Stadium: Court 1 Round: 26 Ground: Clay
| ITF M15 Sofia | 2023/07/05 08:15 | Goncalo Oliveira v Julien Evrard | 6-3,6-4 |
| ITF M15 Wroclaw | 2023/07/02 10:55 | Goncalo Oliveira v Jiri Barnat | 6-2,6-4 |
| ITF M15 Wroclaw | 2023/07/01 09:00 | Goncalo Oliveira v Kirill Kivattsev | 7-5,7-5 |
| ITF M15 Wroclaw | 2023/06/30 10:35 | Goncalo Oliveira v Tyler Zink | 7-5,6-4 |
| ITF M15 Wroclaw | 2023/06/29 10:30 | Goncalo Oliveira v Dali Blanch | 6-2,6-4 |
| ITF M15 Wroclaw | 2023/06/28 13:40 | Goncalo Oliveira v Daniel Paty | 6-4,6-3 |
| ITF M25 Risskov/Aarhus | 2023/06/15 11:25 | Anders Grinderslev v Goncalo Oliveira | 1-6,1-6 |
| ITF M25 Risskov/Aarhus | 2023/06/14 12:40 | Aleksandr Braynin v Goncalo Oliveira | 6-7,4-6 |
| ITF M15 Sofia | 2023/07/05 06:00 | Zoran Ludoski v Nicolas Bruna | 6-3,6-3 |
| ITF M15 Belgrade | 2023/06/28 07:00 | Leonardo Aboian v Zoran Ludoski | 6-2,6-4 |
| ITF M15 Kursumlijska Banja | 2023/05/23 13:00 | Samuel Vincent Ruggeri v Zoran Ludoski | 4-6,6-1,7-5 |
| ITF M15 Kursumlijska Banja | 2023/05/03 09:20 | Andrey Chepelev v Zoran Ludoski | 6-2,6-3 |
| UTR Pro Beograd | 2023/04/23 07:30 | Zoran Ludoski v Edison Ambarzumjan | 1-6,5-7 |
| UTR Pro Beograd | 2023/04/22 06:00 | Zoran Ludoski v Niksa Arsic | 6-3,4-6,5-4 |
| ITF M15 Monastir | 2023/03/15 09:55 | Lorenzo Rottoli v Zoran Ludoski | 6-4,6-1 |
| ITF M15 Monastir | 2023/03/13 15:00 | Thomas Kostka v Zoran Ludoski | 3-6,2-6 |