Stadium: Città di Pescara Round: 44 Ground: Clay
| ITF W25 Pescara | 2021/08/01 07:00 | Enola Chiesa v Emily Di Giannantonio | 6-2,6-0 |
| ITF W15 Cordenons | 2021/07/29 08:00 | Veronika Erjavec v Enola Chiesa | 6-0,6-4 |
| ITF W15 Cordenons | 2021/07/28 11:55 | Enola Chiesa v Linda Salvi | 6-4,6-2 |
| ITF W15 Cordenons | 2021/07/27 07:30 | Anita Bertoloni v Enola Chiesa | 4-6,6-7 |
| ITF W15 Cordenons | 2021/07/26 07:00 | Valentina Gaggini v Enola Chiesa | 1-6,2-6 |
| ITF W25 Torino | 2021/07/06 09:30 | Ylena In-Albon v Enola Chiesa | 6-1,6-2 |
| ITF W25 Torino | 2021/07/05 08:00 | Enola Chiesa v Martina Spigarelli | 6-3,6-4 |
| ITF W15 L'Aquila | 2021/06/21 08:00 | Enola Chiesa v Giulia Carbonaro | 1-6,4-6 |
| ITF W25 Pescara | 2021/08/01 07:00 | Valentina Lia v Anastasia Grymalska | 2-6,1-6 |
| ITF W15 L'Aquila | 2021/06/26 13:45 | Anastasia Grymalska v Anne Schaefer | 6-2,3-6,5-7 |
| ITF W15 L'Aquila | 2021/06/25 11:25 | Anastasia Grymalska v Chiara Catini | 6-1,4-6,6-2 |
| ITF W15 L'Aquila | 2021/06/24 11:55 | Michaela Bayerlova v Anastasia Grymalska | 4-6,6-1,4-6 |
| ITF W15 L'Aquila | 2021/06/23 08:40 | Valentina Gaggini v Anastasia Grymalska | 2-6,0-6 |
| ITF W15 Sharm El Sheikh | 2019/11/08 08:00 | Marianna Zakarlyuk v Anastasia Grymalska | 1-6,6-4,6-4 |
| ITF W15 Sharm El Sheikh | 2019/11/07 09:40 | Margarita Lazareva v Anastasia Grymalska | 4-6,1-6 |
| ITF W15 Sharm El Sheikh | 2019/11/05 09:30 | Daria Krasnova v Anastasia Grymalska | 4-6,2-6 |