Stadium: Court 1 Round: 14 Ground: Clay
| 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 - Wetzlar M25 | 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 Braunschweig | 2021/07/06 10:30 | Benjamin Hassan v Dayne Kelly | 6-4,7-6 |
| Challenger Braunschweig | 2021/07/05 12:55 | Benjamin Hassan v Mats Rosenkranz | 2-6,2-6 |
| Challenger Braunschweig | 2021/07/04 14:25 | Prajnesh Gunneswaran v Benjamin Hassan | 5-7,4-6 |
| ITF - Bad Waltersdorf M15 | 2021/09/02 08:00 | Tomas Lipovsek Puches v Lukas Krainer | 6-3,6-1 |
| ITF - Bad Waltersdorf M15 | 2021/09/01 10:30 | Lukas Krainer v Hans Peter Kaufmann | 6-3,6-4 |
| ITF - Bad Waltersdorf M15 | 2021/08/29 09:35 | Timo Stodder v Lukas Krainer | 6-3,6-2 |
| ITF - Bad Waltersdorf M15 | 2021/08/28 08:00 | Gabriel Decamps v Lukas Krainer | 2-6,3-6 |
| ITF - Bad Waltersdorf M15 | 2021/08/27 09:25 | Lukas Krainer v Neil Oberleitner | 6-7,6-4,6-0 |
| ITF - Bad Waltersdorf M15 | 2021/08/26 09:35 | Tomas Lipovsek Puches v Lukas Krainer | 3-6,4-6 |
| ITF - Bad Waltersdorf M15 | 2021/08/25 08:50 | Lukas Krainer v Admir Kalender | 6-4,3-6,6-2 |
| ITF - Warmbad-Villach M15 | 2021/08/20 12:50 | Gabriel Decamps v Lukas Krainer | 6-2,6-3 |