Stadium: Court 3 Round: 62
| Challenger Manerbio Qual | 2016/08/20 11:20 | Patricio Heras v Juan Ignacio Galarza | 2-6,6-1,4-6 |
| Challenger - San Benedetto | 2016/07/14 14:30 | Patricio Heras v Kevin Krawietz | 6-7,4-6 |
| Challenger - San Benedetto | 2016/07/12 11:00 | Maxime Chazal v Patricio Heras | 6-7,6-7 |
| Challenger San Benedetto Qual | 2016/07/11 10:05 | Walter Trusendi v Patricio Heras | 2-6,6-3,4-6 |
| Challenger San Benedetto Qual | 2016/07/10 15:00 | Alexander Bublik v Patricio Heras | 2-6,6-7 |
| Challenger - Todi | 2016/07/03 15:10 | Adelchi Virgili v Patricio Heras | 7-5,6-1 |
| ITF Italy F16 | 2016/06/22 10:30 | Walter Trusendi v Patricio Heras | 6-3,6-0 |
| ITF Italy F16 | 2016/06/21 09:00 | Alessandro Colella v Patricio Heras | 1-6,1-6 |
| ITF Turkey F30 Qual | 2017/08/14 07:00 | Mert Alkaya v Philip Sikman | 6-2,6-0 |
| ITF Macedonia F2 | 2017/07/29 12:00 | Philip Sikman v Yuri Khachatryan | 1-6,5-7 |
| ITF Portugal F8 Qual | 2017/06/17 08:00 | Afonso Portugal v Philip Sikman | 6-1,3-6,6-1 |
| ITF Spain F17 | 2017/06/11 09:00 | Justin Roberts v Philip Sikman | 6-3,6-0 |
| ITF Turkey F14 | 2017/04/09 07:00 | Volodymyr Uzhylovskyi v Philip Sikman | 6-3,6-1 |
| ITF Turkey F13 | 2017/04/02 07:30 | Piotr Grynkowski v Philip Sikman | 7-5,6-2 |
| ITF Israel F3 | 2017/03/25 07:00 | Philip Sikman v Daniel Dudockin | 0-6,5-7 |
| ITF Turkey F51 Qual | 2016/12/18 09:00 | Hugo Largo v Philip Sikman | 6-3,6-1 |