Stadium: Center Court Round: 25 Ground: Clay
| Challenger Szczecin | 2023/09/15 12:30 | Alexander Shevchenko v Adrian Andreev | 6-3,5-7,7-5 |
| Challenger Szczecin | 2023/09/13 11:00 | Adrian Andreev v Hugo Gaston | 2-6,7-5,6-4 |
| Challenger Szczecin | 2023/09/11 14:30 | Adrian Andreev v Daniel Michalski | 6-1,6-7,6-4 |
| Challenger Sevilla | 2023/09/04 18:50 | Adrian Andreev v Calvin Hemery | 3-6,6-1,1-6 |
| US Open | 2023/08/25 18:35 | Borna Gojo v Adrian Andreev | 6-3,6-4 |
| US Open | 2023/08/22 22:35 | Adrian Andreev v Nerman Fatic | 6-3,6-4 |
| Challenger Stanford | 2023/08/16 03:25 | Adrian Andreev v Aleksandar Kovacevic | 5-7,3-6 |
| Challenger Stanford | 2023/08/13 23:10 | Adrian Andreev v Samir Banerjee | 5-7,6-2,6-4 |
| Challenger Bad Waltersdorf | 2023/09/18 08:00 | Sandro Kopp v Marvin Moeller | 4-6,7-6,5-7 |
| Challenger Bad Waltersdorf | 2023/09/17 08:00 | Mick Veldheer v Marvin Moeller | 2-6,6-4,2-6 |
| Challenger Szczecin | 2023/09/10 08:30 | Marvin Moeller v Andrew Paulson | 2-6,2-6 |
| Challenger Tulln | 2023/09/05 08:00 | Dalibor Svrcina v Marvin Moeller | 1-6,6-4,6-1 |
| Challenger Tulln | 2023/09/04 08:00 | Marvin Moeller v Mats Moraing | 6-7,7-5,6-4 |
| Challenger Tulln | 2023/09/03 10:05 | Marvin Moeller v Aldin Setkic | 6-3,3-6,6-2 |
| Challenger Augsburg | 2023/08/23 09:40 | Nicolas Zanellato v Marvin Moeller | 3-6,7-5,6-4 |
| Challenger Augsburg | 2023/08/22 13:30 | Marvin Moeller v Nikolas Sanchez Izquierdo | 2-6,6-2,6-0 |