Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2014/09/07 15:00 | Rogelio Siller v Matthew Kandath | 7-6,6-4 |
| ITF Canada F9 Qual | 2014/09/06 18:00 | Rogelio Siller v Konrad Zieba | 6-4,6-4 |
| ITF Canada F9 Qual | 2014/09/02 14:00 | Henry Choi v Rogelio Siller | 6-0,7-5 |
| ITF Mexico F7 | 2014/06/24 18:30 | Luis David Martinez v Rogelio Siller | 6-3,6-2 |
| ITF Mexico F6 | 2014/06/17 18:50 | Rogelio Siller v Jorge Panta | 4-6,5-7 |
| ITF USA F13 | 2014/05/08 14:00 | Rogelio Siller v Eric Quigley | 1-6,5-7 |
| ITF USA F13 | 2014/05/07 17:45 | Dennis Nevolo v Rogelio Siller | 4-6,6-7 |
| ITF USA F13 Qual | 2014/05/06 15:00 | Rogelio Siller v Quinton Vega | 6-3,6-2 |
| 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 |
| ITF Canada F4 | 2014/07/04 17:00 | Philip Bester v Mousheg Hovhannisyan | 7-6,6-2 |