| ITF W60 Istanbul | 04/12 09:20 | 26 | [211] Greet Minnen v Olga Doroshina [237] | 6-2,6-2 | |
| ITF W60 Istanbul | 04/11 12:00 | 25 | [237] Olga Doroshina v Ana Vrljic [470] | 5-7,6-4,6-2 | |
| ITF W60 Croissy-Beaubourg | 03/26 09:00 | 25 | [236] Olga Doroshina v Myrtille Georges [229] | 4-6,3-6 | |
| ITF W25 Kazan | 03/12 08:55 | 25 | [242] Olga Doroshina v Dalma Galfi [315] | 4-6,6-7 | |
| ITF W25 Moscow | 03/02 08:00 | 28 | [246] Olga Doroshina v Elena Rybakina [193] | 6-4,6-7,5-7 | |
| ITF W25 Moscow | 03/01 09:00 | 27 | [161] Arina Rodionova v Olga Doroshina [246] | 7-6,6-7,6-7 | |
| ITF W25 Moscow | 02/28 07:00 | 26 | [379] Nigina Abduraimova v Olga Doroshina [246] | 5-7,3-6 | |
| ITF W25 Moscow | 02/27 10:50 | 25 | [450] Sofya Lansere v Olga Doroshina [246] | 6-7,3-6 | |
| ITF W60 Andrezieux-Boutheon | 01/23 11:50 | 25 | [248] Olga Doroshina v Rebecca Sramkova [242] | 6-3,4-6,2-6 | |
| Australian Open Women | 01/09 01:25 | 44 | [248] Olga Doroshina v Misaki Doi [133] | 3-6,3-6 | |
| ITF Women Pune | 11/28 06:50 | 26 | [342] Marina Melnikova v Olga Doroshina [225] | 5-7,6-4,6-1 | |
| ITF Women Pune | 11/27 04:30 | 25 | [277] Katarzyna Kawa v Olga Doroshina [225] | 3-6,2-6 | |
| WTA Taipei | 11/12 02:00 | 164 | [236] Olga Doroshina v Elena Gabriela Ruse [243] | 5-7,5-7 | |
| WTA Taipei | 11/11 02:00 | 64 | [277] Peangtarn Plipuech v Olga Doroshina [236] | 2-6,3-6 | |
| WTA Taipei | 11/11 02:00 | 64 | Fang Ying Xun v Olga Doroshina | Cancelled | |
| ITF Women Shenzhen | 11/08 02:30 | 26 | [236] Olga Doroshina v Carol Zhao [210] | 5-7,0-6 | |
| ITF Women Shenzhen | 11/07 02:30 | 25 | [140] Ying-Ying Duan v Olga Doroshina [236] | 4-6,6-1,3-6 | |
| ITF Women Shenzhen | 11/06 02:30 | 54 | [236] Olga Doroshina v Xiaodi You [334] | 6-0,6-1 | |
| ITF Women Shenzhen | 11/05 03:00 | 54 | Olga Doroshina v Jiaxi Lu | 6-0,6-2 | |
| ITF Women Shenzhen | 11/04 06:15 | 54 | [234] Olga Doroshina v Risa Ozaki [293] | 6-4,3-6,7-6 | |
| ITF Women Liuzhou | 11/01 03:00 | 26 | [234] Olga Doroshina v Fangzhou Liu [139] | 3-6,4-6 | |
| ITF Women Liuzhou | 10/31 03:00 | 25 | [374] Ao Gai v Olga Doroshina [234] | 0-6,4-6 | |
| WTA Moscow | 10/13 10:35 | 45 | Olga Doroshina v Sofya Lansere | 6-7,7-6,3-6 | |
| ITF Women Zagreb | 09/08 13:05 | 28 | Olga Doroshina v Paula Ormaechea | 5-7,4-6 | |
| ITF Women Zagreb | 09/07 15:10 | 27 | [249] Olga Doroshina v Kaja Juvan [242] | 6-1,0-6,6-3 | |
| ITF Women Zagreb | 09/06 09:00 | 26 | [280] Andrea Gamiz v Olga Doroshina [249] | 3-6,2-6 | |
| ITF Women Zagreb | 09/05 08:00 | 25 | [249] Olga Doroshina v Michaela Honcova [263] | 6-1,5-7,6-1 | |
| ITF Women Budapest | 08/28 09:00 | 25 | [196] Ivana Jorovic v Olga Doroshina [249] | Retired | |
| ITF Women Astana | 07/20 05:00 | 27 | [256] Olga Doroshina v Varvara Flink [354] | 4-6,3-6 | |
| ITF Women Astana | 07/18 05:00 | 26 | [256] Olga Doroshina v Nika Kukharchuk [387] | 6-2,6-0 |