Round: 45 Ground: Clay
| ITF - Chile F7 | 2015/10/12 13:00 | Oscar Matias Leiva Biason v David Fleming | 0-6,0-6 |
| ITF - Chile F8 | 2016/12/19 16:10 | Juan Pablo Varillas v David Fleming | 6-3,6-2 |
| ITF - Chile F5 | 2016/12/11 15:00 | David Fleming v Leonardo Aboian | 6-7,5-7 |
| 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 - Bolívia F3 | 2016/11/23 00:25 | David Fleming v Boris Arias | 4-6,2-6 |
| ITF - Bolívia F2 | 2016/11/14 20:25 | Fabrizio Ornago v David Fleming | 6-0,6-1 |
| Challenger - Guayaquil - Qualificação | 2016/10/29 19:45 | Kamil Majchrzak v David Fleming | 6-0,6-0 |
| ITF - Equador F3 | 2016/10/24 17:00 | Ryusei Makiguchi v David Fleming | 6-1,6-4 |
| ITF - Chile F8 | 2016/12/17 19:45 | Matias Soto v Oscar Matias Leiva Biason | 6-1,6-3 |
| ITF - Chile F6 | 2016/12/03 14:00 | Oscar Matias Leiva Biason v Jorge Abde Celis | 4-6,3-6 |
| ITF - Chile F5 | 2016/11/27 16:00 | Mauricio A-Guzman v Oscar Matias Leiva Biason | 6-2,6-1 |
| ITF - EUA F9 - Qualificação | 2016/02/26 13:30 | Dennis Nevolo v Oscar Matias Leiva Biason | 6-1,6-1 |
| ITF - EUA F8 - Qualificação | 2016/02/19 17:30 | Oliver Crawford v Oscar Matias Leiva Biason | 6-2,6-0 |
| ITF - EUA F7 - Qualificação | 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 - Bolívia F1 | 2015/09/05 13:00 | Oscar Matias Leiva Biason v Fernando Yamacita | 2-6,0-6 |