Round: 45 Ground: Hardcourt outdoor
| Telavi, Singles W-ITF-GEO-04A | 2019/10/16 06:00 | Olyanovskaya, Valeriya v Anna Siskova | 2-6,0-6 |
| ITF W15 Chornomorsk | 2019/10/05 12:50 | Ardidiacono, Frederica v Olyanovskaya, Valeriya | 6-3,4-6,7-6 |
| ITF W15 Chornomorsk | 2019/10/04 13:10 | Olyanovskaya, Valeriya v Zhytelna, Yulia | 6-1,6-0 |
| ITF W15 Chornomorsk | 2019/10/03 10:15 | Bereznyak, Shelly v Olyanovskaya, Valeriya | 6-7,1-6 |
| ITF W15 Chornomorsk | 2019/10/01 08:55 | Klymenko, Anastasiya v Olyanovskaya, Valeriya | 1-6,1-6 |
| Batumi, Singles Qualifying W-ITF-GEO-02A | 2019/08/31 08:45 | Olyanovskaya, Valeriya v Daria Kudashova | 3-6,1-6 |
| Batumi, Singles Qualifying W-ITF-GEO-02A | 2019/08/30 06:00 | Olyanovskaya, Valeriya v Iveta Dapkute | 6-2,7-6 |
| Batumi, Singles Qualifying W-ITF-GEO-02A | 2019/08/29 06:00 | Jacqueline Cabaj Awad v Olyanovskaya, Valeriya | 4-6,6-1,1-6 |
| ITF - W15 Sharm El Sheikh | 2019/11/03 08:00 | Gorbunova, Mayya v Gaia Squarcialupi | 3-6,6-2,10-6 |
| Telavi, Singles W-ITF-GEO-04A | 2019/10/13 08:00 | Kurginyan, Nonna v Gorbunova, Mayya | 6-2,6-3 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/11/25 07:00 | Husaric, Anita v Gorbunova, Mayya | 6-1,6-1 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/11/24 09:30 | Ekaterina Ovcharenko v Gorbunova, Mayya | 6-7,1-6 |