Stadium: Court 7 Round: 44 Ground: Clay
| ITF W25 Pescara | 2021/08/01 07:00 | Aurora Zantedeschi v Gaia Squarcialupi | 6-2,1-6,10-4 |
| ITF W15 L'Aquila | 2021/06/22 07:00 | Giulia Carbonaro v Gaia Squarcialupi | 6-3,6-2 |
| ITF W15 L'Aquila | 2021/06/21 08:00 | Gaia Squarcialupi v Ksenia Kolesnikova | 6-2,6-1 |
| ITF W15 L'Aquila | 2021/06/20 07:00 | Marija Semenistaja v Gaia Squarcialupi | 2-6,4-6 |
| ITF W15 Sharm El Sheikh | 2021/03/01 11:30 | Gaia Squarcialupi v Demi Tran | 6-7,5-7 |
| ITF W15 Sharm El Sheikh | 2021/02/28 14:30 | Eleanor Baglow v Gaia Squarcialupi | 7-5,2-6,1-10 |
| ITF W15 Sharm El Sheikh | 2021/02/21 13:00 | Gaia Squarcialupi v Giuliana Bestetti | 6-7,3-6 |
| ITF W15 Heraklion | 2020/11/02 08:00 | Rebeka Masarova v Gaia Squarcialupi | 6-0,6-0 |
| ITF W15 Wanfercee-Baulet | 2021/08/22 07:30 | Chiara Girelli v Demi Tran | 3-6,1-6 |
| ITF W25 Pescara | 2021/08/01 11:00 | Anna Turati v Chiara Girelli | 6-1,6-3 |
| ITF W15 Cordenons | 2021/07/26 07:00 | Ena Kajevic v Chiara Girelli | 6-4,6-2 |
| ITF W15 Monastir | 2021/04/11 13:00 | Chiara Girelli v Jamilah Snells | 3-6,0-6 |
| ITF W15 Bratislava | 2021/03/23 11:45 | Chiara Girelli v Adriana Rajkovic | 3-6,6-3,8-10 |
| ITF W15 Bratislava | 2021/03/22 09:00 | Martina Pradova v Chiara Girelli | 3-6,6-3,4-10 |
| ITF W15 Bratislava | 2021/03/15 13:00 | Yvonna Zuffova v Chiara Girelli | 6-3,7-6 |
| ITF W15 Antalya | 2021/02/07 06:00 | Anhzelika Isaeva v Chiara Girelli | 6-4,6-2 |