Stadion: Hard 21 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 - Trier | 2023/08/21 09:30 | Dario Drebenstedt v Kevin Humpfner | 1-6,0-6 |
| ITF - M15 - Budapest | 2023/09/06 10:55 | Kevin Humpfner v Patrick Kaukovalta | 4-6,4-6 |
| ITF - M15 - Budapest | 2023/09/04 10:00 | Josip Simundza v Kevin Humpfner | 2-6,3-6 |
| ITF - M15 - Budapest | 2023/09/03 09:30 | Kevin Humpfner v Martin Zeljenka | 6-2,6-2 |
| ITF - M15 - Budapest | 2023/08/29 14:45 | Hamish Stewart v Kevin Humpfner | 6-7,7-5,7-6 |
| ITF - M15 - Budapest | 2023/08/28 10:00 | Kevin Humpfner v Matas Vasiliauskas | 6-2,6-2 |
| ITF - M15 - Budapest | 2023/08/27 13:00 | Tyler Stice v Kevin Humpfner | 3-6,6-4,9-11 |
| ITF - M15 - Trier | 2023/08/23 10:30 | Kevin Humpfner v Benedikt Henning | 1-6,4-6 |
| ITF - M15 - Trier | 2023/08/21 14:00 | Can Ayral v Kevin Humpfner | 2-6,3-6 |
| ITF - M25 - Heraklion | 2023/10/30 09:30 | Dax Donders v Dario Drebenstedt | 6-1,6-2 |
| ITF - M25 - Heraklion | 2023/10/29 10:30 | Dario Drebenstedt v Francesco Cano | 6-3,6-3 |
| ITF - M15 - Allershausen | 2023/08/30 08:00 | Dario Drebenstedt v Jannik Maute | 2-6,2-6 |
| ITF - M15 - Allershausen | 2023/08/29 08:30 | Mike Loccisano v Dario Drebenstedt | 6-7,3-6 |
| ITF - M15 - Trier | 2023/08/21 09:30 | Dario Drebenstedt v Kevin Humpfner | 1-6,0-6 |
| ITF - M15 - Überlingen | 2023/08/14 08:00 | Taym Alazmeh v Dario Drebenstedt | 6-3,6-0 |
| ITF - M25 - Antalya | 2023/02/05 07:00 | Dario Drebenstedt v Alexander Chepik | 5-7,7-6,10-8 |
| ITF - M25 - Antalya | 2023/01/29 07:30 | Dario Drebenstedt v Lucca Pinto | 3-6,0-6 |