Ground: Clay
| ITF M25 Hamburg | 2020/10/20 11:35 | Duje Ajdukovic v Benedikt Henning | 6-3,6-2 |
| ITF M15 Antalya | 2023/01/14 06:30 | Sergei Pogosian v Duje Ajdukovic | 6-2,4-6,10-5 |
| Challenger Valencia | 2022/11/20 09:00 | Duje Ajdukovic v Eduard Esteve Lobato | 6-4,3-6,4-6 |
| Challenger Helsinki | 2022/11/13 12:05 | Duje Ajdukovic v Stefano Travaglia | 1-6,6-7 |
| Challenger Bratislava | 2022/11/06 11:05 | Illya Marchenko v Duje Ajdukovic | 6-2,6-2 |
| Challenger Brest | 2022/10/26 18:40 | Benoit Paire v Duje Ajdukovic | 7-6,6-3 |
| Challenger Brest | 2022/10/24 11:20 | Duje Ajdukovic v Viktor Durasovic | 7-6,6-7,6-4 |
| Challenger Brest | 2022/10/23 15:35 | Duje Ajdukovic v Thomas Deschamps | 6-0,6-4 |
| Challenger Hamburg | 2022/10/19 11:15 | Jonas Forejtek v Duje Ajdukovic | 6-2,7-6 |
| UTR Pro Dubai | 2023/02/06 05:00 | Benedikt Henning v Lohithaksha Bathrinath | 6-2,1-6,6-4 |
| UTR Pro Dubai | 2023/02/04 06:36 | Benedikt Henning v Kai Lemstra | 6-0,3-6,2-5 |
| UTR Pro Dubai | 2023/02/03 05:00 | Mihai Razvan Marinescu v Benedikt Henning | 6-3,6-2 |
| UTR Pro Dubai | 2023/01/31 05:00 | Besir Durguti v Benedikt Henning | 1-6,3-6 |
| UTR Pro Dubai | 2023/01/30 06:30 | Benedikt Henning v Gorazd Srbljak | 2-6,6-3,6-4 |
| ITF M15 Cairo | 2023/01/25 14:40 | Adolfo Daniel Vallejo v Benedikt Henning | 6-3,7-6 |
| ITF M15 Al Zahra | 2022/11/04 09:30 | Benedikt Henning v Bekkhan Atlangeriev | 4-6,0-6 |
| ITF M15 Al Zahra | 2022/11/03 07:00 | Viacheslav Bielinskyi v Benedikt Henning | 3-6,2-6 |