Ground: Hardcourt outdoor
| ITF Canada F6 | 2014/07/17 17:00 | Connor Smith v George Jecminek | 6-3,6-4 |
| ITF Canada F5 | 2014/07/11 18:40 | Farris Fathi Gosea v Connor Smith | 2-6,6-7 |
| ITF Canada F5 | 2014/07/09 17:00 | Connor Farren v Connor Smith | 3-6,5-7 |
| ITF Canada F5 | 2014/07/07 15:00 | Mico Santiago v Connor Smith | 4-6,3-6 |
| ITF USA F18 | 2014/06/28 21:30 | Connor Smith v Ryan Shane | 7-6,4-6,7-5 |
| ITF USA F18 | 2014/06/27 21:55 | Liam Broady v Connor Smith | 3-6,6-2,2-6 |
| ITF USA F18 | 2014/06/26 19:00 | Marcus Fugate v Connor Smith | 5-7,6-7 |
| ITF USA F18 | 2014/06/25 23:40 | Connor Smith v Mitchell Frank | 7-5,6-1 |
| ITF Canada F6 | 2014/07/17 19:45 | Alexander Day v Dekel Bar | 6-3,2-6,6-4 |
| ITF Canada F6 | 2014/07/15 17:00 | Alexander Day v Collin Johns | 6-2,6-3 |
| ITF Canada F5 | 2014/07/10 18:25 | Alexander Day v Thanasi Kokkinakis | 1-6,0-6 |
| ITF Canada F4 | 2014/07/02 22:25 | Filip Peliwo v Alexander Day | 6-2,7-6 |
| ITF Canada F3 | 2014/06/27 18:00 | Benjamin Mitchell v Alexander Day | 6-4,6-0 |
| ITF Canada F3 | 2014/06/25 23:05 | Alexander Day v Dekel Bar | 6-1,6-4 |