Stadium: Centre Court Round: 26 Ground: Hardcourt outdoor
| ITF W25 Obidos | 2019/05/08 13:00 | Valentini Grammatikopoulou v Anastasia Kulikova | 7-6,6-1 |
| WTA Seoul | 2021/12/21 03:25 | Anastasia Kulikova v Riya Bhatia | 6-0,6-2 |
| ITF - W25 Jablonec nad Nisou | 2021/12/05 09:00 | Anastasia Kulikova v Sarah Beth Grey | 2-6,2-6 |
| ITF - W25 Jablonec nad Nisou | 2021/12/04 09:00 | Viktoria Hruncakova v Anastasia Kulikova | 1-6,3-6 |
| ITF - W25 Jablonec nad Nisou | 2021/12/03 10:20 | Indy De Vroome v Anastasia Kulikova | 4-6,7-5,3-6 |
| ITF - W25 Jablonec nad Nisou | 2021/12/02 10:20 | Anastasia Kulikova v Miriam Kolodziejova | 6-1,6-2 |
| ITF - W25 Jablonec nad Nisou | 2021/11/30 11:00 | Anastasia Kulikova v Berfu Cengiz | 6-1,6-3 |
| ITF - W25 Milovice | 2021/11/25 11:15 | Jesika Maleckova v Anastasia Kulikova | 4-6,6-2,7-6 |
| ITF - W25 Milovice | 2021/11/24 09:00 | Anastasia Kulikova v Karolina Vlckova | 6-1,6-3 |
| WTA - Moscova | 2021/10/16 16:05 | Anna-Lena Friedsam v Valentini Grammatikopoulou | 6-3,6-0 |
| US Open - Feminin | 2021/09/01 15:30 | Elise Mertens v Valentini Grammatikopoulou | 6-2,6-2 |
| US Open - Feminin | 2021/08/30 23:15 | Valentini Grammatikopoulou v Anna Blinkova | 6-3,6-2 |
| US Open - Feminin | 2021/08/27 18:50 | En Shuo Liang v Valentini Grammatikopoulou | 2-6,7-5,5-7 |
| US Open - Feminin | 2021/08/26 20:55 | Valentini Grammatikopoulou v Anna Kalinskaya | 2-6,6-4,6-2 |
| US Open - Feminin | 2021/08/25 19:10 | Lucia Bronzetti v Valentini Grammatikopoulou | 6-3,1-6,4-6 |
| ITF - W25 Koksijde | 2021/08/12 09:20 | Magali Kempen v Valentini Grammatikopoulou | 6-4,6-3 |
| ITF - W25 Koksijde | 2021/08/10 09:25 | Victoria Bosio v Valentini Grammatikopoulou | 3-6,0-6 |