Stadium: Court 2 Round: 44 Ground: Clay
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2018/06/10 09:30 | 치칼키나, 아나스타시아 v 콜레스니코바, 크세니아 | 6-4,6-1 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2018/06/02 07:00 | 치칼키나, 아나스타시아 v 쿠프리나, 아나스타시아 | 3-6,6-4,3-6 |
| ITF Women Kazan | 2018/03/11 07:00 | 치칼키나, 아나스타시아 v Treshcheva, Sofya | 6-7,1-6 |
| Moscow, Singles Qualifying W-WITF-RUS-05A | 2018/02/26 08:55 | 치칼키나, 아나스타시아 v 미시나, 다리아 | 2-6,6-2,1-6 |
| Moscow, Singles Qualifying W-WITF-RUS-05A | 2018/02/25 11:00 | 쿨리코바, 율리아 v 치칼키나, 아나스타시아 | 2-6,2-6 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2017/11/15 06:45 | 크라시운, 게오르지아 안드리아 v 치칼키나, 아나스타시아 | 7-6,7-6 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2017/11/13 07:15 | 베셀로바, 아나스타시아 v 치칼키나, 아나스타시아 | 6-4,6-7,1-6 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2017/11/12 07:15 | 콤렉, 아즈라데니즈 v 치칼키나, 아나스타시아 | 6-7,1-6 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2018/06/10 09:30 | 투아예바, 알라나 v Kasarzheuskaya, Anastasiya | 2-6,2-6 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2018/06/03 07:00 | Kasarzheuskaya, Anastasiya v Titova, Maria | 2-6,6-7 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2017/11/19 09:30 | Solnyshkina, Maria v Kasarzheuskaya, Anastasiya | 6-2,6-1 |
| ITF Women Mragowo | 2017/08/21 07:30 | Kasarzheuskaya, Anastasiya v Abrile, Valentina | 3-6,1-6 |
| ITF Women Mragowo | 2017/08/19 10:30 | 야자와, 토모에 v Kasarzheuskaya, Anastasiya | 5-7,2-6 |
| ITF Women Mragowo | 2017/08/12 08:00 | Marcinkevica, Deniza v Kasarzheuskaya, Anastasiya | 6-1,6-4 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2017/06/12 07:00 | Kasarzheuskaya, Anastasiya v Trashchenko, Ekaterina | 7-5,2-6,5-7 |
| Minsk, Singles Qualifying W-WITF-BLR-01A | 2017/06/11 07:00 | Shevchenko, Diana v Kasarzheuskaya, Anastasiya | 4-6,6-4,3-6 |