Round: 26 Ground: Hardcourt indoor
| ITF Women Helsinki | 2016/11/14 13:15 | Ekaterina Kazionova v Anastasia Chikalkina | 3-6,1-6 |
| ITF Women Telavi | 2016/09/06 10:25 | Anastasia Chikalkina v Basak Eraydin | 3-6,1-6 |
| ITF Women Telavi | 2016/09/04 07:35 | Anastasia Chikalkina v Ana Shanidze | 6-4,6-1 |
| ITF Women Batumi | 2016/08/29 06:00 | Tatia Mikadze v Anastasia Chikalkina | 6-4,7-5 |
| ITF Women Santa Margherita | 2016/05/12 12:40 | Anastasia Chikalkina v Sofya Zhuk | 6-7,2-6 |
| ITF Women Santa Margherita | 2016/05/06 08:30 | Anastasia Chikalkina v Jessica Crivelletto | 2-6,0-6 |
| ITF Women Santa Margherita | 2016/05/05 08:00 | Federica Arcidiacono v Anastasia Chikalkina | 4-6,6-1,6-7 |
| ITF Women Sharm El Sheikh | 2015/04/01 10:45 | Wiktoria Kulik v Anastasia Chikalkina | 6-1,6-4 |
| ITF Women Helsinki | 2016/11/14 08:00 | Maria Lota Kaul v Carol Plakk | 2-6,7-6,6-3 |