Round: 44 Ground: Clay
| ITF Chile F6 | 2016/12/05 14:00 | David Fleming v Genaro Alberto Olivieri | 6-4,2-6,1-6 |
| ITF Chile F5 | 2016/11/29 18:50 | Nicolas Jarry v David Fleming | 6-4,6-3 |
| ITF Bolivia F3 | 2016/11/23 00:25 | David Fleming v Boris Arias | 4-6,2-6 |
| ITF Bolivia F2 | 2016/11/14 20:25 | Fabrizio Ornago v David Fleming | 6-0,6-1 |
| Challenger Guayaquil Qual | 2016/10/29 19:45 | Kamil Majchrzak v David Fleming | 6-0,6-0 |
| ITF Ecuador F3 | 2016/10/24 17:00 | Ryusei Makiguchi v David Fleming | 6-1,6-4 |
| ITF Ecuador F2 | 2016/10/19 16:20 | David Fleming v Matias Zukas | 5-7,2-6 |
| ITF Ecuador F2 | 2016/10/18 18:10 | David Fleming v Erroll Lawrence | 6-3,6-4 |
| ITF Chile F6 | 2016/12/07 16:30 | Bastian Malla v Leonardo Aboian | 6-4,6-1 |
| ITF Chile F6 | 2016/12/06 14:00 | Leonardo Aboian v Diego N H Rojas | 6-2,6-0 |
| ITF Chile F6 | 2016/12/04 15:00 | Leonardo Aboian v Gustavo De O Cruz | 6-3,6-4 |
| ITF Argentina F13 | 2016/11/07 13:25 | Facundo Juarez v Leonardo Aboian | 6-4,5-7,6-0 |
| ITF Argentina F13 | 2016/11/06 16:15 | Gaston Erhardt v Leonardo Aboian | 2-6,1-6 |
| ITF Argentina F13 | 2016/11/05 12:00 | Juan Martin v Leonardo Aboian | 5-7,6-7 |
| ITF Argentina F12 Qual | 2016/10/29 22:00 | Leonardo Aboian v Sebastian Baez | 3-6,3-6 |
| ITF Argentina F11 Qual | 2016/10/24 12:00 | Franco Ribero v Leonardo Aboian | 4-6,7-6,7-5 |