Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| ITF USA F20 | 2018/07/24 15:00 | Guy Orly Iradukunda v Jacob Dunbar | 4-6,1-6 |
| ITF USA F19B | 2018/07/19 19:00 | Guy Orly Iradukunda v Sebastien Boltz | 2-6,6-7 |
| ITF USA F19B | 2018/07/17 15:00 | Guy Orly Iradukunda v Harrison Adams | 6-2,6-4 |
| Challenger Winnetka | 2018/07/10 16:00 | Guy Orly Iradukunda v Evan King | 5-7,2-6 |
| Challenger Winnetka Qual | 2018/07/09 15:00 | Guy Orly Iradukunda v Alexander Ritschard | 6-4,7-5 |
| Challenger Winnetka Qual | 2018/07/08 15:00 | Peter Kobelt v Guy Orly Iradukunda | 3-6,4-6 |
| Challenger Winnetka Qual | 2018/07/07 16:50 | Thales Turini v Guy Orly Iradukunda | 2-6,2-6 |
| ITF USA F19 | 2018/07/04 15:55 | Mohamed Aziz Dougaz v Guy Orly Iradukunda | 6-2,6-4 |
| ITF USA F21 Qual | 2018/07/31 17:50 | Zane Khan v Grey Hamilton | 2-6,5-7 |
| ITF USA F21 Qual | 2018/07/30 15:00 | Joshua Ortlip v Grey Hamilton | 2-6,0-6 |
| ITF USA F18 | 2018/06/29 14:00 | Mateo Nicolas Martinez v Grey Hamilton | 6-0,6-3 |
| ITF USA F18 | 2018/06/28 15:40 | Grey Hamilton v Junior Alexander Ore | 6-3,6-4 |
| ITF USA F18 | 2018/06/26 15:10 | Grey Hamilton v Dragos Constantin Ignat | 7-5,2-6,6-3 |
| ITF USA F18 | 2018/06/25 19:30 | Grey Hamilton v Nevin Arimilli | 6-1,5-7,6-1 |
| ITF USA F18 | 2018/06/25 14:00 | Grey Hamilton v Jordan Benjamin | 6-1,6-4 |
| ITF USA F18 | 2018/06/24 14:00 | Grey Hamilton v Yang Liu | 6-1,6-4 |