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