Stadium: Automobile and Touring Club of Lebanon
| 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 |
| Challenger Tulln | 2021/09/05 09:00 | Benjamin Hassan v Lukas Krainer | 6-4,6-4 |
| Challenger Barletta | 2021/08/22 10:00 | Cristian Rodriguez v Benjamin Hassan | 6-2,4-6,6-2 |
| Challenger Meerbusch | 2021/08/08 09:10 | Marvin Moeller v Benjamin Hassan | 5-7,7-5,6-3 |
| ITF M25 Wetzlar | 2021/08/03 16:10 | Henri Squire v Benjamin Hassan | 6-2,6-3 |
| Challenger Braunschweig | 2021/07/08 13:00 | Marvin Moeller v Benjamin Hassan | 6-4,6-2 |
| Challenger Braunschweig | 2021/07/07 12:55 | Sandro Ehrat v Benjamin Hassan | 6-4,3-6,4-6 |
| Challenger Kyjev | 2021/09/08 09:40 | Oleksii Krutykh v Orlando Luz | 6-2,3-6,6-3 |
| Challenger Kyjev | 2021/09/07 09:20 | Orlando Luz v Frederico Ferreira Silva | 5-7,6-2,7-6 |
| ITF M25 Říčany | 2021/09/03 08:30 | Orlando Luz v Zsombor Piros | 4-6,2-6 |
| ITF M25 Říčany | 2021/09/02 10:45 | Orlando Luz v Martin Krumich | 6-7,6-1,6-2 |
| ITF M25 Říčany | 2021/09/01 08:00 | Orlando Luz v Adam Pavlásek | 6-3,6-2 |
| Challenger Varšava | 2021/08/25 08:00 | Evan Furness v Orlando Luz | 6-4,2-6,6-3 |
| Challenger Verona | 2021/08/17 16:25 | Orlando Luz v Dmitry Popko | 3-6,1-6 |
| Challenger San Marino | 2021/08/15 19:00 | Holger Rune v Orlando Luz | 1-6,6-2,6-3 |