Stadium: Court 6 Round: 62
| ITF USA F21 Qual | 2017/06/24 15:00 | Felix Corwin v Toby D. Boyer | 6-0,5-7,7-5 |
| ITF USA F19B Qual | 2018/07/14 18:30 | Felix Corwin v Austin Rapp | 6-1,6-3 |
| Challenger Winnetka Qual | 2018/07/07 16:30 | Peter Kobelt v Felix Corwin | 6-3,6-2 |
| ITF USA F19 | 2018/07/03 13:30 | Brandon Holt v Felix Corwin | 7-6,7-6 |
| ITF USA F17 | 2018/06/28 15:00 | Emil Reinberg v Felix Corwin | 6-4,6-3 |
| ITF USA F17 | 2018/06/27 15:00 | Christopher G Haworth v Felix Corwin | 3-6,3-6 |
| ITF USA F17 Qual | 2018/06/26 17:35 | Felix Corwin v Tim Kopinski | 6-1,6-2 |
| ITF USA F17 Qual | 2018/06/25 17:00 | Felix Corwin v Christian Langmo | 7-5,6-2 |
| ITF USA F15 Qual | 2018/06/18 13:00 | Trent Bryde v Felix Corwin | 7-5,6-4 |
| ITF USA F19B Qual | 2018/07/14 18:30 | Joshua Ortlip v Toby D. Boyer | 6-1,5-7,4-6 |
| ITF USA F19 | 2018/07/04 13:30 | Dusty H. Boyer v Toby D. Boyer | 7-6,6-3 |
| ITF USA F19 Qual | 2018/07/02 14:00 | Alexander Pozo v Toby D. Boyer | 4-6,1-6 |
| ITF USA F19 Qual | 2018/07/01 17:00 | Abhishek Bastola v Toby D. Boyer | 2-6,2-6 |
| ITF USA F19 Qual | 2018/06/30 16:00 | Austin Williams v Toby D. Boyer | 1-6,2-6 |
| ITF USA F17 Qual | 2018/06/25 17:00 | Dusty H. Boyer v Toby D. Boyer | 6-1,6-3 |
| ITF USA F17 Qual | 2018/06/23 15:30 | William Genesen v Toby D. Boyer | 1-6,7-5,0-6 |
| ITF USA F27 Qual | 2017/08/05 14:30 | Toby D. Boyer v Jake Jacoby | 3-6,4-6 |