| ITF - W35 Sunderland | 01/16 12:40 | 25 | [391] Oleksandra Oliynykova v Emily Seibold [478] | 6-2,6-2 | |
| ITF - W35 Loughborough | 01/11 10:00 | 26 | [294] Valentina Ryser v Oleksandra Oliynykova [392] | 7-6,4-6,6-1 | |
| ITF - W35 Loughborough | 01/09 09:55 | 25 | Amandine Monnot v Oleksandra Oliynykova | 6-3,3-6,3-6 | |
| UTR Pro Barcelona Women | 12/17 09:50 | - | [390] Oleksandra Oliynykova v Aneta Laboutkova [479] | 6-2,5-1 | |
| UTR Pro Barcelona Women | 12/16 10:00 | - | [390] Oleksandra Oliynykova v Ekaterina Reyngold [457] | 7-6,7-6 | |
| UTR Pro Barcelona Women | 12/15 07:00 | - | Andreea A Lila v Oleksandra Oliynykova | 2-6,2-6 | |
| UTR Pro Barcelona Women | 12/14 09:14 | - | Nehanda Thomias v Oleksandra Oliynykova | 0-6,1-6 | |
| UTR Pro Barcelona Women | 12/13 07:00 | - | Laura Svatikova v Oleksandra Oliynykova | 2-6,3-6 | |
| UTR Pro Barcelona Women | 12/11 07:53 | - | Klara Veldman v Oleksandra Oliynykova | 2-6,0-6 | |
| ITF W25 Heraklion | 11/17 11:55 | 27 | [392] Oleksandra Oliynykova v Dimitra Pavlou [437] | 7-5,5-7,2-6 | |
| ITF W25 Heraklion | 11/16 10:15 | 26 | [391] Aurora Zantedeschi v Oleksandra Oliynykova [392] | 1-6,6-4,3-6 | |
| ITF W25 Heraklion | 11/14 11:15 | 25 | Claudia Hoste Ferrer v Oleksandra Oliynykova | 1-6,1-6 | |
| ITF W40 Heraklion | 11/09 11:45 | 26 | Oleksandra Oliynykova v Ekaterina Makarova | 3-6,4-6 | |
| ITF W40 Heraklion | 11/08 11:40 | 25 | [397] Oleksandra Oliynykova v Anastasiya K Soboleva [316] | 6-4,6-2 | |
| ITF W40 Heraklion | 11/07 07:30 | 62 | Oleksandra Oliynykova v Claudia Hoste Ferrer | 6-2,6-4 | |
| ITF W40 Heraklion | 11/06 07:00 | 62 | Oleksandra Oliynykova v Emma Slavikova | 6-0,6-2 | |
| ITF W25 Santa Margherita | 10/29 09:00 | 28 | [139] Brenda Fruhvirtova v Oleksandra Oliynykova [425] | 6-4,6-4 | |
| ITF W25 Santa Margherita | 10/28 13:30 | 27 | [242] Carlota M Cirez v Oleksandra Oliynykova [425] | 2-6,3-6 | |
| ITF W25 Santa Margherita | 10/28 09:00 | 26 | Oleksandra Oliynykova v Irina Fetecau | 6-1,7-6 | |
| ITF W25 Santa Margherita | 10/24 10:55 | 25 | [425] Oleksandra Oliynykova v Aurora Zantedeschi [391] | 5-7,6-1,6-0 | |
| ITF W25 Santa Margherita | 10/20 09:00 | 27 | [441] Oleksandra Oliynykova v Nuria Brancaccio [206] | 1-6,1-6 | |
| ITF W25 Santa Margherita | 10/19 11:30 | 26 | Anna Turati v Oleksandra Oliynykova | 7-5,4-6,5-7 | |
| ITF W25 Santa Margherita | 10/18 09:30 | 25 | Alisa Oktiabreva v Oleksandra Oliynykova | 7-6,4-6,0-6 | |
| ITF W25 Santa Margherita | 10/13 09:00 | 27 | [436] Oleksandra Oliynykova v Irina Maria Bara [192] | 2-6,6-4,6-7 | |
| ITF W25 Santa Margherita | 10/12 07:50 | 26 | [436] Oleksandra Oliynykova v Kaylah McPhee [438] | 6-4,6-4 | |
| ITF W25 Santa Margherita | 10/11 07:55 | 25 | [208] Nuria Brancaccio v Oleksandra Oliynykova [436] | 6-3,5-7,3-6 | |
| WTA Ljubljana | 09/12 08:30 | 25 | [445] Oleksandra Oliynykova v Zeynep Sonmez [177] | 3-6,4-6 | |
| WTA Ljubljana | 09/11 10:25 | 14 | [249] Reka-Luca Jani v Oleksandra Oliynykova [445] | 5-7,3-6 | |
| ITF W25 Malmo | 08/25 10:55 | 28 | [275] Suzan Lamens v Oleksandra Oliynykova [464] | 6-4,6-2 | |
| ITF W25 Malmo | 08/24 12:25 | 27 | Oleksandra Oliynykova v Sarafina Olivia Hansen | 6-1,6-1 |