Stadium: Court 1 Round: 28 Ground: Hardcourt outdoor
| ITF W25 Ourense | 2021/08/20 16:00 | Olga Helmi v Olivia Gadecki | 6-4,4-6,3-6 |
| ITF W25 Ourense | 2021/08/19 16:00 | Conny Perrin v Olga Helmi | 2-6,3-6 |
| ITF W25 Ourense | 2021/08/17 15:00 | Olga Helmi v Justina Mikulskyte | 6-3,3-6,6-4 |
| ITF W15 Monastir | 2021/08/08 07:30 | Olga Helmi v Akvile Parazinskaite | 6-0,6-3 |
| ITF W15 Monastir | 2021/08/06 07:30 | Olga Helmi v Lauren Proctor | 2-6,6-3,6-4 |
| ITF W15 Monastir | 2021/08/05 09:15 | Olga Helmi v Gianna Pielet | 6-2,6-1 |
| ITF W15 Monastir | 2021/08/04 17:30 | Olga Helmi v Federica Prati | 6-3,6-1 |
| ITF W15 Monastir | 2021/07/29 08:00 | Olga Helmi v Ayumi Koshiishi | 1-6,5-7 |
| ITF W25 Vrnjacka Banja | 2021/08/15 10:00 | Tamara Malesevic v Elena Milovanovic | 6-1,6-2 |
| WTA Belgrade | 2021/07/26 09:00 | Jessika Ponchet v Elena Milovanovic | 6-0,6-2 |
| ITF W15 Prokuplje | 2021/07/07 07:00 | Elena Milovanovic v Eszter Meri | 3-6,2-6 |
| ITF W15 Prokuplje | 2021/06/27 11:00 | Elena Milovanovic v Natalija Senic | 2-6,5-7 |
| ITF W15 Banja Luka | 2021/06/03 08:00 | Elena Milovanovic v Nicole Fossa Huergo | 5-7,2-6 |
| ITF W15 Banja Luka | 2021/06/01 10:50 | Elena Milovanovic v Andjela Jocovic | 3-6,6-4,7-6 |
| ITF W15 Sibenik | 2021/05/25 08:00 | Elena Milovanovic v Adriana Rajkovic | 2-6,4-6 |
| ITF W15 Sibenik | 2021/05/24 08:00 | Elena Milovanovic v Marine Szostak | 6-3,6-3 |