Stadium: COURT 3 Round: 46 Ground: Hardcourt indoor
| ITF Women Woking | 2018/08/02 11:35 | Giulia Gatto Monticone v Valentini Grammatikopoulou | 6-4,1-6,0-6 |
| WTA Moscow | 2019/10/12 14:40 | Jasmine Paolini v Giulia Gatto Monticone | 2-6,4-6 |
| ITF W60 Caldas da Rainha | 2019/09/24 15:45 | Cristina Bucsa v Giulia Gatto Monticone | 6-4,6-2 |
| ITF W60 Saint-Malo | 2019/09/19 16:30 | Giulia Gatto Monticone v Jessika Ponchet | 5-7,6-2,5-7 |
| ITF W60 Saint-Malo | 2019/09/18 14:30 | Giulia Gatto Monticone v Diana Marcinkevica | 3-6,7-5,7-5 |
| ITF W25 Frydek Mistek | 2019/09/12 09:00 | Giulia Gatto Monticone v Vlada Koval | 2-6,6-3,1-6 |
| ITF W25 Frydek Mistek | 2019/09/10 11:35 | Giulia Gatto Monticone v Miriam Bulgaru | 7-5,6-3 |
| US Open Women | 2019/08/20 18:40 | Giulia Gatto Monticone v Shuai Peng | 6-4,4-6,0-6 |
| WTA Palermo | 2019/07/24 20:35 | Fiona Ferro v Giulia Gatto Monticone | 6-3,6-2 |
| WTA Moscow | 2019/10/12 16:05 | Elitsa Kostova v Valentini Grammatikopoulou | 3-6,4-6 |
| ITF W60 Caldas da Rainha | 2019/09/25 19:20 | Kaia Kanepi v Valentini Grammatikopoulou | 7-5,6-1 |
| ITF W25 Podgorica | 2019/09/20 09:00 | Amina Anshba v Valentini Grammatikopoulou | 7-5,7-6 |
| ITF W25 Podgorica | 2019/09/19 10:00 | Anastasia Detiuc v Valentini Grammatikopoulou | 6-4,2-6,6-7 |
| ITF W25 Podgorica | 2019/09/18 11:00 | Nika Radisic v Valentini Grammatikopoulou | 4-6,1-6 |
| ITF W25 Frydek Mistek | 2019/09/11 13:15 | Katharina Gerlach v Valentini Grammatikopoulou | 6-0,6-2 |
| ITF W25 Trieste | 2019/09/06 09:00 | Lucrezia Stefanini v Valentini Grammatikopoulou | 6-1,6-0 |
| ITF W25 Trieste | 2019/09/05 08:15 | Camilla Rosatello v Valentini Grammatikopoulou | 4-6,5-7 |