Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2014/09/08 14:00 | Riaan Du Toit v Cameron Silverman | 6-4,3-6,2-6 |
| ITF USA F22 | 2014/07/31 18:40 | Liam Broady v Cameron Silverman | 6-1,3-6,6-1 |
| ITF USA F22 | 2014/07/30 17:15 | Dane Webb v Cameron Silverman | 3-6,1-6 |
| ITF USA F21 Qual | 2014/07/18 16:00 | Cameron Silverman v Felix Corwin | 2-6,5-7 |
| ITF USA F20 | 2014/07/17 16:15 | Cameron Silverman v Luke Bambridge | 1-6,2-6 |
| ITF USA F20 | 2014/07/16 15:00 | Cameron Silverman v Andrew Korinek | 6-3,1-6,6-2 |
| ITF USA F19 | 2014/07/03 14:00 | Cameron Silverman v Luke Bambridge | 6-4,4-6,2-6 |
| ITF USA F19 | 2014/07/02 18:00 | Cameron Silverman v Hunter Callahan | 7-6,6-4 |
| ITF Canada F9 Qual | 2014/09/09 18:35 | Rogelio Siller v Philip Bester | 3-6,2-6 |
| ITF Canada F9 Qual | 2014/09/04 14:00 | Philip Bester v Daniel Nguyen | 6-2,6-7,3-6 |
| ITF Canada F9 Qual | 2014/09/03 16:20 | Philip Bester v Egor Koleganov | 6-3,6-4 |
| ITF Canada F9 Qual | 2014/09/02 14:00 | Philip Bester v Max Wennakoski | 6-3,6-4 |
| ITF Canada F8 | 2014/08/23 18:00 | Philip Bester v Blake Mott | 7-6,6-7,3-6 |
| ITF Canada F8 | 2014/08/22 17:00 | Philip Bester v Greg Jones | 3-6,6-3,6-2 |
| ITF Canada F7 | 2014/08/15 23:45 | Omar Jasika v Philip Bester | 4-6,7-6,6-4 |
| ITF Canada F4 | 2014/07/05 22:15 | Filip Peliwo v Philip Bester | 6-4,6-4 |