Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Tavira | 2023/10/18 13:40 | Diego F Flores v Tiago Pereira | 4-6,6-3,2-6 |
| ITF M25 Tavira | 2023/10/17 10:30 | Diego F Flores v Simon Freund | 6-1,6-4 |
| ITF M25 Tavira | 2023/10/16 08:30 | Diego F Flores v Dominique Graf | 7-6,6-0 |
| ITF M25 Tavira | 2023/10/12 11:35 | Jaime Faria v Diego F Flores | 6-4,7-5 |
| ITF M25 Tavira | 2023/10/11 08:30 | Diego F Flores v Kuzey Cekirge | 3-6,6-4,6-1 |
| ITF M25 Nevers | 2023/10/04 09:30 | Diego F Flores v Tom Paris | 0-6,4-6 |
| ITF M25 Sintra | 2023/09/06 10:50 | Diego F Flores v Peter Sychev | 6-3,6-1 |
| ITF M15 Monastir | 2023/08/17 08:30 | Etienne Donnet v Diego F Flores | 3-6,7-5,6-4 |
| ITF M15 Monastir | 2023/10/29 08:30 | Olaf Pieczkowski v Alberto Barroso Campos | 1-6,1-6 |
| ITF M15 Monastir | 2023/10/28 08:30 | Guido Ivan Justo v Olaf Pieczkowski | 6-1,6-7,3-6 |
| ITF M15 Monastir | 2023/10/27 08:30 | Adrien Gobat v Olaf Pieczkowski | 4-6,5-7 |
| ITF M15 Monastir | 2023/10/26 08:30 | Louis Tessa v Olaf Pieczkowski | 2-6,6-7 |
| ITF M15 Monastir | 2023/10/25 12:30 | Yuta Kikuchi v Olaf Pieczkowski | 6-7,4-6 |
| ITF M15 Doha | 2023/10/12 13:00 | Marat Sharipov v Olaf Pieczkowski | 6-7,6-2,6-2 |
| ITF M15 Doha | 2023/10/09 15:10 | Mashari Nawaf v Olaf Pieczkowski | 1-6,1-6 |
| ITF M15 Doha | 2023/10/06 12:55 | Coleman Wong v Olaf Pieczkowski | 7-6,6-3 |