Stadium: Tillmans Court 7 Versmold Round: 26 Ground: Clay
| ITF W60 Versmold | 2019/07/09 11:00 | Nicoleta-Catalina Dascalu v Louisa Chirico | 5-7,4-6 |
| ITF W60 Stare Splavy | 2019/06/20 08:00 | Louisa Chirico v Paula Ormaechea | 6-7,2-6 |
| ITF W60 Stare Splavy | 2019/06/19 11:35 | Anastasia Detiuc v Louisa Chirico | 4-6,3-6 |
| ITF W60 Rome | 2019/06/11 13:00 | Conny Perrin v Louisa Chirico | 7-6,7-5 |
| ITF W60 Brescia | 2019/06/07 14:55 | Martina Trevisan v Louisa Chirico | 6-4,7-5 |
| ITF W60 Brescia | 2019/06/06 10:25 | Louisa Chirico v Oceane Dodin | 6-3,6-4 |
| ITF W60 Brescia | 2019/06/05 09:30 | Louisa Chirico v Lucia Bronzetti | 4-6,6-3,6-1 |
| ITF W100 Bonita Springs | 2019/05/10 23:00 | Francesca Di Lorenzo v Louisa Chirico | 6-4,3-6,7-6 |
| ITF W60 Versmold | 2019/07/10 12:30 | Anastasiya Shoshyna v Valentini Grammatikopoulou | 2-6,2-6 |
| ITF W25 Den Haag | 2019/07/02 10:30 | Valentini Grammatikopoulou v Eva Vedder | 2-6,3-6 |
| Wimbledon Women | 2019/06/25 16:35 | Valentini Grammatikopoulou v Kaja Juvan | 4-6,6-3,8-10 |
| ITF W100 Ilkley | 2019/06/18 12:15 | Robin Anderson v Valentini Grammatikopoulou | 6-1,6-4 |
| ITF W100 Ilkley | 2019/06/17 14:10 | Alicia Barnett v Valentini Grammatikopoulou | 6-7,6-2,7-10 |
| ITF W60 Rome | 2019/06/13 08:30 | Conny Perrin v Valentini Grammatikopoulou | 6-2,6-2 |
| ITF W60 Rome | 2019/06/11 13:50 | Elisabetta Cocciaretto v Valentini Grammatikopoulou | 4-6,4-6 |
| French Open Women | 2019/05/24 11:15 | Valentini Grammatikopoulou v Varvara Lepchenko | 2-6,2-6 |