Round: 27 Ground: Hardcourt outdoor
| ITF Canada F3 | 2016/06/23 17:00 | Peter Polansky v Alexis Galarneau | 6-2,6-0 |
| ITF Canada F3 | 2016/06/22 19:25 | Peter Polansky v Chandril Sood | 6-0,6-1 |
| ITF USA F18 | 2016/06/18 15:00 | Peter Polansky v Darian King | 7-5,2-6,0-6 |
| ITF USA F18 | 2016/06/17 14:30 | Peter Polansky v Rubin Statham | 6-1,6-1 |
| ITF USA F18 | 2016/06/16 14:00 | Peter Polansky v Dennis Uspensky | 6-3,6-3 |
| ITF USA F18 | 2016/06/14 15:30 | Peter Polansky v Andrew Carter | 6-4,6-2 |
| ITF USA F17 | 2016/06/10 15:20 | Darian King v Peter Polansky | 6-7,6-4,7-6 |
| ITF USA F17 | 2016/06/09 14:50 | Gonzales Austin v Peter Polansky | 3-6,4-6 |
| ITF Canada F3 | 2016/06/23 17:00 | Michael Genender v Philip Bester | 1-6,0-6 |
| ITF Canada F3 | 2016/06/22 18:35 | Kevin Kylar v Philip Bester | 2-6,1-6 |
| ITF USA F17 | 2016/06/08 15:50 | Philip Bester v Dominic Cotrone | 6-3,3-6,6-3 |
| ITF USA F16 | 2016/05/07 14:00 | Roberto Quiroz v Philip Bester | 6-2,6-4 |
| ITF USA F16 | 2016/05/06 14:00 | Philip Bester v Miomir Kecmanovic | 7-5,6-3 |
| ITF USA F16 | 2016/05/05 18:00 | Philip Bester v Matias Franco Descotte | 7-6,6-3 |
| ITF USA F16 | 2016/05/05 14:50 | Philip Bester v Victor Krustev | 6-3,6-2 |
| ITF USA F13 | 2016/04/15 20:00 | Philip Bester v Dennis Nevolo | 0-6,1-6 |