Stadium: Court 3 Round: 45
| ITF USA F20 | 2018/07/24 15:00 | Nick Chappell v Sebastien Boltz | 4-6,5-7 |
| ITF USA F19B | 2018/07/20 16:00 | Lloyd Glasspool v Nick Chappell | 6-4,7-6 |
| ITF USA F19B | 2018/07/19 18:35 | Nick Chappell v Petros Chrysochos | 6-4,4-6,6-3 |
| ITF USA F19B | 2018/07/18 17:50 | Jacob Dunbar v Nick Chappell | 6-4,2-6,5-7 |
| ITF Canada F3 | 2018/06/21 16:00 | Steven Diez v Nick Chappell | 7-5,6-2 |
| ITF Canada F3 | 2018/06/20 16:00 | Jack Davis v Nick Chappell | 2-6,3-6 |
| ITF Sweden F3 | 2018/05/21 09:50 | Nick Chappell v Marius Ruzgas | 3-6,3-6 |
| ITF Sweden F2 | 2018/05/15 11:40 | Lukas Ollert v Nick Chappell | 6-2,6-7,7-5 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Strong Kirchheimer v Kaptan Kaster | 6-2,6-2 |
| ITF USA F19B | 2018/07/19 17:00 | Kareem Allaf v Strong Kirchheimer | 6-3,6-4 |
| ITF USA F19B | 2018/07/18 17:00 | Piotr Smietana v Strong Kirchheimer | 1-6,0-6 |
| Challenger Winnetka Qual | 2018/07/08 15:00 | Luke Saville v Strong Kirchheimer | 6-2,6-4 |
| Challenger Winnetka Qual | 2018/07/07 18:05 | Strong Kirchheimer v McClain Kessler | 6-1,7-5 |
| ITF USA F18 | 2018/06/29 15:30 | Jordi Arconada v Strong Kirchheimer | 7-6,5-7,6-3 |
| ITF USA F18 | 2018/06/28 17:00 | Axel Nefve v Strong Kirchheimer | 1-6,1-6 |
| ITF USA F18 | 2018/06/27 21:00 | Temur Ismailov v Strong Kirchheimer | 2-6,2-6 |