Stadium: Court 7 Round: 46
| Challenger Winnetka Qual | 2018/07/07 15:00 | Hiltzik, Jared v Alafia Ayeni | 3-6,6-7 |
| ITF Canada F3 | 2018/06/19 16:00 | Alafia Ayeni v Seeberger, Matt | 6-0,6-7,5-7 |
| ITF China F8 | 2018/06/08 02:00 | Wishaya Trongcharoenchaikul v Alafia Ayeni | 6-4,1-6,6-3 |
| ITF China F8 | 2018/06/07 03:25 | Hanyi Liu v Alafia Ayeni | 1-6,4-6 |
| ITF China F8 | 2018/06/05 03:30 | Alafia Ayeni v Takeuchi, Kento (1987) | 6-1,7-5 |
| ITF China F7 | 2018/05/29 03:55 | Alafia Ayeni v Zhe Li | 3-6,6-7 |
| ITF China F7 Qual | 2018/05/28 02:00 | Alafia Ayeni v Han, Cheng | 7-6,6-4 |
| ITF China F7 Qual | 2018/05/27 02:55 | Alafia Ayeni v Hao Fan Wang | 6-3,7-6 |
| Challenger Winnetka Qual | 2018/07/07 15:00 | Kirkov, Vasil v Reinberg, Emil | 5-7,2-6 |
| ITF USA F17 | 2018/06/30 15:00 | Riffice, Sam v Reinberg, Emil | 6-0,6-3 |
| ITF USA F17 | 2018/06/29 17:20 | Reinberg, Emil v Bryde, Trent | 7-5,6-2 |
| ITF USA F17 | 2018/06/28 15:00 | Reinberg, Emil v Felix Corwin | 6-4,6-3 |
| ITF USA F17 | 2018/06/26 20:15 | Barry, Sam v Reinberg, Emil | 5-7,4-6 |
| ITF USA F15 | 2018/06/21 17:45 | Reinberg, Emil v Skander Mansouri | 1-6,6-7 |
| ITF USA F15 | 2018/06/20 15:45 | Stalder, Reese v Reinberg, Emil | 4-6,2-6 |
| ITF USA F23 | 2017/07/08 16:45 | Michael Mmoh v Reinberg, Emil | 6-3,1-6,6-3 |