Round: 54 Ground: Clay
| ITF Greece F3 | 2015/04/06 09:00 | Lorenzo Di Maro v Matvey Khomentovskiy | 1-6,1-6 |
| ITF Finland F2 | 2016/08/10 13:00 | Matvey Khomentovskiy v Kevin Griekspoor | 1-6,3-6 |
| ITF Finland F2 | 2016/08/09 07:30 | Winston Lin v Matvey Khomentovskiy | 4-6,2-6 |
| ITF Finland F2 Qual | 2016/08/07 13:45 | Matvey Khomentovskiy v Flemming Peters | 6-3,6-4 |
| ITF Finland F2 Qual | 2016/08/06 10:00 | Matvey Khomentovskiy v Mauricio A-Guzman | 6-2,6-1 |
| ITF Latvia F1 | 2016/08/03 08:30 | Matvey Khomentovskiy v Riccardo Maiga | 5-7,0-6 |
| ITF Latvia F1 | 2016/08/02 09:45 | Maciej Rajski v Matvey Khomentovskiy | 6-7,1-6 |
| ITF Latvia F1 | 2016/07/31 10:20 | Matvey Khomentovskiy v Tadas Tarasevicius | 6-4,6-4 |
| ITF Latvia F1 | 2016/07/31 07:00 | Matvey Khomentovskiy v Pelle Boerma | 6-1,6-1 |
| ITF Finland F3 Qual | 2016/08/12 22:00 | Pauli Sillanpaa v Lorenzo Di Maro | 3-6,1-6 |
| ITF Latvia F1 | 2016/07/30 08:30 | Lorenzo Di Maro v Valdemar Holm | 6-3,7-5 |
| ITF Romania F10 | 2016/07/24 10:30 | Lorenzo Di Maro v Edris Fetisleam | 1-6,4-6 |
| ITF Italy F18 Qual | 2016/06/25 07:30 | Tommaso Gabrieli v Lorenzo Di Maro | 6-4,7-6 |
| ITF Italy F15 | 2016/06/11 07:30 | Marco Mosciatti v Lorenzo Di Maro | 3-6,6-4,6-4 |
| ITF Italy F14 Qual | 2016/06/04 12:45 | Edoardo Lavagno v Lorenzo Di Maro | 2-6,6-4,6-4 |
| ITF Italy F13 | 2016/05/28 08:30 | Lorenzo Di Maro v Francesco Salviato | 5-7,5-7 |
| Challenger Vicenza Qual | 2016/05/21 09:35 | Stefano Napolitano v Lorenzo Di Maro | 6-2,6-0 |