Round: 44 Ground: Hardcourt outdoor
| ITF Canada F7 | 2016/09/09 16:00 | Alexander Ritschard v Jonathan Chang | 6-1,6-0 |
| ITF Canada F7 | 2016/09/08 16:00 | Martin Beran v Jonathan Chang | 5-7,2-6 |
| ITF Canada F7 | 2016/09/06 14:30 | Jonathan Chang v Kaichi Uchida | 6-4,3-6,6-2 |
| ITF Canada F7 Qual | 2016/09/05 16:00 | Jonathan Chang v Nicaise Muamba | 6-4,6-1 |
| ITF Canada F7 Qual | 2016/09/04 14:00 | Jonathan Chang v Chih Chi Huang | 6-2,6-0 |
| ITF Canada F6 | 2016/08/31 18:10 | Filip Peliwo v Jonathan Chang | 6-2,6-4 |
| ITF Canada F6 | 2016/08/29 16:00 | Michael Genender v Jonathan Chang | 3-6,4-6 |
| ITF USA F25 Qual | 2016/07/23 15:00 | Jarryd Woog v Jonathan Chang | 4-6,1-6 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Jonathan Sorbo v Nicholas Bybel | 0-6,2-6 |
| ITF Canada F7 Qual | 2016/09/05 18:20 | Strong Kirchheimer v Nicholas Bybel | 6-1,7-5 |
| ITF Canada F7 Qual | 2016/09/04 15:00 | Justin Lunn v Nicholas Bybel | 6-7,0-6 |
| ITF Romania F10 | 2016/07/26 13:35 | Nicholas Bybel v Vladyslav Manafov | 4-6,2-6 |
| ITF Romania F10 | 2016/07/24 07:00 | Nicholas Bybel v Marius Frosa | 6-4,6-1 |
| ITF Romania F10 | 2016/07/23 07:00 | Andrei Soltoianu v Nicholas Bybel | 6-7,3-6 |
| ITF Austria F2 | 2016/07/09 07:15 | Nicholas Bybel v Manfred Fellin | 6-1,6-7,2-6 |
| ITF Austria F1 | 2016/07/03 13:45 | Michal Dembek v Nicholas Bybel | 6-4,6-3 |