Round: 25 Ground: Hardcourt outdoor
| ITF Nigeria F6 | 2016/10/19 09:00 | Karol Drzewiecki v Karim-Mohamed Maamoun | 6-7,5-7 |
| ITF Nigeria F6 | 2016/10/18 08:30 | Alexei Filenkov v Karol Drzewiecki | 5-7,3-6 |
| ITF Nigeria F5 | 2016/10/12 14:05 | Karol Drzewiecki v Calvin Hemery | 3-6,2-6 |
| ITF Nigeria F5 | 2016/10/11 08:30 | Karol Drzewiecki v Nonso Madueke | 6-3,6-0 |
| Challenger Szczecin Qual | 2016/09/10 10:00 | Karol Drzewiecki v Jonas Luetjen | 2-6,3-6 |
| ITF Romania F16 | 2016/09/04 11:00 | Karol Drzewiecki v Matteo De Vincentis | 6-7,2-6 |
| ITF Poland F6 | 2016/08/23 09:45 | Andriej Kapas v Karol Drzewiecki | 6-3,6-1 |
| ITF Poland F6 Qual | 2016/08/22 08:00 | Karol Drzewiecki v Patryk Krolik | 6-4,6-2 |
| Challenger Las Vegas | 2016/10/17 20:00 | Evan Song v Tennys Sandgren | 4-6,4-6 |
| ITF Israel F15 | 2016/10/05 08:05 | Evan Song v Peter Kobelt | 6-7,6-7 |
| ITF Israel F14 | 2016/09/30 07:00 | Evan Song v Daniel Cukierman | 5-7,6-3,4-6 |
| ITF Israel F14 | 2016/09/29 07:00 | Orel Ovil v Evan Song | 0-6,1-6 |
| ITF Israel F14 | 2016/09/28 08:20 | Evan Song v Peter Kobelt | 6-4,6-0 |
| ITF Israel F14 | 2016/09/26 07:00 | Guy Michelevitz v Evan Song | 2-6,4-6 |
| ITF Israel F13 | 2016/09/20 10:10 | Neil Pauffley v Evan Song | 6-0,6-3 |
| ITF Israel F12 | 2016/09/17 07:00 | Connor Smith v Evan Song | 6-4,6-4 |