Stadium: EHS Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF USA F20 Qual | 2018/07/22 15:00 | Michael Redlicki v Kyle Seelig | 6-3,1-6,2-6 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Michael Redlicki v Justin Lunn | 6-2,6-1 |
| Challenger Winnetka Qual | 2018/07/08 15:00 | Martin Redlicki v Michael Redlicki | 7-6,6-2 |
| Challenger Winnetka Qual | 2018/07/07 18:05 | Alexander Knight v Michael Redlicki | 3-6,2-6 |
| ITF USA F17 | 2018/06/26 22:20 | Michael Redlicki v Jenson Brooksby | 6-2,6-3 |
| ITF USA F15 | 2018/06/24 14:00 | Tommy Paul v Michael Redlicki | 3-6,6-3,1-6 |
| ITF USA F15 | 2018/06/23 16:20 | Michael Redlicki v Skander Mansouri | 4-6,6-3,7-5 |
| ITF USA F15 | 2018/06/22 15:00 | Michael Redlicki v Ronnie Schneider | 7-5,6-2 |
| ITF USA F22 Qual | 2018/08/06 13:30 | Alexander Brown v Alexander Lebedev | 6-4,4-6,6-7 |
| ITF USA F22 Qual | 2018/08/05 13:30 | A.Trice Pickens v Alexander Lebedev | 6-7,3-6 |
| ITF USA F20 Qual | 2018/07/23 15:00 | Alexander Lebedev v Alec Adamson | 6-7,5-7 |
| ITF USA F20 Qual | 2018/07/22 15:00 | Alexander Lebedev v Joaquin Marquez | 7-5,6-3 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Alexander Lebedev v Benjamin Rosen | 6-1,6-7,6-1 |
| ITF USA F19B | 2018/07/18 15:00 | Alexander Lebedev v Danny Thomas | 5-7,2-6 |
| ITF USA F19B Qual | 2018/07/16 17:25 | Alexander Lebedev v Alexander Cozbinov | 6-2,6-4 |
| ITF USA F19B Qual | 2018/07/15 15:00 | Alexander Lebedev v Alex Blumenberg | 6-4,5-7,6-1 |