Stadium: Court 1 Round: 45 Ground: Clay
| WTA Bogota | 2019/04/06 15:30 | Maria F Herazo Gonzalez v Anna Zaja | 6-1,2-6,6-3 |
| WTA Charleston | 2019/03/30 18:55 | Shuko Aoyama v Anna Zaja | 7-6,6-4 |
| ITF - Macon W25 | 2019/02/28 09:00 | Anna Zaja v Eleonora Molinaro | 2-6,3-6 |
| ITF - Macon W25 | 2019/02/27 10:30 | Anna Zaja v Tessah Andrianjafitrimo | 6-2,6-4 |
| ITF - Glasgow W25 | 2019/02/22 10:00 | Anna Zaja v Jessika Ponchet | 1-6,3-6 |
| ITF - Glasgow W25 | 2019/02/21 10:00 | Anna Zaja v Maria Sanchez | 6-4,5-7,6-3 |
| ITF - Glasgow W25 | 2019/02/20 11:30 | Anna Zaja v Cagla Buyukakcay | 6-3,2-3 |
| ITF - Glasgow W25 | 2019/02/20 10:00 | Anna Zaja v Cagla Buyukakcay | 6-3,2-6,6-2 |
| ITF - Istanbul W60 | 2019/04/13 07:30 | Jana Cepelova v Valentini Grammatikopoulou | 7-5,6-4 |
| ITF - Istanbul W60 | 2019/04/12 07:30 | Berfu Cengiz v Valentini Grammatikopoulou | 4-6,1-6 |
| ITF - Kofu W25 | 2019/03/20 07:30 | Sandra Samir v Valentini Grammatikopoulou | 1-6,7-5,7-6 |
| ITF W25 Nishi-Tama | 2019/03/14 03:50 | Valentini Grammatikopoulou v Jodie Anna Burrage | 2-6,4-6 |
| ITF W25 Nishi-Tama | 2019/03/13 02:25 | Valentini Grammatikopoulou v Catherine Harrison | 7-5,2-6,7-6 |
| 2019 Fed Cup | 2019/02/08 16:30 | Valentini Grammatikopoulou v Kaja Juvan | 7-6,5-7,6-3 |
| 2019 Fed Cup | 2019/02/07 16:30 | Katie Boulter v Valentini Grammatikopoulou | 6-3,4-6,6-3 |
| 2019 Fed Cup | 2019/02/06 16:30 | Dalma Galfi v Valentini Grammatikopoulou | 6-0,6-3 |