Round: 54 Ground: Clay
| WTA Tokyo | 2016/09/20 05:00 | Olesya Pervushina v Magda Linette | 6-4,2-6,3-6 |
| ITF Women Santa Margherita | 2016/05/15 08:00 | Corinna Dentoni v Olesya Pervushina | 3-6,6-3,5-7 |
| ITF Women Santa Margherita | 2016/05/14 10:00 | Olesya Pervushina v Karman Kaur Thandi | 7-6,6-1 |
| ITF Women Santa Margherita | 2016/05/12 10:35 | Tess Sugnaux v Olesya Pervushina | 4-6,2-6 |
| ITF Women Santa Margherita | 2016/05/11 11:10 | Olga Parres Azcoitia v Olesya Pervushina | 0-6,5-7 |
| ITF Women Santa Margherita | 2016/04/17 09:00 | Bianca Turati v Olesya Pervushina | 6-7,3-6 |
| ITF Women Santa Margherita | 2016/04/16 09:00 | Olesya Pervushina v Marie Temin | 4-6,7-5,7-6 |
| ITF Women Santa Margherita | 2016/04/15 08:00 | Vanda Lukacs v Olesya Pervushina | 1-6,4-6 |
| ITF Women St. Petersburg Qual | 2016/09/17 09:30 | Michaela Honcova v Ekaterina Semenova | 6-2,6-0 |