Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/11/13 10:30 | Oskar Grzegorzewski v Saba George Nanobashvili | 3-6,6-2,10-1 |
| ITF M15 Heraklion | 2023/10/22 08:30 | Oskar Grzegorzewski v Gianluca Carlini | 4-6,4-6 |
| ITF M15 Doha | 2023/10/10 14:00 | Pablo Trochu v Oskar Grzegorzewski | 6-3,6-4 |
| ITF M15 Doha | 2023/10/09 11:55 | Oskar Grzegorzewski v Andrei Cuceu | 6-2,7-6 |
| ITF M15 Koszalin | 2023/09/07 16:00 | Oskar Grzegorzewski v Tom Gentzsch | 3-6,5-7 |
| ITF M15 Koszalin | 2023/09/06 15:10 | Oskar Grzegorzewski v Filip Kosinski | 6-3,6-3 |
| Challenger Poznan | 2023/06/18 08:30 | Rudolf Molleker v Oskar Grzegorzewski | 6-1,6-2 |
| ITF M15 Monastir | 2023/11/10 09:00 | Juan Bautista Otegui v Tom Gentzsch | 6-3,6-4 |
| ITF M15 Monastir | 2023/11/09 08:30 | Juan Bautista Otegui v Alexandr Binda | 6-4,7-6 |
| ITF M15 Monastir | 2023/11/08 08:30 | Juan Bautista Otegui v Maik Steiner | 6-7,6-4,7-5 |
| ITF M15 Monastir | 2023/11/01 10:35 | Juan Bautista Otegui v Tiago Pereira | 2-6,4-6 |
| ITF M25 Santa Margherita | 2023/10/16 13:30 | Juan Bautista Otegui v Nerman Fatic | 3-6,3-6 |
| ITF M25 Santa Margherita | 2023/10/09 14:25 | Juan Bautista Otegui v Salvatore Caruso | 6-1,2-6,4-6 |
| ITF M25 Lujan | 2023/09/26 13:00 | Juan Bautista Otegui v Lorenzo Joaquin Rodriguez | 1-6,6-4,4-6 |
| Challenger Antofagasta | 2023/09/18 13:00 | Gilbert S K Junior v Juan Bautista Otegui | 6-1,6-1 |