Round: 25 Ground: Hardcourt outdoor
| ITF Canada F3 | 2016/06/24 19:35 | Jason Jung v Halebian, Alexios | 6-3,6-3 |
| ITF Canada F3 | 2016/06/23 18:35 | Halebian, Alexios v Nevolo, Dennis | 6-3,7-6 |
| ITF Canada F3 | 2016/06/22 17:00 | Halebian, Alexios v Bar, Dekel | 6-1,6-2 |
| ITF China F7 | 2016/05/17 02:00 | Halebian, Alexios v Kikuchi, Gengo | 4-6,7-6,3-6 |
| ITF USA F14 | 2016/04/23 14:00 | Denis Shapovalov v Halebian, Alexios | 6-0,6-2 |
| ITF USA F14 | 2016/04/22 14:00 | Halebian, Alexios v Ore, I. A. | 7-6,5-7,7-5 |
| ITF USA F14 | 2016/04/21 15:35 | Federico Zeballos v Halebian, Alexios | 2-6,4-6 |
| ITF USA F14 | 2016/04/19 16:35 | Davidson, Patrick v Halebian, Alexios | 1-6,2-6 |
| ITF Canada F3 | 2016/06/21 19:35 | Day, Alexander v Krustev, Victor | 6-4,6-3 |
| ITF Canada F3 Qual | 2016/06/19 17:00 | Mei, Mesa v Krustev, Victor | 6-3,5-7,3-6 |
| ITF Canada F3 Qual | 2016/06/18 17:00 | Sanchez, Gabriel v Krustev, Victor | 2-6,0-6 |
| ITF USA F19 Qual | 2016/06/12 16:00 | Krustev, Victor v Wennakoski, Max | 5-7,0-6 |
| ITF USA F19 Qual | 2016/06/11 15:30 | Krustev, Victor v Maginley, J. | 5-7,6-2,6-3 |
| ITF USA F16 | 2016/05/05 14:50 | Bester, Philip v Krustev, Victor | 6-3,6-2 |
| ITF USA F16 | 2016/05/02 13:30 | Levine, Robert v Krustev, Victor | 6-2,4-6,1-6 |
| ITF USA F15 Qual | 2016/04/24 17:00 | Lippens, Michael v Krustev, Victor | 6-3,6-7,7-6 |