Stadium: Court Clay 12 Round: 27 Ground: Clay
| ITF W25 Heraklion | 2023/11/16 10:15 | Aurora Zantedeschi v Oleksandra Oliynykova | 1-6,6-4,3-6 |
| ITF W25 Heraklion | 2023/11/14 11:15 | Claudia Hoste Ferrer v Oleksandra Oliynykova | 1-6,1-6 |
| ITF W40 Heraklion | 2023/11/09 11:45 | Oleksandra Oliynykova v Ekaterina Makarova | 3-6,4-6 |
| ITF W40 Heraklion | 2023/11/08 11:40 | Oleksandra Oliynykova v Anastasiya Konstantinovna Soboleva | 6-4,6-2 |
| ITF W40 Heraklion | 2023/11/07 07:30 | Oleksandra Oliynykova v Claudia Hoste Ferrer | 6-2,6-4 |
| ITF W40 Heraklion | 2023/11/06 07:00 | Oleksandra Oliynykova v Emma Slavikova | 6-0,6-2 |
| ITF W25 Santa Margherita | 2023/10/29 09:00 | Brenda Fruhvirtova v Oleksandra Oliynykova | 6-4,6-4 |
| ITF W25 Santa Margherita | 2023/10/28 13:30 | Carlota Martinez Cirez v Oleksandra Oliynykova | 2-6,3-6 |
| ITF W25 Heraklion | 2023/11/16 08:00 | Dimitra Pavlou v Anastasiya Konstantinovna Soboleva | 6-2,6-3 |
| ITF W25 Heraklion | 2023/11/14 08:55 | Dimitra Pavlou v Gabriela Ce | 7-6,6-7,6-3 |
| ITF W40 Heraklion | 2023/11/08 14:20 | Dimitra Pavlou v Ekaterina Makarova | 6-7,0-6 |
| ITF W40 Heraklion | 2023/10/31 13:20 | Sinja Kraus v Dimitra Pavlou | 6-0,6-3 |
| ITF W25 Heraklion | 2023/10/25 08:35 | Dimitra Pavlou v Irina Maria Bara | 3-6,0-6 |
| ITF W15 Sibenik | 2023/10/08 08:00 | Dimitra Pavlou v Jana Bojovic | 7-5,6-4 |
| ITF W15 Sibenik | 2023/10/07 07:55 | Dimitra Pavlou v Lara Salden | 2-6,6-3,6-4 |
| ITF W15 Sibenik | 2023/10/06 07:50 | Dimitra Pavlou v Lucie Urbanova | 6-4,2-6,6-3 |