Stadium: Court 6 Round: 26 Ground: Clay
| ITF W15 Vejle | 2023/07/25 12:30 | Bianca Behulova v Gaia Squarcialupi | 1-6,3-6 |
| ITF W15 Banja Luka | 2023/06/08 09:45 | Gaia Squarcialupi v Laura Hietaranta | 2-6,2-6 |
| UTR Pro Florence Women | 2023/05/26 12:14 | Sonia Cassani v Gaia Squarcialupi | 6-4,5-1 |
| UTR Pro Florence Women | 2023/05/25 06:00 | Gaia Squarcialupi v Carola Cavelli | 1-6,6-7 |
| UTR Pro Florence Women | 2023/05/24 08:00 | Gaia Squarcialupi v Vlada Ekshibarova | 4-6,5-6 |
| ITF W15 Heraklion | 2023/03/22 13:25 | Gaia Squarcialupi v Patricija Paukstyte | 3-6,6-7 |
| ITF W15 Heraklion | 2023/03/15 14:05 | Gaia Squarcialupi v Sara Cakarevic | 1-6,2-6 |
| ITF W15 Antalya | 2022/12/07 12:25 | Gaia Squarcialupi v Maria Aldea Wesselly | 7-5,2-6,3-6 |
| ITF W15 Vejle | 2023/07/25 11:55 | Irene Lavino v Jessica Bertoldo | 3-6,7-5,3-6 |
| ITF W15 Kranjska Gora | 2023/06/14 12:15 | Katerina Tsygourova v Jessica Bertoldo | 6-3,6-1 |
| WTA Rome | 2023/05/08 14:30 | Jessica Bertoldo v Aliona Bolsova Zadoinov | 0-6,2-6 |
| ITF W15 Telde | 2023/04/27 09:00 | Marie Mettraux v Jessica Bertoldo | 6-7,6-3,6-2 |
| ITF W15 Telde | 2023/04/26 11:10 | Patricija Paukstyte v Jessica Bertoldo | 5-7,6-3,3-6 |
| ITF W60 Bellinzona | 2023/04/16 08:00 | Emma Lene v Jessica Bertoldo | 6-1,6-2 |
| ITF W15 Gonesse | 2023/03/18 14:50 | Sandy Marti v Jessica Bertoldo | 5-7,6-2,6-1 |
| ITF W15 Gonesse | 2023/03/17 14:20 | Linda Salvi v Jessica Bertoldo | 6-3,5-7,3-6 |