Stadium: Court 2 Round: 26 Ground: Clay
| Challenger Medellin | 2016/09/27 19:00 | Joao Souza v Gregorio Cordonnier | 6-7,6-3,6-2 |
| Challenger Santos | 2016/09/20 22:40 | Agustin Velotti v Joao Souza | 5-7,6-2,7-6 |
| Challenger Curitiba | 2016/08/31 15:30 | Joao Souza v Daniel Dutra Da Silva | 6-7,4-6 |
| US Open Qual | 2016/08/25 18:45 | Joao Souza v Matthias Bachinger | 6-4,6-7,6-7 |
| US Open Qual | 2016/08/24 15:00 | Joao Souza v Andrew Whittington | 6-4,6-4 |
| Challenger Cortina | 2016/08/07 13:00 | Laslo Djere v Joao Souza | 4-6,6-7 |
| Challenger Cortina | 2016/08/06 14:55 | Guido Andreozzi v Joao Souza | 3-6,4-6 |
| Challenger Cortina | 2016/08/06 09:10 | Matteo Donati v Joao Souza | 6-4,6-7,4-6 |
| Challenger Medellin | 2016/09/27 19:45 | Daniel Elahi Galan v Adam El Mihdawy | 4-6,3-6 |
| ITF Canada F9 Qual | 2016/09/25 15:00 | Adam El Mihdawy v Brayden Schnur | 4-6,7-5,6-4 |
| ITF Canada F9 Qual | 2016/09/24 15:00 | Adam El Mihdawy v Alejandro Tabilo | 6-4,6-3 |
| ITF Canada F9 Qual | 2016/09/23 19:50 | Adam El Mihdawy v Pavel Krainik | 6-4,6-2 |
| ITF Canada F9 Qual | 2016/09/22 17:15 | Adam El Mihdawy v Raleigh Smith | 3-6,6-4,6-2 |
| ITF Canada F9 Qual | 2016/09/21 14:00 | Adam El Mihdawy v Andrew Carter | 6-1,6-1 |
| Challenger Cary | 2016/09/13 18:05 | Adam El Mihdawy v Ryan Shane | 2-6,6-7 |
| Challenger Cary | 2016/09/13 01:11 | Adam El Mihdawy v Ryan Shane | 2-6,6-7 |