stadio: Court Bohdan Tomaszewski Round: 25 Ground: Clay
| Challenger Braunschweig | 2021/07/04 09:00 | Daniel Michalski v Adrian Andreev | 7-6,7-6 |
| Challenger Siviglia | 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 Porto | 2023/08/04 12:00 | Adrian Andreev v Luca Nardi | 4-6,3-6 |
| Challenger Porto | 2023/08/02 18:35 | Peter Gojowczyk v Adrian Andreev | 6-2,3-6,2-6 |
| Challenger Porto | 2023/07/31 14:20 | Adrian Andreev v Dominik Palan | 6-3,7-6 |
| Challenger Siviglia | 2023/09/04 18:40 | Timofey Skatov v Daniel Michalski | 6-1,5-7,6-3 |
| Challenger Todi | 2023/08/15 17:20 | Zsombor Piros v Daniel Michalski | 6-2,6-4 |
| Challenger - Meerbusch | 2023/08/08 16:05 | Max Hans Rehberg v Daniel Michalski | 2-6,6-1,6-4 |
| Challenger Liberec | 2023/08/03 12:45 | Daniel Michalski v Dalibor Svrcina | 5-7,6-4,3-6 |
| Challenger Liberec | 2023/07/31 14:00 | Max Houkes v Daniel Michalski | 5-7,4-6 |
| Challenger Tampere | 2023/07/21 11:30 | Henri Squire v Daniel Michalski | 7-5,1-6,6-3 |
| Challenger Tampere | 2023/07/17 14:50 | Patrick Kaukovalta v Daniel Michalski | 3-6,6-7 |
| Challenger Modena | 2023/06/28 13:45 | Daniel Michalski v Emilio Nava | 2-6,2-6 |