Stadium: Court 2 Round: 44 Ground: Clay
| ITF Women Kazan | 2018/03/11 07:00 | Anastasia Chikalkina v Sofya Treshcheva | 6-7,1-6 |
| ITF Women Moscow Qual | 2018/02/26 08:55 | Anastasia Chikalkina v Daria Mishina | 2-6,6-2,1-6 |
| ITF Women Moscow Qual | 2018/02/25 11:00 | Yulia Kulikova v Anastasia Chikalkina | 2-6,2-6 |
| ITF Women Antalya | 2017/11/15 06:45 | Georgia Andreea Craciun v Anastasia Chikalkina | 7-6,7-6 |
| ITF Women Antalya | 2017/11/13 07:15 | Anastasia Veselova v Anastasia Chikalkina | 6-4,6-7,1-6 |
| ITF Women Antalya | 2017/11/12 07:15 | Azradeniz Comlek v Anastasia Chikalkina | 6-7,1-6 |
| ITF Women Antalya | 2017/11/11 06:45 | Anastasia Chikalkina v Maria Mikhaylova | 6-1,6-2 |
| ITF Women Antalya | 2017/11/06 06:15 | Anastasia Chikalkina v Maria Vittoria Viviani | 3-6,2-6 |
| ITF Women Istanbul | 2017/08/02 08:00 | Dana Kremer v Anastasiia Kuprina | 6-0,6-3 |
| ITF Women Istanbul | 2017/07/31 09:00 | Anastasiia Kuprina v Polina Kozyreva | 6-3,7-6 |
| ITF Women Istanbul | 2017/07/30 08:00 | Ema Mulalic v Anastasiia Kuprina | 2-6,1-6 |