Stadium: Centre Round: 25 Ground: Clay
| ITF W25 Parnu | 2021/08/06 08:00 | Anna Siskova v Giulia Gatto Monticone | 6-3,0-6,6-3 |
| ITF W25 Frydek Mistek | 2021/09/09 07:55 | Panna Udvardy v Anna Siskova | 6-0,6-4 |
| ITF W25 Frydek Mistek | 2021/09/07 12:00 | Karolina Vlckova v Anna Siskova | 4-6,0-6 |
| ITF W60 Prerov | 2021/08/25 12:30 | Dominika Salkova v Anna Siskova | 7-6,6-2 |
| ITF W25 Vrnjacka Banja | 2021/08/22 09:00 | Cristina Dinu v Anna Siskova | 6-1,7-5 |
| ITF W25 Vrnjacka Banja | 2021/08/21 11:55 | Anna Siskova v Polina Leykina | 6-2,3-6,6-1 |
| ITF W25 Vrnjacka Banja | 2021/08/20 09:00 | Lina Gjorcheska v Anna Siskova | 3-6,1-6 |
| ITF W25 Vrnjacka Banja | 2021/08/19 12:45 | Anna Siskova v Pemra Ozgen | 7-6,6-4 |
| ITF W25 Vrnjacka Banja | 2021/08/18 12:10 | Anna Siskova v Martina Colmegna | 6-2,4-6,7-6 |
| WTA Karlsruhe | 2021/09/08 09:45 | Grace Min v Giulia Gatto Monticone | 6-0,6-2 |
| WTA Karlsruhe | 2021/09/07 08:00 | Giulia Gatto Monticone v Anna Zaja | 1-6,6-4,6-3 |
| ITF W25 Marbella | 2021/09/01 14:55 | Ana L De La Nuez v Giulia Gatto Monticone | 6-3,2-6,1-6 |
| US Open Women | 2021/08/24 15:00 | Giulia Gatto Monticone v Jule Niemeier | 2-6,2-6 |
| ITF W25 Parnu | 2021/08/06 08:00 | Anna Siskova v Giulia Gatto Monticone | 6-3,0-6,6-3 |
| ITF W25 Parnu | 2021/08/05 10:00 | Liisa Vehvilainen v Giulia Gatto Monticone | 0-6,2-6 |
| ITF W25 Parnu | 2021/08/04 07:00 | Anna Ureke v Giulia Gatto Monticone | 3-6,1-6 |
| WTA Palermo | 2021/07/19 19:30 | Giulia Gatto Monticone v Maddison Inglis | 2-6,3-6 |