Round: 25 Ground: Hardcourt outdoor
| ITF Germany F6 | 2016/07/04 10:00 | Hendrik Jebens v Johann Willems | 6-7,6-7 |
| ITF Germany F6 | 2016/07/03 12:00 | Hendrik Jebens v Chris Conrardy | 6-3,6-4 |
| ITF Germany F5 | 2016/06/30 12:00 | Marc Sieber v Hendrik Jebens | 6-4,6-4 |
| ITF Germany F5 | 2016/06/29 10:00 | Hendrik Jebens v Johann Willems | 5-7,7-5,6-1 |
| ITF Germany F5 | 2016/06/27 14:00 | Hendrik Jebens v Lynn Max Kempen | 6-4,6-1 |
| ITF Germany F5 | 2016/06/26 09:00 | Hendrik Jebens v Lautaro Agustin Falabella | 6-2,6-2 |
| ITF USA F18 | 2016/06/12 13:00 | Hendrik Jebens v Justin Butsch | 1-6,1-6 |
| ITF USA F17 Qual | 2016/06/06 13:00 | Damon Gooch v Hendrik Jebens | 6-4,6-2 |
| ITF Canada F4 | 2016/07/01 23:45 | Alexios Halebian v Peter Polansky | 3-6,1-6 |
| ITF Canada F4 | 2016/06/30 17:00 | Edan Leshem v Alexios Halebian | 1-6,6-3,4-6 |
| ITF Canada F4 | 2016/06/29 00:00 | Alexios Halebian v Victor Krustev | 6-2,6-0 |
| ITF Canada F3 | 2016/06/24 19:35 | Jason Jung v Alexios Halebian | 6-3,6-3 |
| ITF Canada F3 | 2016/06/23 18:35 | Alexios Halebian v Dennis Nevolo | 6-3,7-6 |
| ITF Canada F3 | 2016/06/22 17:00 | Alexios Halebian v Dekel Bar | 6-1,6-2 |
| ITF China F7 | 2016/05/17 02:00 | Alexios Halebian v Gengo Kikuchi | 4-6,7-6,3-6 |
| ITF USA F14 | 2016/04/23 14:00 | Denis Shapovalov v Alexios Halebian | 6-0,6-2 |