Round: 25 Ground: Clay
| Challenger Cali 2 Qual | 2016/07/03 18:35 | Juan Sebastian Gomez v Gonzalo Villanueva | 6-4,6-2 |
| ITF Colombia F3 | 2016/07/02 15:00 | Roberto Quiroz v Gonzalo Villanueva | 6-3,6-1 |
| ITF Colombia F3 | 2016/07/01 19:45 | Juan Pablo Varillas v Gonzalo Villanueva | 3-6,4-6 |
| ITF Colombia F3 | 2016/06/30 16:00 | Gonzalo Villanueva v Gaston-Arturo Grimolizzi | 6-0,7-6 |
| ITF Colombia F3 | 2016/06/29 17:15 | Felipe Mantilla v Gonzalo Villanueva | 2-6,2-6 |
| ITF Colombia F3 | 2016/06/28 16:35 | Gonzalo Villanueva v Jorge Panta | 1-6,6-3,6-2 |
| ITF Colombia F2 | 2016/06/24 17:20 | Gonzalo Villanueva v Roberto Cid Subervi | 2-6,1-6 |
| ITF Colombia F2 | 2016/06/23 15:30 | Gonzalo Villanueva v Matias Zukas | 2-6,6-0,6-0 |
| ITF Spain F26 | 2016/08/18 13:00 | Pol Toledo Bague v Bernabe Zapata Miralles | 1-6,3-6 |
| ITF Spain F26 | 2016/08/16 17:05 | Pol Toledo Bague v Sergio Martos Gornes | 6-3,6-3 |
| ITF Morocco F4 | 2016/07/26 12:50 | Skander Mansouri v Pol Toledo Bague | 4-6,6-3,6-4 |
| Challenger Tampere Qual | 2016/07/16 13:10 | Sami Huurinainen v Pol Toledo Bague | 6-4,5-7,6-4 |
| Challenger San Benedetto Qual | 2016/07/11 10:35 | Laslo Djere v Pol Toledo Bague | 6-2,7-5 |
| Challenger San Benedetto Qual | 2016/07/10 13:30 | Pol Toledo Bague v Lucas Miedler | 6-1,6-1 |
| Challenger San Benedetto Qual | 2016/07/09 14:35 | Matteo Marfia v Pol Toledo Bague | 4-6,4-6 |
| ITF Germany F4 | 2016/06/24 12:00 | Pol Toledo Bague v Kevin Krawietz | 3-6,4-6 |