Stadium: COURT VIKTOR TROICKI Round: 25 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/09/12 07:00 | Marko Nikolic v Zoran Ludoski | 3-6,1-6 |
| ITF M15 Pirot | 2023/09/06 09:40 | Luka Pavlovic v Zoran Ludoski | 6-1,7-6 |
| ITF M15 Novi Sad | 2023/08/02 13:30 | Zoran Ludoski v Marat Sharipov | 2-6,1-6 |
| ITF M15 Novi Sad | 2023/07/26 07:30 | Mili Poljicak v Zoran Ludoski | 6-4,6-2 |
| ITF M15 Sofia | 2023/07/06 11:35 | Goncalo Oliveira v Zoran Ludoski | 6-1,6-2 |
| 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 |
| Challenger Genoa | 2023/09/03 14:05 | Gabriele Pennaforti v Lorenzo Rottoli | 4-6,6-2,1-6 |
| ITF M15 Forli | 2023/09/02 08:45 | Gabriele Pennaforti v Giorgio Tabacco | 6-4,6-2 |
| ITF M15 Forli | 2023/09/01 14:05 | Gabriele Pennaforti v Daniel Bagnolini | 6-3,6-1 |
| ITF M15 Forli | 2023/08/31 10:30 | Francesco Forti v Gabriele Pennaforti | 6-7,4-6 |
| ITF M15 Forli | 2023/08/30 13:10 | Gabriele Bosio v Gabriele Pennaforti | 3-6,4-6 |
| ITF M15 Forli | 2023/08/28 16:15 | Lorenzo Beraldo v Gabriele Pennaforti | 2-6,3-6 |
| ITF M25 Lesa | 2023/08/23 12:25 | Gabriele Pennaforti v Timo Legout | 2-6,4-6 |
| Challenger Todi | 2023/08/14 10:40 | Giovanni Oradini v Gabriele Pennaforti | 7-6,2-6,6-3 |