Round: 27 Ground: Hardcourt indoor
| ITF Norway F3 | 2016/11/02 10:15 | Tobias Simon v Fredrik Ask | 6-3,5-7,6-4 |
| ITF Norway F3 | 2016/11/01 12:10 | Tobias Simon v Ulises Blanch | 7-5,6-2 |
| ITF Great Britain F4 | 2016/10/28 10:50 | Yannick Maden v Tobias Simon | 7-6,6-7,7-6 |
| ITF Great Britain F4 | 2016/10/27 13:00 | Jay Clarke v Tobias Simon | 4-6,4-6 |
| ITF Great Britain F4 | 2016/10/26 11:20 | Mateusz Terczynski v Tobias Simon | 6-7,2-6 |
| ITF Germany F15 | 2016/10/23 12:10 | Tobias Simon v Marek Jaloviec | 5-7,6-7 |
| ITF Germany F15 | 2016/10/21 14:35 | Tobias Simon v Gijs Brouwer | 7-6,6-2 |
| ITF Germany F15 | 2016/10/20 14:10 | Tobias Simon v Christian Hansen | 6-1,7-6 |
| ITF Norway F3 | 2016/11/02 10:20 | Daniel Appelgren v Gianluigi Quinzi | 6-2,1-6,4-6 |
| ITF Norway F2 | 2016/10/29 10:00 | Gianluigi Quinzi v Lucas Miedler | 2-6,4-6 |
| ITF Norway F2 | 2016/10/28 10:00 | Gianluigi Quinzi v Hugo Grenier | 6-4,6-3 |
| ITF Norway F2 | 2016/10/27 14:00 | Gianluigi Quinzi v Viktor Durasovic | 6-3,6-1 |
| ITF Norway F2 | 2016/10/26 14:00 | Gianluigi Quinzi v Simen Sunde Bratholm | 3-6,6-3,6-1 |
| ITF Norway F2 | 2016/10/25 11:10 | Gianluigi Quinzi v Johannes Foss Abrahamsen | 6-4,6-2 |
| Challenger Rome 2 | 2016/09/27 10:30 | Gianluigi Quinzi v Gianluca Mager | 3-6,5-7 |
| Challenger Genova | 2016/09/07 20:10 | Nicolas Almagro v Gianluigi Quinzi | 1-6,6-4,7-5 |