Round: 26 Ground: Clay
| ITF Uruguay F3 | 2016/12/15 13:00 | Oscar Jose Gutierrez v Joao Pedro Sorgi | 5-7,6-7 |
| ITF Uruguay F3 | 2016/12/14 16:25 | Matias Zukas v Oscar Jose Gutierrez | 6-3,2-6,5-7 |
| ITF Uruguay F3 | 2016/12/12 13:00 | Alejo Vilaro v Oscar Jose Gutierrez | 2-6,1-6 |
| ITF Uruguay F2 | 2016/12/08 20:15 | Oscar Jose Gutierrez v Facundo Mena | 6-7,3-6 |
| ITF Uruguay F2 | 2016/12/07 15:55 | Joao Menezes v Oscar Jose Gutierrez | 3-6,6-3,5-7 |
| ITF Uruguay F2 | 2016/12/06 17:00 | Oscar Jose Gutierrez v Alejo Vilaro | 6-7,6-4,7-5 |
| ITF Colombia F9 | 2016/12/01 15:00 | Ivan Endara v Oscar Jose Gutierrez | 6-2,7-5 |
| ITF Colombia F9 | 2016/11/30 16:45 | Alejandro H Franco v Oscar Jose Gutierrez | 1-6,0-6 |
| ITF Chile F5 | 2016/12/11 15:00 | Santiago Besada v Aland Moyna | 2-6,7-5,2-6 |
| ITF Chile F5 | 2016/12/10 15:00 | Santiago Besada v Franco Moral | 4-6,6-0,6-4 |
| ITF Chile F6 | 2016/12/05 14:00 | Federico Moreno v Santiago Besada | 7-6,6-2 |
| ITF Chile F6 | 2016/12/04 15:00 | Lautaro Agustin Falabella v Santiago Besada | 3-6,3-6 |
| ITF Chile F6 | 2016/12/03 14:00 | Santiago Besada v Facundo Jofre | 6-4,6-1 |
| ITF Chile F5 | 2016/11/29 14:35 | Santiago Besada v R. Urzua-Rivera | 1-6,4-6 |
| ITF Chile F5 | 2016/11/28 13:00 | Santiago Besada v Jorge Abde Celis | 7-6,3-6,6-3 |
| ITF Chile F5 | 2016/11/27 16:00 | Gustavo De O Cruz v Santiago Besada | 3-6,1-6 |