| WTA - Tokio | 09/24 02:00 | 19 | [155] Harriet Dart v Oksana Kalashnikova [42] | 6-0,6-4 | |
| WTA - Tokio | 09/23 03:00 | 14 | Oksana Kalashnikova v Yuki Naito | 2-6,6-3,7-6 | |
| WTA - Guadalajara | 09/15 22:15 | 14 | [42] Oskana Kalashnikova v Raveena Kingsley [328] | 4-6,4-6 | |
| WTA - Courmayeur | 10/24 11:05 | 19 | [192] Giulia Gatto Monticone v Oksana Kalashnikova [82] | 6-1,6-4 | |
| WTA - Courmayeur | 10/23 17:00 | 14 | Oksana Kalashnikova v Mandy Minella | Walkover | |
| WTA - Ostrava | 09/18 11:35 | 14 | Fiona Ferro v Oskana Kalashnikova | 3-6,7-6,6-1 | |
| WTA - Charleston | 04/03 14:00 | 14 | [153] Natalia Vikhlyantseva v Oksana Kalashnikova [64] | 6-0,6-0 | |
| WTA - Grampians Trophy | 02/03 01:50 | 25 | [72] Sorana Cirstea v Oksana Kalashnikova [63] | 6-1,6-1 | |
| WTA - New York | 08/16 21:05 | 44 | [338] Yingying Duan v Oksana Kalashnikova [64] | 6-2,6-1 | |
| WTA - Guadalajara | 03/09 17:00 | 45 | [87] Oksana Kalashnikova v Natalija Kostic [284] | 4-6,1-6 | |
| ITF Damen - Dubai | 12/08 13:00 | 54 | [106] Renata Voracova v Oksana Kalashnikova [75] | 6-1,6-4 | |
| WTA - Mumbai | 10/28 05:30 | 164 | [280] Pranjala Yadlapalli v Oksana Kalashnikova [76] | 6-3,6-3 | |
| WTA - Mumbai | 10/27 05:30 | 64 | Oksana Kalashnikova v Ksenia Palkina | 6-2,6-1 | |
| WTA - Den Bosch - Qualifikation | 06/09 11:20 | 45 | [67] Oksana Kalashnikova v Victoria Duval [220] | 4-6,1-6 | |
| WTA - Mumbai - Qualifikation | 11/18 07:20 | 45 | [71] Oksana Kalashnikova v Ling Zhang [333] | 6-4,1-6,1-6 | |
| WTA - Seoul - Qualifikation | 09/16 04:45 | 45 | [78] Oksana Kalashnikova v Jennifer Elie [272] | 4-6,4-6 | |
| ITF Damen - Contrexeville - Qualifikation | 07/09 12:10 | 54 | Alice Bacquie v Oksana Kalashnikova | 6-3,6-4 | |
| WTA - Seoul - Qualifikation | 09/19 02:00 | 54 | Oksana Kalashnikova v Katarzyna Piter | 3-6,5-7 | |
| WTA - Seoul - Qualifikation | 09/18 02:00 | 46 | Oksana Kalashnikova v Seung-Yeon Hong | 6-1,6-3 | |
| WTA - Seoul - Qualifikation | 09/17 04:40 | 45 | Aleksandrina Naydenova v Oksana Kalashnikova | 2-6,7-5,6-7 | |
| WTA - Seoul - Qualifikation | 09/17 04:35 | - | Grace Min v Oksana Kalashnikova | 1-2 | |
| ITF Damen - Navi Mumbai | 12/14 06:40 | - | Oksana Kalashnikova v Natasha Palha | Retired | |
| ITF Damen - Navi Mumbai | 12/13 09:55 | - | Oksana Kalashnikova v Amrita Mukherjee | 6-1,6-3 |