Round: 54 Ground: Hardcourt outdoor
| ITF Egypt F27 | 2016/10/06 16:00 | Piotr Matuszewski v Szymon Walkow | 6-4,6-4 |
| ITF Egypt F27 | 2016/10/05 16:00 | Szymon Walkow v Alexander Merino | 6-1,6-2 |
| Challenger Szczecin Qual | 2016/09/11 12:15 | Petr Michnev v Szymon Walkow | 6-1,6-2 |
| Challenger Szczecin Qual | 2016/09/10 10:55 | Tomasz Bednarek v Szymon Walkow | 6-3,5-7,3-6 |
| ITF Poland F6 | 2016/08/23 10:30 | David Pel v Szymon Walkow | 6-1,0-6,6-2 |
| ITF Poland F5 | 2016/08/17 08:00 | Szymon Walkow v Adam Chadaj | 3-6,6-3,5-7 |
| ITF Poland F5 Qual | 2016/08/15 08:00 | Szymon Walkow v Jeremy Gschwendtner | 6-2,7-6 |
| ITF Belarus F1 | 2016/08/10 07:00 | Dzmitry Zhyrmont v Szymon Walkow | 6-1,6-1 |
| ITF Egypt F28 Qual | 2016/10/09 14:30 | Riccardo Roberto v Sagar Ahuja | 6-4,7-6 |
| ITF Italy F28 | 2016/09/04 11:00 | Matteo Tinelli v Riccardo Roberto | 7-6,6-2 |
| ITF Italy F28 | 2016/09/03 11:00 | Riccardo Roberto v Michele Longo | 6-3,7-5 |
| ITF Italy F27 | 2016/08/29 09:00 | Tobias Simon v Riccardo Roberto | 6-1,6-2 |
| ITF Italy F27 | 2016/08/28 08:00 | Riccardo Roberto v Marco Mosciatti | 6-4,7-5 |
| ITF Italy F27 | 2016/08/27 11:00 | Francesco Moncagatto v Riccardo Roberto | 6-2,6-7,2-6 |
| ITF Italy F25 Qual | 2016/08/15 07:30 | Andres Gabriel Ciurletti v Riccardo Roberto | 6-1,7-6 |
| ITF Italy F25 Qual | 2016/08/13 08:00 | Riccardo Roberto v Alessandro Ragazzi | 6-0,6-3 |