Stadium: Court N5 Round: 62 Ground: Clay
| 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 |
| ITF USA F15 | 2018/06/21 14:00 | Strong Kirchheimer v Karue Sell | 6-3,1-6,4-6 |
| ITF USA F19B Qual | 2018/07/15 15:00 | Kaptan Kaster v Alexander Cozbinov | 0-6,3-6 |
| ITF Morocco F4 | 2017/10/28 12:00 | Kaptan Kaster v Nicolas Uryson | 2-6,4-6 |
| ITF Spain F33 | 2017/10/08 13:00 | Sergi Perez Contri v Kaptan Kaster | 6-2,6-4 |
| ITF Spain F33 | 2017/10/07 11:30 | Kaptan Kaster v Pol Fernandez | 6-7,7-6,6-3 |
| ITF Portugal F21 | 2017/10/02 11:30 | Daniel Kopeinigg v Kaptan Kaster | 6-1,6-2 |
| ITF Portugal F20 Qual | 2017/09/24 12:00 | Ivan Marrero Curbelo v Kaptan Kaster | 6-4,7-5 |
| ITF Portugal F19 | 2017/09/20 11:30 | Kaptan Kaster v Pablo Vivero Gonzalez | 2-6,1-6 |
| ITF Portugal F19 | 2017/09/18 10:00 | Patrick Mayer v Kaptan Kaster | 6-7,6-1,4-6 |