| ITF Canada F6 | 2016/08/30 16:00 | Rubin Statham v Kevin Kylar | 6-3,6-1 |
| Challenger - Winnipeg | 2016/07/11 15:00 | Tim Smyczek v Kevin Kylar | 6-1,6-1 |
| ITF Canada F5 | 2016/07/07 20:00 | Alexios Halebian v Kevin Kylar | 6-4,6-1 |
| ITF Canada F4 | 2016/06/29 18:35 | Philip Bester v Kevin Kylar | 6-1,6-3 |
| ITF Canada F3 | 2016/06/22 18:35 | Kevin Kylar v Philip Bester | 2-6,1-6 |
| ITF Bulgaria F1 | 2016/05/18 09:30 | Aliaksandr Prudnikau v Kevin Kylar | 6-3,6-1 |
| ITF USA F12 Qual | 2016/04/04 14:00 | Denis Shapovalov v Kevin Kylar | 6-2,6-0 |
| ITF USA F10 Qual | 2016/03/12 21:00 | Evan Zhu v Kevin Kylar | 6-1,4-6,6-3 |
| ITF Ecuador F2 | 2016/10/19 15:00 | Ivan Endara v Joao Menezes | 3-6,3-6 |
| ITF Ecuador F2 | 2016/10/18 15:00 | Ivan Endara v Alejandro Mendoza | 6-1,6-2 |
| ITF Ecuador F1 | 2016/10/15 16:30 | Juan Pablo Varillas v Ivan Endara | 6-4,1-6,6-7 |
| ITF Ecuador F1 | 2016/10/14 16:30 | Thales Turini v Ivan Endara | 4-6,6-7 |
| ITF Ecuador F1 | 2016/10/13 15:00 | Raleigh Smith v Ivan Endara | 3-6,4-6 |
| ITF Ecuador F1 | 2016/10/12 15:00 | Asdrubal Gobernate v Ivan Endara | 3-6,2-6 |
| ITF Ecuador F1 | 2016/10/11 15:00 | Tyler Mercier v Ivan Endara | 6-7,1-6 |
| ITF Canada F9 Qual | 2016/09/21 15:50 | Lev Kazakov v Ivan Endara | 6-7,6-3,6-2 |