Stadium: COURT 2 Round: 26 Ground: Hardcourt outdoor
| ITF USA F25 Qual | 2016/07/25 16:50 | Mico Santiago v Grayson M. Goldin | 1-6,2-6 |
| ITF USA F25 Qual | 2016/07/24 13:15 | Mico Santiago v Warren Race | 6-1,6-0 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Mico Santiago v Brandon Donaldson | 6-2,6-2 |
| ITF USA F23 | 2016/06/30 15:35 | Mico Santiago v Clay Thompson | 3-6,6-3,2-6 |
| ITF USA F23 | 2016/06/29 16:00 | Mico Santiago v Jason Legall | 6-4,6-2 |
| ITF USA F21 | 2016/06/23 16:25 | Tennys Sandgren v Mico Santiago | 6-1,6-2 |
| ITF USA F21 | 2016/06/22 14:00 | Nathaniel Lammons v Mico Santiago | 2-6,2-6 |
| ITF USA F18 | 2016/06/14 14:45 | Aron Hiltzik v Mico Santiago | 6-1,7-5 |
| Challenger Granby | 2016/08/04 22:30 | Yasutaka Uchiyama v Philip Bester | 6-4,7-5 |
| Challenger Granby | 2016/08/02 16:05 | Philip Bester v Quentin Halys | 6-2,7-6 |
| Challenger Winnipeg | 2016/07/15 15:00 | Philip Bester v Peter Gojowczyk | 5-7,3-6 |
| Challenger Winnipeg | 2016/07/14 15:20 | Bjorn Fratangelo v Philip Bester | 6-4,5-7,1-6 |
| Challenger Winnipeg | 2016/07/12 20:35 | Brayden Schnur v Philip Bester | 1-6,3-6 |
| ITF Canada F5 | 2016/07/10 17:00 | Philip Bester v Peter Polansky | 6-4,4-6,6-4 |
| ITF Canada F5 | 2016/07/09 17:00 | Philip Bester v Blake Mott | 6-4,4-6,6-4 |
| ITF Canada F5 | 2016/07/08 19:10 | Philip Bester v Brayden Schnur | 6-3,6-2 |