Ground: Hardcourt outdoor
| ITF Canada F4 | 2014/07/01 17:00 | David Volfson v Connor Farren | 2-6,2-6 |
| ITF USA F15 | 2014/06/17 15:40 | Connor Farren v Alexander Sarkissian | 6-7,5-7 |
| ITF Canada F3 | 2014/06/28 19:25 | Filip Peliwo v Benjamin Mitchell | 6-4,3-6,6-1 |
| ITF Canada F3 | 2014/06/27 18:00 | Benjamin Mitchell v Alexander Day | 6-4,6-0 |
| ITF Canada F3 | 2014/06/26 18:00 | Brayden Schnur v Benjamin Mitchell | 4-6,2-6 |
| ITF Canada F3 | 2014/06/24 20:35 | Benjamin Mitchell v David Volfson | 6-3,6-3 |
| ITF Canada F3 - Qual. | 2014/06/23 17:00 | Benjamin Mitchell v Ren Nakamura | 6-3,6-2 |
| ITF Canada F3 - Qual. | 2014/06/22 17:00 | Benjamin Mitchell v Mesa Mei | 6-1,6-4 |
| Wimbledon - Qual. | 2014/06/16 14:55 | Benjamin Mitchell v Marius Copil | 3-6,3-6 |
| ITF Italia F16 | 2014/05/30 16:00 | Benjamin Mitchell v Mitchell Krueger | 4-6,5-7 |