Round: 45 Ground: Clay
| ITF Chile F7 | 2015/10/12 13:00 | Oscar Matias Leiva Biason v David Fleming | 0-6,0-6 |
| 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 Ecuador F1 | 2016/10/12 16:30 | Franco Agamenone v David Fleming | 6-3,6-0 |
| ITF Ecuador F1 | 2016/10/11 15:00 | Fabio Costa v David Fleming | 2-6,3-6 |
| ITF Morocco F6 | 2016/08/08 22:00 | David Fleming v Rajko Mladenovic | 7-6,1-6,5-7 |
| ITF Morocco F5 | 2016/08/02 22:00 | Reda El Amrani v David Fleming | 6-0,6-2 |
| ITF USA F9 Qual | 2016/02/26 13:30 | Dennis Nevolo v Oscar Matias Leiva Biason | 6-1,6-1 |
| ITF USA F8 Qual | 2016/02/19 17:30 | Oliver Crawford v Oscar Matias Leiva Biason | 6-2,6-0 |
| ITF USA F7 Qual | 2016/02/12 18:00 | Oscar Matias Leiva Biason v Damon Gooch | 0-6,1-6 |
| ITF Chile F7 | 2015/10/12 13:00 | Oscar Matias Leiva Biason v David Fleming | 0-6,0-6 |
| ITF Chile F6 | 2015/10/04 14:00 | Geronimo Barrios v Oscar Matias Leiva Biason | 6-0,3-6,6-0 |
| ITF Bolivia F1 | 2015/09/05 13:00 | Oscar Matias Leiva Biason v Fernando Yamacita | 2-6,0-6 |
| ITF Mexico F8 | 2015/06/20 18:30 | Oscar Matias Leiva Biason v Santiago Hinojosa | 3-6,6-7 |
| ITF Mexico F7 | 2015/06/13 14:00 | Jose Daniel Bendeck v Oscar Matias Leiva Biason | 6-1,6-2 |