Stadium: Court 5 Round: 45
| Challenger Winnetka Qual | 2018/07/07 15:00 | Riffice, Sam v Collin Altamirano | 6-7,6-3,4-6 |
| ITF USA F17 | 2018/07/01 15:30 | Marc-Andrea Huesler v Riffice, Sam | 6-4,6-2 |
| ITF USA F17 | 2018/06/30 15:00 | Riffice, Sam v Reinberg, Emil | 6-0,6-3 |
| ITF USA F17 | 2018/06/29 18:00 | Riffice, Sam v Torpegaard, Mikael | 7-5,6-1 |
| ITF USA F17 | 2018/06/28 15:00 | Craig, Henry v Riffice, Sam | 4-6,6-2,2-6 |
| ITF USA F15 | 2018/06/22 16:00 | Riffice, Sam v Craig, Henry | 5-7,5-7 |
| ITF USA F15 | 2018/06/21 15:45 | Ryan Peniston v Riffice, Sam | 1-6,5-7 |
| ITF USA F15 | 2018/06/20 14:00 | Riffice, Sam v Dunbar, Jacob | 6-3,6-4 |
| Challenger Winnipeg Qual | 2018/07/08 19:25 | Halebian, Alexios v Marc-Andrea Huesler | 6-7,4-6 |
| ITF Canada F5 | 2018/07/05 18:20 | Halebian, Alexios v Volfson, David | 4-6,6-7 |
| ITF Canada F5 | 2018/07/04 23:30 | Halebian, Alexios v Du Toit, Riaan | 6-1,7-6 |
| ITF Canada F4 | 2018/06/26 17:00 | Halebian, Alexios v Brandon Holt | 1-6,6-4,4-6 |
| ITF Canada F3 | 2018/06/21 16:00 | Juan Carlos Aguilar v Halebian, Alexios | 6-4,6-3 |
| ITF Canada F3 | 2018/06/20 17:30 | Shropshire, Samuel v Halebian, Alexios | 6-4,3-6,0-6 |
| ITF USA F13 | 2018/06/13 19:15 | Petros Chrysochos v Halebian, Alexios | 6-2,6-4 |
| ITF Vietnam F3 | 2018/05/17 03:00 | Yu, Cheng-Yu v Halebian, Alexios | 6-4,6-2 |