Round: 44 Ground: Hardcourt outdoor
| ITF Colombia F8 Qual | 2016/11/21 14:30 | Federico Juan Aguilar v Alejandro H Franco | 0-6,1-6 |
| ITF Colombia F7 | 2016/11/15 16:25 | Camilo Andres Erazo v Federico Juan Aguilar | 4-6,6-1,6-4 |
| ITF Colombia F7 | 2016/11/13 15:00 | Jeff Guerrero v Federico Juan Aguilar | 5-7,7-6,2-6 |
| ITF Colombia F7 | 2016/11/12 14:00 | Federico Juan Aguilar v Juan Manuel L Parravicini | 6-0,7-6 |
| ITF Argentina F11 Qual | 2016/10/23 13:00 | Federico Juan Aguilar v Alan Kohen | 0-6,3-6 |
| ITF Belgium F14 | 2016/09/11 14:00 | Federico Juan Aguilar v Mark-Flavius Andres | 2-6,1-6 |
| ITF Belgium F14 | 2016/09/10 12:00 | Nicolas Ancedy v Federico Juan Aguilar | 1-6,6-3,2-6 |
| ITF Belgium F14 | 2016/09/10 09:00 | Federico Juan Aguilar v Roberto S Quintana Llamas | 6-1,6-3 |
| ITF Colombia F6 | 2016/10/18 19:35 | Felipe Santamaria v Alejandro Gomez | 2-6,1-6 |
| ITF Colombia F5 | 2016/10/10 13:30 | Jeff Guerrero v Felipe Santamaria | 6-4,6-1 |
| ITF USA F28 | 2016/09/09 22:30 | Felipe Santamaria v Pedro Iamachkine | 1-6,3-6 |
| ITF Colombia F3 Qual | 2016/06/25 18:00 | Raul-Isaias Rosas-Zarur v Felipe Santamaria | 7-6,6-2 |
| ITF Colombia F2 | 2016/06/19 19:40 | Felipe Santamaria v William J M. Granados | 2-6,7-5,3-6 |
| ITF Colombia F1 | 2016/06/11 15:00 | Felipe Santamaria v Rodrigo Echavarria | 5-7,3-6 |
| ITF Mexico F3 | 2016/05/14 14:30 | Felipe Santamaria v Farris Fathi Gosea | 2-6,0-6 |
| ITF Mexico F2 | 2016/05/07 15:00 | Felipe Santamaria v Pablo Nunez | 1-6,2-6 |