Stadium: Court 2 Round: 62 Ground: Hardcourt outdoor
| ITF USA F21 Qual | 2018/07/28 14:00 | Mwendwa Mbithi v McClain Kessler | 5-7,5-7 |
| ITF USA F20 | 2018/07/24 18:25 | McClain Kessler v John McNally | 4-6,2-6 |
| ITF USA F20 Qual | 2018/07/23 16:50 | Alfredo Perez v McClain Kessler | 6-3,3-6,6-7 |
| ITF USA F20 Qual | 2018/07/21 15:00 | McClain Kessler v Matt Seeberger | 6-2,6-3 |
| ITF USA F19B Qual | 2018/07/15 15:00 | Pierce Rollins v McClain Kessler | 6-3,7-5 |
| Challenger Winnetka Qual | 2018/07/07 18:05 | Strong Kirchheimer v McClain Kessler | 6-1,7-5 |
| ITF USA F19 | 2018/07/04 13:30 | Jacob Dunbar v McClain Kessler | 6-1,6-0 |
| ITF USA F19 Qual | 2018/07/02 16:40 | McClain Kessler v Maxime Cressy | 6-4,6-7,7-6 |
| ITF USA F21 Qual | 2018/07/28 14:00 | Tristan McCormick v Perry Gregg | 4-6,6-4,6-4 |
| ITF USA F3 Qual | 2018/01/07 15:00 | Petros Chrysochos v Tristan McCormick | 7-6,6-1 |
| ITF USA F3 Qual | 2018/01/06 15:00 | Tristan McCormick v Richard Torres | 6-2,6-4 |
| ITF USA F3 Qual | 2018/01/05 15:00 | Tristan McCormick v Daniel Fainblum | 7-6,6-0 |
| Challenger Lexington Qual | 2017/07/29 14:00 | Ryan Haviland v Tristan McCormick | 6-2,6-1 |
| ITF USA F22 | 2017/06/25 15:30 | Tristan McCormick v Sebastian Mermersky | 3-6,5-7 |
| ITF USA F22 | 2017/06/24 18:00 | Tristan McCormick v Francisco Dias | 7-6,5-7,7-6 |
| ITF USA F19 Qual | 2017/06/17 14:00 | Isaiah Strode v Tristan McCormick | 6-4,7-5 |