Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| Challenger Champaign | 2018/11/11 19:30 | Ruan Roelofse v Danny Thomas | 6-3,6-3 |
| Challenger Champaign | 2018/11/10 17:40 | Daniel Nguyen v Ruan Roelofse | 2-6,2-6 |
| Challenger Stockton | 2018/09/29 20:30 | Harri Heliovaara v Ruan Roelofse | 7-6,6-1 |
| Challenger Columbus | 2018/09/15 15:20 | Tom Fawcett v Ruan Roelofse | 6-3,6-4 |
| Challenger Cary | 2018/09/08 15:20 | Alexander Sarkissian v Ruan Roelofse | 6-4,6-3 |
| Challenger Chicago | 2018/09/05 17:00 | Tommy Paul v Ruan Roelofse | 6-3,6-2 |
| Challenger Chicago | 2018/09/03 22:20 | Ruan Roelofse v Alexander Sarkissian | 3-6,4-6 |
| Challenger Chicago | 2018/09/02 22:10 | Alejandro Gonzalez v Ruan Roelofse | 4-6,6-3,3-6 |
| Challenger Champaign | 2018/11/12 16:00 | Ryan Shane v Alafia Ayeni | 4-6,6-1,6-4 |
| Challenger Champaign | 2018/11/11 16:00 | Gui Gomes v Alafia Ayeni | 3-6,2-6 |
| ITF Nigeria F5 | 2018/10/09 10:30 | Alafia Ayeni v Tyler Lu | 4-6,2-6 |
| ITF Canada F6 | 2018/09/09 15:00 | Alafia Ayeni v Felix Corwin | 6-3,6-3 |
| ITF Canada F6 | 2018/09/08 16:50 | Alafia Ayeni v Alejandro Gomez | 6-3,5-7,6-2 |
| ITF Canada F6 | 2018/09/07 18:10 | Alafia Ayeni v Pavel Krainik | 6-4,6-4 |
| ITF Canada F6 | 2018/09/06 19:15 | Evan Song v Alafia Ayeni | 4-6,3-6 |
| ITF Canada F6 | 2018/09/04 17:00 | Alafia Ayeni v Sho Katayama | 6-2,6-7,6-4 |