovanovic v Tamara Malesevic | 6-3,6-1 |
| Eastern European Championship Women | 2020/12/23 09:30 | Elena Milovanovic v Karola Bejenaru | 6-4,4-6,3-6 |
| ITF W15 Sibenik | 2021/05/24 08:00 | Yvonna Zuffova v Adriana Rajkovic | 5-7,7-5,7-10 |
| ITF W15 Sibenik | 2021/05/23 08:00 | Sara Mikaca v Adriana Rajkovic | 0-6,2-6 |
| ITF W15 Sibenik | 2021/05/17 11:20 | Adriana Rajkovic v Diana Martynov | 3-6,3-6 |
| ITF W15 Monastir | 2021/04/19 11:00 | Adriana Rajkovic v Evita Ramirez | 6-7,1-6 |
| ITF W15 Monastir | 2021/04/12 10:00 | Adriana Rajkovic v Karola Bejenaru | 4-6,2-6 |
| ITF W15 Monastir | 2021/04/11 14:00 | Zoe Bourbotte v Adriana Rajkovic | 2-6,4-6 |
| ITF W15 Bratislava | 2021/03/24 16:35 | Sinja Kraus v Adriana Rajkovic | 7-5,6-4 |
| ITF W15 Bratislava | 2021/03/23 11:45 | Chiara Girelli v Adriana Rajkovic | 3-6,6-3,8-10 |