Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| US Open | 2021/08/24 19:30 | Joao Menezes v Filippo Baldi | 6-4,7-6 |
| Challenger Verona | 2021/08/16 13:50 | Nino Serdarusic v Filippo Baldi | 6-3,6-2 |
| Challenger Prague | 2021/08/09 14:30 | Filippo Baldi v Adrian Menendez-Maceiras | 3-6,6-7 |
| Challenger Cordenons | 2021/08/02 13:50 | Lorenzo Giustino v Filippo Baldi | 6-7,6-4,6-2 |
| Challenger Todi | 2021/07/13 12:45 | Filippo Baldi v Matheus Pucinelli De Almeida | 6-1,4-6,1-6 |
| Challenger Perugia | 2021/07/07 14:00 | Filippo Baldi v Flavio Cobolli | 2-6,6-7 |
| Wimbledon | 2021/06/22 14:15 | Filippo Baldi v Roberto Marcora | 3-6,5-7 |
| Challenger Forli | 2021/06/15 12:25 | Filippo Baldi v Elliot Benchetrit | 3-6,5-7 |
| Challenger Barletta | 2021/08/23 11:55 | Pavel Kotov v Flavio Cobolli | 2-6,6-4,2-6 |
| Challenger Verona | 2021/08/18 14:55 | Carlos Taberner v Pavel Kotov | 6-2,4-6,6-1 |
| Challenger Verona | 2021/08/17 10:20 | Pavel Kotov v Marco Bortolotti | 6-3,6-3 |
| Challenger San Marino | 2021/08/13 17:00 | Marco Cecchinato v Pavel Kotov | 7-6,6-3 |
| Challenger San Marino | 2021/08/11 20:05 | Roberto Marcora v Pavel Kotov | 4-6,4-6 |
| Challenger San Marino | 2021/08/10 12:25 | Pavel Kotov v Federico Gaio | 7-6,7-6 |
| Challenger San Marino | 2021/08/09 11:00 | Pavel Kotov v Julian Ocleppo | 6-4,6-7,6-7 |
| Challenger San Marino | 2021/08/08 11:10 | Pavel Kotov v Luca Vanni | 6-4,6-1 |