Round: 60 Ground: Clay
| ITF USA F11 Qual | 2016/03/20 17:00 | Evan Song v Jonathan Chang | 6-4,6-4 |
| ITF USA F10 Qual | 2016/03/13 17:00 | Jonathan Chang v Francis Casey Alcantara | 3-6,6-2,1-6 |
| ITF USA F10 Qual | 2016/03/12 19:00 | Jack Vance v Jonathan Chang | 2-6,0-6 |
| Challenger Dallas Qual | 2016/01/30 17:20 | Jonathan Chang v Gianluigi Quinzi | 2-6,4-6 |
| ITF USA F5 | 2016/01/24 17:00 | Jonathan Chang v Patrick Daciek | 4-6,5-7 |
| ITF USA F4 | 2016/01/18 16:00 | Damon Gooch v Jonathan Chang | 6-4,6-3 |
| ITF USA F3 Qual | 2016/01/11 17:00 | Denis Shapovalov v Jonathan Chang | 6-2,6-1 |
| ITF USA F3 Qual | 2016/01/10 16:00 | John Harrison Richmond v Jonathan Chang | 6-3,1-6,6-7 |
| ITF Turkey F14 | 2016/04/02 06:30 | Drew Van Orderlain v Gokberk Ergeneman | 6-2,2-6,2-6 |
| ITF Turkey F13 | 2016/03/26 08:00 | Vincent Van Den Honert v Drew Van Orderlain | 6-2,6-0 |
| ITF Turkey F12 | 2016/03/20 08:00 | Drew Van Orderlain v Anatoliy Petrenko | 1-6,1-6 |
| ITF Turkey F12 | 2016/03/19 08:00 | Drew Van Orderlain v Nicholas Nugent | 6-7,6-3,6-3 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Victor Krustev v Drew Van Orderlain | 6-3,6-1 |
| ITF USA F4 | 2016/01/15 09:00 | Hady Habib v Drew Van Orderlain | 6-0,6-1 |
| ITF USA F3 Qual | 2016/01/09 17:30 | Drew Van Orderlain v John Harrison Richmond | 1-6,4-6 |
| ITF USA F30 | 2015/10/10 14:00 | Hunter Reese v Drew Van Orderlain | 6-1,6-4 |