Round: 27 Ground: Clay
| Challenger Cali 2 | 2016/07/07 15:45 | Darian King v Giovanni Lapentti | 7-5,6-2 |
| Challenger Cali 2 | 2016/07/05 23:00 | Darian King v Alejandro Gomez | 6-4,6-0 |
| ITF USA F23 | 2016/06/28 15:45 | Darian King v Felix Corwin | 3-6,6-2,4-6 |
| Wimbledon Qual | 2016/06/22 13:30 | Adam Pavlasek v Darian King | 6-3,6-4 |
| Wimbledon Qual | 2016/06/21 11:35 | Darian King v Ti Chen | 1-6,6-4,10-8 |
| ITF USA F18 | 2016/06/19 14:00 | Sekou Bangoura v Darian King | 6-3,6-2 |
| ITF USA F18 | 2016/06/18 15:00 | Peter Polansky v Darian King | 7-5,2-6,0-6 |
| ITF USA F18 | 2016/06/17 14:30 | Eric Quigley v Darian King | 6-7,1-6 |
| Challenger Cali 2 | 2016/07/07 17:10 | Cristian Rodriguez v Akira Santillan | 6-4,6-3 |
| Challenger Cali 2 | 2016/07/05 16:30 | Cristian Rodriguez v Nicolas Mejia | 6-4,6-3 |
| ITF Colombia F3 | 2016/06/30 18:45 | Cristian Rodriguez v Tomas Barrios Vera | 6-7,7-6,4-6 |
| ITF Colombia F3 | 2016/06/29 17:45 | Maximiliano Estevez v Cristian Rodriguez | 1-6,2-6 |
| ITF Colombia F3 | 2016/06/28 18:45 | Cristian Rodriguez v Roberto Cid Subervi | 6-2,6-1 |
| ITF Colombia F2 | 2016/06/22 15:00 | Cristian Rodriguez v Federico Coria | 1-6,5-7 |
| ITF Colombia F2 | 2016/06/20 21:00 | Luis Patino v Cristian Rodriguez | 7-6,2-6,0-6 |
| ITF Colombia F1 | 2016/06/15 15:00 | Roberto Cid Subervi v Cristian Rodriguez | 6-4,6-2 |