Stadium: Center Court Round: 19 Ground: Clay
| Challenger Todi | 2023/08/15 09:55 | Giovanni Fonio v Orlando Luz | 7-6,6-4 |
| Challenger Todi | 2023/08/14 09:00 | Miguel Damas v Orlando Luz | 1-6,6-4,4-6 |
| Challenger Todi | 2023/08/13 10:45 | Massimo Giunta v Orlando Luz | 4-6,1-6 |
| Challenger Meerbusch | 2023/08/09 11:35 | Manuel Guinard v Orlando Luz | 6-4,5-7,6-3 |
| Challenger Meerbusch | 2023/08/08 09:00 | Orlando Luz v Ji Sung Nam | 4-6,6-4,6-4 |
| Challenger Meerbusch | 2023/08/07 12:00 | Orlando Luz v Niklas Koch | 6-2,6-0 |
| ITF M25 Wetzlar | 2023/08/05 12:30 | Orlando Luz v Sebastian Fanselow | 6-7,2-6 |
| ITF M25 Wetzlar | 2023/08/04 15:25 | Maik Steiner v Orlando Luz | 4-6,2-6 |
| Challenger Santa Cruz | 2023/09/10 17:10 | Mateo Barreiros Reyes v Victor Lilov | 5-7,7-6,3-6 |
| Challenger Lima | 2023/08/22 15:00 | Blaise Bicknell v Victor Lilov | 6-2,6-4 |
| Challenger Lima | 2023/08/21 15:00 | Victor Lilov v Fermin Tenti | 6-2,7-5 |
| Challenger Lima | 2023/08/20 16:30 | Victor Lilov v Luciano Tacchi | 6-4,6-1 |
| ITF M25 Trujillo | 2023/08/15 13:55 | Victor Lilov v Ignacio Monzon | 5-7,6-1,2-6 |
| Challenger Porto | 2023/07/30 10:00 | Johannes Haerteis v Victor Lilov | 6-4,2-6,6-2 |
| ITF M25 Porto | 2023/07/27 10:00 | Alexandre Reco v Victor Lilov | 6-4,1-6,6-3 |
| ITF M25 Porto | 2023/07/25 13:30 | Victor Lilov v Arthur Fery | 6-2,6-3 |