Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF USA F18 | 2018/06/30 15:30 | Mateo Nicolas Martinez v Charles Broom | 6-3,7-6 |
| ITF USA F18 | 2018/06/29 20:20 | Charles Broom v Andres Andrade | 6-2,6-0 |
| ITF USA F18 | 2018/06/28 14:00 | Charles Broom v Sean Sculley | 6-2,3-6,6-4 |
| ITF USA F18 | 2018/06/27 19:35 | Pavel Krainik v Charles Broom | 4-6,3-6 |
| ITF USA F16 | 2018/06/18 17:00 | Charles Broom v Dan Martin | 3-6,4-6 |
| ITF USA F16 | 2018/06/16 19:00 | Charles Broom v Perry Gregg | 6-4,6-1 |
| ITF USA F14 | 2018/06/13 17:00 | Charles Broom v Karl Poling | 4-6,3-6 |
| ITF USA F14 | 2018/06/11 15:00 | Charles Broom v Andrew Zhang | 6-3,7-5 |
| 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 F13 Qual | 2018/06/11 16:20 | Christian Seraphim v Felix Corwin | 6-3,6-3 |