Stadium: Court 2 Round: 54 Ground: Clay
| ITF W15 Lousada | 2019/10/23 16:35 | Powaska-Kobylarz, Anna v Orange, Margaux | 1-6,6-3,3-6 |
| ITF W15 Lousada | 2019/10/21 12:00 | Elizabet Hamaliy v Powaska-Kobylarz, Anna | 4-6,0-6 |
| ITF W15 Lousada | 2019/10/20 12:00 | Reis, Carolina Caetano v Powaska-Kobylarz, Anna | 2-6,0-6 |
| ITF W15 Sozopol | 2019/10/02 07:00 | Powaska-Kobylarz, Anna v Oana Gavrila | 4-6,6-4,1-6 |
| ITF W15 Sozopol | 2019/09/30 07:00 | Powaska-Kobylarz, Anna v Aleksandra Julia Zuchanska | 3-6,6-3,10-7 |
| Brno, Singles Qualifying W-ITF-CZE-11A | 2019/09/22 08:00 | Lucie Petruzelova v Powaska-Kobylarz, Anna | 6-4,6-0 |
| ITF W15 Melilla | 2019/09/17 10:30 | Powaska-Kobylarz, Anna v Alba Rey Garcia | 1-6,7-6,1-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/08/26 09:00 | Vanhoutte, Chelsea v Powaska-Kobylarz, Anna | 6-3,6-3 |
| ITF - W15 Antalya | 2019/10/02 10:10 | Anna Ozerova v Dia Evtimova | 6-1,1-6,6-1 |
| ITF - W15 Antalya | 2019/10/01 07:00 | Olivia Gram v Anna Ozerova | 6-3,6-2 |
| ITF - W15 Antalya | 2019/09/30 07:00 | Anna Ozerova v Stepan, Constanze | 6-2,6-2 |
| ITF - W15 Antalya | 2019/09/29 07:30 | Benedetta Ortenzi v Anna Ozerova | 2-6,6-4,7-10 |
| ITF - W15 Antalya | 2019/09/22 12:00 | Anna Ozerova v Oczachowska, Julia | 2-6,5-7 |
| ITF W15 Haren | 2019/08/26 09:00 | Mader, Corina v Anna Ozerova | 7-6,6-3 |
| ITF W15 Haren | 2019/08/25 08:00 | Anna Ozerova v Garri Murcia, Carmen | 6-3,4-6,10-5 |
| Parnu, Singles Qualifying W-ITF-EST-01A | 2019/07/15 07:00 | Polischuk, Stefanija v Anna Ozerova | 7-5,6-2 |