Stadium: Court 1 Round: 29 Ground: Hardcourt outdoor
| ITF USA F19B | 2018/07/20 16:00 | Lloyd Glasspool v Nick Chappell | 6-4,7-6 |
| ITF Canada F7 | 2018/09/14 15:00 | Nick Chappell v Harrison Adams | 6-4,6-4 |
| ITF Canada F7 | 2018/09/13 15:00 | Felix Corwin v Nick Chappell | 3-6,3-6 |
| ITF Canada F7 | 2018/09/12 16:45 | Nick Chappell v Jordi Arconada | 6-2,6-0 |
| ITF Canada F7 | 2018/09/11 16:45 | Nick Chappell v Evan Zhu | 6-3,6-0 |
| ITF Canada F6 | 2018/09/07 16:30 | Alejandro Gomez v Nick Chappell | 6-3,6-4 |
| ITF Canada F6 | 2018/09/06 17:10 | Nick Chappell v David Volfson | 6-2,4-6,6-2 |
| ITF Canada F6 | 2018/09/03 14:00 | Nick Chappell v Ronald Hohmann | 6-4,6-2 |
| ITF Canada F6 | 2018/09/02 13:00 | Nick Chappell v Matthew Segura | 6-4,6-4 |
| ITF Canada F7 | 2018/09/14 15:00 | Michail Pervolarakis v Lloyd Glasspool | 1-6,2-6 |
| ITF Canada F7 | 2018/09/13 17:25 | Liam Draxl v Lloyd Glasspool | 2-6,5-7 |
| ITF Canada F7 | 2018/09/12 14:00 | Aleksandar Kovacevic v Lloyd Glasspool | 4-6,6-7 |
| ITF Canada F7 | 2018/09/11 13:30 | Noe Khlif v Lloyd Glasspool | 1-6,6-4,4-6 |
| ITF Canada F6 | 2018/09/06 16:45 | Roy Smith v Lloyd Glasspool | 6-4,4-6,7-6 |
| ITF Canada F6 | 2018/09/05 14:00 | Alexander Knight v Lloyd Glasspool | 6-7,3-6 |
| Challenger Mallorca | 2018/08/27 09:00 | Lloyd Glasspool v Tim Van Rijthoven | 5-7,4-6 |
| Challenger Mallorca | 2018/08/26 12:45 | Lloyd Glasspool v Riccardo Bellotti | 6-4,3-6,6-1 |