Estadio: Syner Court Round: 25 Ground: Clay
| Challenger de Verona | 2023/07/26 12:00 | Chun Hsin Tseng v Max Houkes | 4-6,7-5,6-3 |
| Challenger de Verona | 2023/07/24 08:00 | Max Houkes v Samuel Vincent Ruggeri | 6-2,4-6,3-6 |
| Challenger de Verona | 2023/07/23 08:00 | Max Houkes v Simone Roncalli | 6-4,6-7,6-2 |
| Challenger de Amersfoort | 2023/07/18 11:50 | Max Houkes v Nicholas David Ionel | 6-7,2-6 |
| ITF M25 The Hague | 2023/07/09 08:50 | Guy Den Ouden v Max Houkes | 6-3,3-6,3-6 |
| ITF M25 The Hague | 2023/07/07 10:00 | Zura Tkemaladze v Max Houkes | 6-3,0-6,1-6 |
| ITF M25 The Hague | 2023/07/06 14:40 | Stijn Slump v Max Houkes | 1-6,5-7 |
| ITF M25 The Hague | 2023/07/05 17:15 | Younes Lalami Laaroussi v Max Houkes | 1-6,3-6 |
| Challenger de Tampere | 2023/07/21 11:30 | Henri Squire v Daniel Michalski | 7-5,1-6,6-3 |
| Challenger de Tampere | 2023/07/17 14:50 | Patrick Kaukovalta v Daniel Michalski | 3-6,6-7 |
| Challenger de Módena | 2023/06/28 13:45 | Daniel Michalski v Emilio Nava | 2-6,2-6 |
| Challenger de Módena | 2023/06/27 11:50 | Alibek Kachmazov v Daniel Michalski | 4-6,0-6 |
| Challenger de Poznan | 2023/06/22 11:00 | Timo Stodder v Daniel Michalski | 6-1,6-4 |
| Challenger de Poznan | 2023/06/21 11:25 | Daniel Michalski v Rudolf Molleker | 6-4,6-2 |
| Challenger de Poznan | 2023/06/19 16:05 | Daniel Michalski v Mate Valkusz | 5-7,6-4,6-1 |
| Challenger de Bratislava | 2023/06/13 11:00 | Daniel Michalski v Federico Coria | 0-6,2-6 |