Stadium: National Bank Court Round: 25 Ground: Hardcourt indoor
| Challenger Brest | 2023/10/24 11:15 | Radu Albot v Gabriel Diallo | 6-7,6-2,6-3 |
| Challenger Brest | 2023/10/23 09:00 | Gabriel Diallo v Geoffrey Blancaneaux | 6-4,4-6,7-6 |
| Challenger Brest | 2023/10/22 08:00 | Gabriel Diallo v Niels Villard | 7-6,6-1 |
| Challenger - Bratislava | 2023/10/15 13:00 | Gabriel Diallo v Joris De Loore | 6-0,7-5 |
| Challenger - Bratislava | 2023/10/14 14:10 | Gabriel Diallo v Martin Damm | 7-6,6-2 |
| Challenger - Bratislava | 2023/10/13 15:15 | Gabriel Diallo v Lukas Klein | 3-6,7-6,6-2 |
| Challenger - Bratislava | 2023/10/12 16:30 | Dominic Thiem v Gabriel Diallo | 1-6,6-4,6-7 |
| Challenger - Bratislava | 2023/10/11 09:00 | Gabriel Diallo v Arthur Fery | 7-5,6-1 |
| Challenger Ismaning | 2023/11/03 12:40 | Andrew Paulson v Maximilian Marterer | 2-6,4-6 |
| Challenger Ismaning | 2023/11/01 10:00 | Timo Stodder v Andrew Paulson | 6-7,3-6 |
| Challenger Ismaning | 2023/10/31 10:00 | Andrew Paulson v Louis Wessels | 6-4,6-7,6-3 |
| Challenger Ismaning | 2023/10/30 14:15 | Andrew Paulson v Tom Gentzsch | 3-6,7-6,7-6 |
| Challenger Ismaning | 2023/10/29 15:50 | Andrew Paulson v Jakob Schnaitter | 6-3,7-5 |
| Challenger - Ortisei | 2023/10/24 10:25 | Andrew Paulson v Lukas Klein | 5-7,4-6 |
| Challenger Hamburg | 2023/10/15 13:10 | Andrew Paulson v Daniel Masur | 3-6,2-6 |
| Challenger - Bratislava | 2023/10/11 12:40 | Andrew Paulson v Luca Nardi | 7-5,4-6,3-6 |