Stadium: Court 2 Round: 27 Ground: Clay
| ITF W60 - Liepaja | 2023/07/05 10:30 | Dejana Radanovic v Valentini Grammatikopoulou | 7-6,6-2 |
| ITF W25 - Kazan | 2020/01/25 09:50 | Dejana Radanovic v Valentini Grammatikopoulou | 6-4,3-6,7-6 |
| ITF Women Middelburg | 2017/07/08 10:00 | Dejana Radanovic v Valentini Grammatikopoulou | 6-4,4-6,6-7 |
| ITF Women Monzon | 2017/05/09 11:00 | Dejana Radanovic v Valentini Grammatikopoulou | 7-5,7-6 |
| ITF W25 - Køge | 2023/08/03 08:00 | Valentini Grammatikopoulou v Anouk Koevermans | 1-6,7-6,6-2 |
| ITF W25 - Køge | 2023/08/01 10:05 | Valentini Grammatikopoulou v Anca Alexia Todoni | 6-2,7-6 |
| WTA - Lausanne | 2023/07/25 10:05 | Valentini Grammatikopoulou v Dalila Jakupovic | 6-7,2-6 |
| WTA - Lausanne | 2023/07/24 09:00 | Valentini Grammatikopoulou v Valentina Ryser | 6-1,6-3 |
| WTA - Budapest | 2023/07/18 09:00 | Valentini Grammatikopoulou v Tamara Korpatsch | 4-6,4-6 |
| WTA - Budapest | 2023/07/16 11:00 | Valentini Grammatikopoulou v Astra Sharma | 3-6,1-6 |
| WTA - Budapest | 2023/07/15 11:30 | Valentini Grammatikopoulou v Adrienn Nagy | 6-2,3-6,6-4 |
| WTA - Contrexeville | 2023/07/10 13:00 | Aleksandra Krunic v Valentini Grammatikopoulou | 6-2,3-6,6-4 |
| ITF W25 - Køge | 2023/08/04 07:30 | Dejana Radanovic v Tiphanie Lemaitre | 6-0,7-6 |
| ITF W25 - Køge | 2023/08/01 08:00 | Dejana Radanovic v Fangran Tian | 6-4,7-6 |
| ITF W25 - Parnu | 2023/07/20 07:30 | Dejana Radanovic v Maileen Nuudi | 3-6,4-6 |
| ITF W25 - Parnu | 2023/07/18 13:45 | Dejana Radanovic v Elisabeth Iila | 6-0,6-0 |
| ITF W60 - Liepaja | 2023/07/07 08:00 | Darja Semenistaja v Dejana Radanovic | 7-5,6-4 |
| ITF W60 - Liepaja | 2023/07/06 10:00 | Elena Malygina v Dejana Radanovic | 4-6,6-2,0-6 |
| ITF W60 - Liepaja | 2023/07/05 10:30 | Dejana Radanovic v Valentini Grammatikopoulou | 7-6,6-2 |
| ITF W60 - Liepaja | 2023/07/03 13:40 | Oleksandra Oliynykova v Dejana Radanovic | 7-5,3-6,6-7 |