Estadio: Automobile and Touring Club of Lebanon
| Challenger de Tulln | 2021/09/07 08:00 | Sebastian Ofner v Benjamin Hassan | 6-3,5-7,7-6 |
| Challenger de Tulln | 2021/09/06 08:00 | Benjamin Hassan v Bogdan Bobrov | 6-4,6-4 |
| Challenger de Tulln | 2021/09/05 09:00 | Benjamin Hassan v Lukas Krainer | 6-4,6-4 |
| Challenger de Barletta | 2021/08/22 10:00 | Cristian Cristian Rodríguez v Benjamin Hassan | 6-2,4-6,6-2 |
| Challenger de 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 de Braunschweig | 2021/07/08 13:00 | Marvin Moeller v Benjamin Hassan | 6-4,6-2 |
| Challenger de Braunschweig | 2021/07/07 12:55 | Sandro Ehrat v Benjamin Hassan | 6-4,3-6,4-6 |
| Challenger de Kiev | 2021/09/08 09:40 | Oleksii Krutykh v Orlando Luz | 6-2,3-6,6-3 |
| Challenger de Kiev | 2021/09/07 09:20 | Orlando Luz v Frederico Ferreira Silva | 5-7,6-2,7-6 |
| ITF M25 Ricany | 2021/09/03 08:30 | Orlando Luz v Zsombor Piros | 4-6,2-6 |
| ITF M25 Ricany | 2021/09/02 10:45 | Orlando Luz v Martin Krumich | 6-7,6-1,6-2 |
| ITF M25 Ricany | 2021/09/01 08:00 | Orlando Luz v Adam Pavlasek | 6-3,6-2 |
| Challenger de Varsovia | 2021/08/25 08:00 | Evan Furness v Orlando Luz | 6-4,2-6,6-3 |
| Challenger de Verona | 2021/08/17 16:25 | Orlando Luz v Dmitry Popko | 3-6,1-6 |
| Challenger de San Marino | 2021/08/15 19:00 | Holger Rune v Orlando Luz | 1-6,6-2,6-3 |