Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| Lagos, Singles W-WITF-NGR-02A | 2016/10/13 08:29 | Valentini Grammatikopoulou v Julia Terziyska | 4-6,6-7 |
| Lagos, Singles W-WITF-NGR-02A | 2016/10/12 22:00 | Valentini Grammatikopoulou v Julia Terziyska | 4-6,6-7 |
| ITF W25 Porto | 2022/02/08 11:40 | Valentini Grammatikopoulou v Matilde Jorge | 5-7,7-5,6-0 |
| ITF W25 Cairo | 2022/01/26 13:15 | Valentini Grammatikopoulou v Nefedova, Anastasia Evgenyevna | 7-5,6-7,4-6 |
| Open d'Australie - Femmes | 2022/01/11 07:35 | Valentini Grammatikopoulou v Muhammad, Asia | 3-6,2-6 |
| ITF W60 Traralgon | 2022/01/05 23:00 | Burrage, Jodie Anna v Valentini Grammatikopoulou | 7-6,7-6 |
| ITF W60 Traralgon | 2022/01/04 04:55 | Alexandra Ignatik v Valentini Grammatikopoulou | 2-6,2-6 |
| WTA Seoul | 2021/12/22 05:55 | Anastasia Kulikova v Valentini Grammatikopoulou | 6-1,6-2 |
| WTA Moscow | 2021/10/16 16:05 | Anna-Lena Friedsam v Valentini Grammatikopoulou | 6-3,6-0 |
| US Open Women | 2021/09/01 15:30 | Elise Mertens v Valentini Grammatikopoulou | 6-2,6-2 |
| ITF W25 Porto | 2022/02/08 12:40 | Julia Terziyska v Ferrando, Cristiana | 6-2,5-7,6-4 |
| ITF W25 Porto | 2022/02/07 09:55 | Julia Terziyska v Drahota Szabo, Dorka | 2-6,6-4,10-6 |
| UTR Pro Tennis Series Burgas Women | 2021/10/31 07:30 | Julia Terziyska v Kolar, Nastja | 6-1,5-4 |
| UTR Pro Tennis Series Burgas Women | 2021/10/30 08:00 | Julia Terziyska v Tsoneva, Mihaela | 6-1,6-1 |
| UTR Pro Tennis Series Burgas Women | 2021/10/29 06:30 | Julia Terziyska v Aleksandra Gabrovska | 6-1,6-1 |
| UTR Pro Tennis Series Burgas Women | 2021/10/28 08:00 | Julia Terziyska v Isabelle Kouzmanov | 6-0,6-0 |
| UTR Pro Tennis Series Burgas Women | 2021/10/27 11:00 | Alexia-Shara Iancu v Julia Terziyska | 1-6,1-5 |
| UTR Pro Tennis Series Burgas Women | 2021/10/26 09:30 | Shalamanova, Daria v Julia Terziyska | 0-6,2-5 |