Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2014/09/06 13:00 | Philip Wilbert Major v Strong Kirchheimer | 0-6,2-6 |
| ITF Canada F9 Qual | 2014/08/31 14:00 | Tom Fawcett v Strong Kirchheimer | 7-5,7-5 |
| ITF Canada F9 Qual | 2014/08/30 16:00 | Riaan Du Toit v Strong Kirchheimer | 5-7,2-6 |
| ITF USA F23 Qual | 2014/08/02 15:00 | Strong Kirchheimer v John Lamble | 2-6,6-7 |
| ITF USA F22 Qual | 2014/07/29 15:00 | Samuel Monette v Strong Kirchheimer | 4-6,6-1,6-4 |
| ITF USA F22 Qual | 2014/07/28 15:00 | Strong Kirchheimer v Elliott Orkin | 6-1,6-4 |
| ITF USA F21 Qual | 2014/07/19 16:30 | Felix Corwin v Strong Kirchheimer | 6-7,4-6 |
| ITF USA F18 | 2014/06/22 16:00 | Alex Fennel v Strong Kirchheimer | 6-2,6-2 |
| ITF Canada F9 Qual | 2014/08/31 15:30 | Winston Lin v Samuel Shropshire | 2-6,6-4,6-2 |
| ITF Canada F9 Qual | 2014/08/30 13:00 | Samuel Shropshire v Antoine Leduc | 6-3,6-2 |
| ITF USA F23 Qual | 2014/08/04 14:00 | A.J Catanzariti v Samuel Shropshire | 6-3,7-5 |
| ITF USA F23 Qual | 2014/08/02 14:00 | Samuel Shropshire v Adam Rudowski | 6-3,6-1 |