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