Round: 27 Ground: Clay
| Challenger Barranquilla | 2016/09/08 23:10 | Santiago Giraldo v Alejandro Falla | 6-2,3-6,7-5 |
| Challenger Barranquilla | 2016/09/07 19:55 | Santiago Giraldo v Ricardo Hocevar | 6-0,6-2 |
| US Open Qual | 2016/08/26 18:10 | Jared Donaldson v Santiago Giraldo | 6-2,6-2 |
| US Open Qual | 2016/08/24 20:50 | Marcelo Arevalo v Santiago Giraldo | 6-7,6-7 |
| Challenger Prague 2 | 2016/07/31 11:00 | Santiago Giraldo v Uladzimir Ignatik | 6-4,3-6,7-6 |
| Challenger Prague 2 | 2016/07/30 13:00 | Santiago Giraldo v Zdenek Kolar | 6-4,6-4 |
| Challenger Prague 2 | 2016/07/29 15:00 | Martin Klizan v Santiago Giraldo | 1-6,5-7 |
| Challenger Prague 2 | 2016/07/28 10:00 | Hubert Hurkacz v Santiago Giraldo | 3-6,1-6 |
| Challenger Barranquilla | 2016/09/08 21:00 | Agustin Velotti v Marcelo Arevalo | 6-4,6-2 |
| Challenger Barranquilla | 2016/09/07 15:00 | Joao Pedro Sorgi v Agustin Velotti | 1-6,3-6 |
| Challenger Curitiba | 2016/09/04 13:00 | Andre Ghem v Agustin Velotti | 0-6,4-6 |
| Challenger Curitiba | 2016/09/03 15:00 | Agustin Velotti v Nicolas Kicker | 6-3,0-6,6-4 |
| Challenger Curitiba | 2016/09/02 21:25 | Agustin Velotti v Juan Ignacio Londero | 3-6,6-3,6-2 |
| Challenger Curitiba | 2016/09/01 18:45 | Agustin Velotti v Jose Hernandez-Fernandez | 6-1,6-2 |
| Challenger Curitiba | 2016/08/31 13:30 | Agustin Velotti v Jose Pereira | 7-5,6-1 |
| Challenger Cortina | 2016/08/02 08:00 | Lorenzo Giustino v Agustin Velotti | 6-3,7-6 |