Round: 45 Ground: Clay
| Challenger Meerbusch Qual | 2016/08/13 11:30 | Sebastian Serrano v Cristobal Grandon Diaz | 2-6,6-2,6-3 |
| ITF Tunisia F15 | 2016/04/20 09:00 | Cristobal Grandon Diaz v Алексис Мусялек | 2-6,0-6 |
| ITF Argentina F3 | 2016/03/13 15:30 | Luciano Betella v Cristobal Grandon Diaz | 6-3,6-2 |
| ITF Argentina F3 | 2016/03/12 16:30 | Cristobal Grandon Diaz v Brian Orradre | 6-4,6-1 |
| Challenger Santiago 2 Qual | 2016/03/05 15:55 | Педро Сакамото v Cristobal Grandon Diaz | 6-1,6-3 |
| ITF Tunisia F8 | 2016/03/01 12:30 | Cristobal Grandon Diaz v Amine Ahouda | 4-6,0-6 |
| ITF Tunisia F7 | 2016/02/22 11:00 | Amine Ahouda v Cristobal Grandon Diaz | 6-2,6-2 |
| ITF Tunisia F7 | 2016/02/21 11:00 | Davide Albertoni v Cristobal Grandon Diaz | 6-4,1-6,5-7 |
| ITF Hungary F6 | 2016/09/17 10:00 | Cristopher Kohl v Филип Шрол | 3-6,2-6 |
| ITF Hungary F5 | 2016/09/13 10:20 | Cristopher Kohl v Лукас Мидлер | 2-6,7-6,0-6 |
| ITF Hungary F5 | 2016/09/12 09:00 | Cristopher Kohl v Васил Йехоров | 4-6,6-1,6-2 |
| ITF Hungary F5 | 2016/09/11 09:00 | Cristopher Kohl v Patryk Krolik | 7-5,6-2 |
| ITF Hungary F4 | 2016/09/07 15:20 | Tomislav Ternar v Cristopher Kohl | 6-2,6-2 |
| ITF Argentina F7 | 2016/05/15 12:30 | Игнасио Монзон v Cristopher Kohl | 6-1,2-6,7-6 |
| ITF Argentina F7 | 2016/05/14 12:00 | Леонардо Абоян v Cristopher Kohl | 4-6,6-4,5-7 |
| ITF Argentina F6 | 2016/05/08 12:00 | Tomas Reche v Cristopher Kohl | 6-3,6-3 |