Round: 45 Ground: Clay
| ITF Chile F7 | 2015/10/12 13:00 | Leiva Biason, Oscar Mattias v Fleming, David | 0-6,0-6 |
| ITF Chile F8 | 2016/12/19 16:10 | Juan Pablo Varillas v Fleming, David | 6-3,6-2 |
| ITF Chile F5 | 2016/12/11 15:00 | Fleming, David v Leonardo Aboian | 6-7,5-7 |
| ITF Chile F6 | 2016/12/05 14:00 | Fleming, David v Genaro Alberto Olivieri | 6-4,2-6,1-6 |
| ITF Chile F5 | 2016/11/29 18:50 | Nicolas Jarry v Fleming, David | 6-4,6-3 |
| ITF Bolivia F3 | 2016/11/23 00:25 | Fleming, David v Boris Arias | 4-6,2-6 |
| ITF Bolivia F2 | 2016/11/14 20:25 | Ornago, Fabrizio v Fleming, David | 6-0,6-1 |
| Challenger Guayaquil Qual | 2016/10/29 19:45 | Kamil Majchrzak v Fleming, David | 6-0,6-0 |
| ITF Ecuador F3 | 2016/10/24 17:00 | Makiguchi, Ryusei v Fleming, David | 6-1,6-4 |
| ITF Chile F8 | 2016/12/17 19:45 | Matias Soto v Leiva Biason, Oscar Mattias | 6-1,6-3 |
| ITF Chile F6 | 2016/12/03 14:00 | Leiva Biason, Oscar Mattias v Abde Celis, Jorge | 4-6,3-6 |
| ITF Chile F5 | 2016/11/27 16:00 | Alvarez-Guzman, Mauricio v Leiva Biason, Oscar Mattias | 6-2,6-1 |
| ITF USA F9 Qual | 2016/02/26 13:30 | Nevolo, Dennis v Leiva Biason, Oscar Mattias | 6-1,6-1 |
| ITF USA F8 Qual | 2016/02/19 17:30 | Oliver Crawford v Leiva Biason, Oscar Mattias | 6-2,6-0 |
| ITF USA F7 Qual | 2016/02/12 18:00 | Leiva Biason, Oscar Mattias v Gooch, Damon | 0-6,1-6 |
| ITF Chile F7 | 2015/10/12 13:00 | Leiva Biason, Oscar Mattias v Fleming, David | 0-6,0-6 |
| ITF Bolivia F1 | 2015/09/05 13:00 | Leiva Biason, Oscar Mattias v Fernando Yamacita | 2-6,0-6 |