Round: 27 Ground: Hardcourt outdoor
| ITF Israel F11 | 2016/09/06 07:00 | Daniel Cukierman v Nicholas Reyes | 6-2,6-4 |
| ITF Belarus F1 | 2016/08/10 11:45 | Yaraslav Shyla v Daniel Cukierman | 6-4,6-2 |
| ITF Belarus F1 | 2016/08/09 10:00 | Alp Sentay v Daniel Cukierman | 3-6,1-6 |
| ITF Canada F5 | 2016/07/05 20:35 | Daniel Cukierman v Evan Song | 4-6,6-3,4-6 |
| ITF Canada F4 | 2016/06/29 21:15 | Alexis Galarneau v Daniel Cukierman | 6-3,6-3 |
| ITF Canada F3 | 2016/06/21 18:45 | Daniel Cukierman v Dennis Nevolo | 6-7,1-6 |
| ITF Israel F10 | 2016/06/10 09:40 | Edan Leshem v Daniel Cukierman | 6-2,6-1 |
| ITF Israel F10 | 2016/06/09 09:45 | Collin Johns v Daniel Cukierman | 4-6,4-6 |
| ITF Israel F11 | 2016/09/07 08:45 | Mor Bulis v Connor Smith | 5-7,2-6 |
| ITF Israel F11 | 2016/09/05 07:30 | Daniel Tamir v Connor Smith | 2-6,4-6 |
| ITF USA F27 | 2016/08/08 18:45 | Christian Harrison v Connor Smith | 6-3,7-5 |
| ITF USA F26 | 2016/08/03 16:00 | Connor Smith v Alfredo Perez | 6-2,4-6,1-6 |
| ITF USA F25 | 2016/07/29 14:00 | Connor Smith v Tennys Sandgren | 3-6,0-6 |
| ITF USA F25 | 2016/07/28 14:00 | Connor Smith v Roberto Quiroz | 6-1,6-4 |
| ITF USA F25 | 2016/07/27 16:30 | Connor Smith v Dennis Nevolo | 6-4,6-0 |
| Challenger Cali 2 | 2016/07/05 16:30 | Erik Crepaldi v Connor Smith | 7-6,6-2 |