| UTR Pro Tennis Series Mulheim | 2021/10/11 11:30 | Melchior Delloye v Sidane Pontjodikromo | 4-6,0-6 |
| Challenger Barcelona | 2021/10/03 11:45 | Bekkhan Atlangeriev v Benjamin Hassan | 6-2,3-6,6-1 |
| Challenger Lisbon | 2021/09/30 09:30 | Dmitry Popko v Benjamin Hassan | 6-2,6-4 |
| Challenger Lisbon | 2021/09/28 17:50 | Andrea Arnaboldi v Benjamin Hassan | 2-6,6-3,6-7 |
| Challenger Lisbon | 2021/09/27 11:50 | Bogdan Bobrov v Benjamin Hassan | 3-6,1-6 |
| Challenger Lisbon | 2021/09/26 14:20 | Henrique Rocha v Benjamin Hassan | 4-6,2-6 |
| Davis Cup | 2021/09/18 08:45 | Benjamin Hassan v Orlando Luz | 4-6,4-6 |
| Challenger Tulln | 2021/09/07 08:00 | Sebastian Ofner v Benjamin Hassan | 6-3,5-7,7-6 |
| Challenger Tulln | 2021/09/06 08:00 | Benjamin Hassan v Bogdan Bobrov | 6-4,6-4 |