Round: 25 Ground: Clay
| ITF Macedonia F1 | 2016/07/08 10:05 | Kristijan Mesaros v Ljubomir Celebic | 6-3,6-1 |
| ITF Macedonia F1 | 2016/07/07 10:30 | Igor Saveljic v Ljubomir Celebic | 2-6,0-6 |
| ITF Macedonia F1 | 2016/07/06 08:30 | Besir Durguti v Ljubomir Celebic | 0-6,3-6 |
| ITF Macedonia F2 | 2016/06/30 08:00 | Christopher O'Connell v Ljubomir Celebic | 6-2,7-5 |
| ITF Macedonia F2 | 2016/06/29 12:10 | Dejan Katic v Ljubomir Celebic | 4-6,2-6 |
| ITF Macedonia F1 | 2016/06/21 07:30 | Ljubomir Celebic v Christopher O'Connell | 4-6,1-6 |
| ITF Italy F15 | 2016/06/14 12:55 | Patricio Heras v Ljubomir Celebic | 6-2,7-5 |
| ITF Italy F12 | 2016/05/24 13:45 | Laurynas Grigelis v Ljubomir Celebic | 6-2,6-4 |
| ITF Italy F15 | 2016/06/16 12:20 | Walter Trusendi v Enrico Dalla Valle | 7-5,6-2 |
| ITF Italy F15 | 2016/06/14 16:45 | Enrico Dalla Valle v Bernabe Zapata Miralles | 3-6,6-0,7-5 |
| ITF Italy F2 | 2016/03/07 13:20 | Enrico Dalla Valle v Johannes Haerteis | 3-6,3-6 |
| ITF Italy F2 Qual | 2016/03/06 09:30 | Enrico Dalla Valle v Adrian Obert | 6-0,7-6 |
| ITF Italy F1 | 2016/02/29 13:15 | Enrico Dalla Valle v Dominik Boehler | 2-6,3-6 |
| ITF Egypt F33 | 2015/11/04 12:30 | Mohamed Safwat v Enrico Dalla Valle | 3-6,7-5,6-2 |
| ITF Egypt F33 | 2015/10/29 12:30 | Frederico Ferreira Silva v Enrico Dalla Valle | 6-2,6-2 |
| ITF Egypt F33 | 2015/10/28 15:00 | Nicolas Grandjean v Enrico Dalla Valle | 3-6,1-6 |