Stadium: Centre Court Round: 28 Ground: Hardcourt indoor
| 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 Mouilleron le Captif | 2023/10/02 14:20 | Gabriel Diallo v Vitaliy Sachko | 6-3,4-6,4-6 |
| Challenger Orleans | 2023/09/25 21:55 | Gabriel Diallo v Giulio Zeppieri | 2-6,6-2,4-6 |
| Davis Cup | 2023/09/16 15:15 | Gabriel Diallo v Nicolas Jarry | 4-6,4-6 |
| Davis Cup | 2023/09/14 15:50 | Gabriel Diallo v Elias Ymer | 6-4,6-3 |
| Davis Cup | 2023/09/13 15:50 | Gabriel Diallo v Lorenzo Musetti | 7-5,6-4 |
| Challenger Bratislava | 2023/10/13 18:00 | Martin Damm v Maxime Cressy | 6-4,7-6 |
| Challenger Bratislava | 2023/10/12 09:00 | Martin Damm v Kalin Ivanovski | 6-3,6-4 |
| Challenger Bratislava | 2023/10/11 10:35 | Akira Santillan v Martin Damm | 3-6,6-3,3-6 |
| Challenger Bratislava | 2023/10/09 10:15 | Joao Sousa v Martin Damm | 3-6,7-6,1-6 |
| Challenger Bratislava | 2023/10/08 11:40 | Viktor Durasovic v Martin Damm | 6-7,2-6 |
| Challenger Alicante | 2023/10/06 10:00 | Martin Damm v Maximilian Marterer | 5-7,5-7 |
| Challenger Alicante | 2023/10/04 10:00 | Benoit Paire v Martin Damm | 2-6,3-6 |
| Challenger Alicante | 2023/10/03 09:00 | Martin Damm v Alberto Barroso Campos | 6-4,7-6 |