| ITF W25 Trieste | 08/28 09:15 | 54 | Anne Schaefer v Jessica Bertoldo | 6-0,6-2 | |
| ITF W25 Trieste | 08/27 14:00 | 54 | Jessica Bertoldo v Giorgia Pinto | 6-4,7-6 | |
| ITF W15 Vejle | 07/28 09:40 | 27 | Jessica Bertoldo v Rebecca Munk Mortensen | 7-6,1-6,2-6 | |
| ITF W15 Vejle | 07/27 12:00 | 26 | Gaia Squarcialupi v Jessica Bertoldo | 2-6,3-6 | |
| ITF W15 Vejle | 07/25 11:55 | 25 | Irene Lavino v Jessica Bertoldo | 3-6,7-5,3-6 | |
| ITF W15 Kranjska Gora | 06/14 12:15 | 25 | Katerina Tsygourova v Jessica Bertoldo | 6-3,6-1 | |
| WTA Róma | 05/08 14:30 | 14 | Jessica Bertoldo v Aliona Bolsova | 0-6,2-6 | |
| ITF W15 Telde | 04/27 09:00 | 26 | Marie Mettraux v Jessica Bertoldo | 6-7,6-3,6-2 | |
| ITF W15 Telde | 04/26 11:10 | 25 | Patricija Paukstyte v Jessica Bertoldo | 5-7,6-3,3-6 | |
| ITF W60 Bellinzona | 04/16 08:00 | 54 | Emma Lene v Jessica Bertoldo | 6-1,6-2 | |
| ITF W15 Gonesse | 03/18 14:50 | 28 | Sandy Marti v Jessica Bertoldo | 5-7,6-2,6-1 | |
| ITF W15 Gonesse | 03/17 14:20 | 27 | Linda Salvi v Jessica Bertoldo | 6-3,5-7,3-6 | |
| ITF W15 Gonesse | 03/16 15:30 | 26 | Lucie Pawlak v Jessica Bertoldo | 2-6,0-6 | |
| ITF W15 Gonesse | 03/15 09:30 | 25 | Jessica Bertoldo v Evialina Laskevich | 4-6,6-2,6-1 | |
| ITF W15 Gonesse | 03/13 15:45 | 62 | Lara Pfeifer v Jessica Bertoldo | 6-2,2-6,7-10 | |
| ITF W15 Gonesse | 03/13 10:35 | 62 | Laura Boehner v Jessica Bertoldo | 2-6,0-6 | |
| ITF W15 Amiens | 03/09 11:10 | 26 | Zongyu Li v Jessica Bertoldo | 6-4,2-6,6-0 | |
| ITF W15 Amiens | 03/07 10:00 | 25 | Chelsea Vanhoutte v Jessica Bertoldo | 1-6,2-6 | |
| ITF W60 Montreux | 09/06 14:10 | 54 | Chiara Scholl v Jessica Bertoldo | 6-3,6-1 | |
| ITF W60 Montreux | 09/05 13:30 | 54 | Jessica Bertoldo v Tess Sugnaux | 7-6,6-4 | |
| ITF W15 Brasov | 09/02 08:35 | 27 | Cara Maria Mester v Jessica Bertoldo | 7-5,6-0 | |
| ITF W15 Brasov | 09/01 08:55 | 26 | Ioana Zvonaru v Jessica Bertoldo | 5-7,4-6 | |
| ITF W15 Brasov | 08/31 08:30 | 25 | Jessica Bertoldo v Lavinia Tanasie | 6-2,6-4 | |
| ITF W15 Brasov | 08/30 07:00 | 44 | Jessica Bertoldo v Maria Teodorescu | 7-6,6-2 | |
| ITF W15 Brasov | 08/29 07:00 | 44 | Jessica Bertoldo v Alisa Yakimakho | 6-0,6-1 | |
| ITF W15 Brasov | 08/28 07:00 | 44 | Jessica Bertoldo v Natalia Pietras | 6-1,6-2 | |
| ITF W15 Padova | 08/09 06:55 | 44 | Laura Mair v Jessica Bertoldo | 6-4,6-2 | |
| ITF W15 Padova | 08/08 08:00 | 44 | Rebecca Frant v Jessica Bertoldo | 3-6,0-6 | |
| ITF W15 Padova | 08/07 07:30 | 44 | Jessica Bertoldo v Maelys Bougrat | 6-4,6-2 | |
| ITF W15 Pescara | 08/04 10:30 | 27 | Giulia Crescenzi v Jessica Bertoldo | 6-2,3-6,6-4 |