Round: 25 Ground: Hardcourt outdoor
| Challenger Tashkent Qual | 2016/10/10 05:00 | Markos Kalovelonis v Anton Zaitcev | 6-3,3-6,2-6 |
| Challenger Tashkent Qual | 2016/10/09 06:00 | Markos Kalovelonis v Timur Khabibulin | 6-3,7-6 |
| ITF USA F30 | 2016/09/30 18:45 | Marcos Giron v Markos Kalovelonis | 7-6,6-3 |
| ITF USA F30 | 2016/09/29 16:30 | Santiago Rodriguez Taverna v Markos Kalovelonis | 4-6,6-2,3-6 |
| ITF USA F30 | 2016/09/28 16:00 | Federico Moreno v Markos Kalovelonis | 7-6,6-7,6-7 |
| ITF USA F29 | 2016/09/21 19:05 | Markos Kalovelonis v Gage Brymer | 1-6,7-6,6-3 |
| ITF Russia F8 | 2016/09/05 08:00 | Markos Kalovelonis v Pavel Shchaya-Zubrov | 3-6,6-2,7-5 |
| ITF Russia F7 | 2016/08/30 08:00 | Markos Kalovelonis v Alexey Vatutin | 2-6,0-6 |
| ITF Germany F14 | 2016/10/13 14:10 | Jakob Sude v Marek Jaloviec | 2-6,5-7 |
| ITF Germany F14 | 2016/10/11 11:00 | Jakob Sude v Jurgen Briand | 7-5,6-4 |
| Challenger Sibiu Qual | 2016/09/17 09:10 | Jakob Sude v Nicolae Frunza | 3-6,7-6,5-7 |
| ITF Belgium F12 | 2016/08/31 08:00 | Jakob Sude v Sander Gille | 4-6,2-6 |
| ITF Belgium F12 | 2016/08/29 12:00 | Maxime Pauwels v Jakob Sude | 4-6,0-6 |
| ITF Belgium F11 | 2016/08/26 14:00 | Jakob Sude v Romain Barbosa | 1-6,6-7 |
| ITF Belgium F11 | 2016/08/25 15:30 | Jakob Sude v Dennis Bogaert | 7-6,6-2 |
| ITF Belgium F11 | 2016/08/24 12:15 | Loic Cloes v Jakob Sude | 6-7,1-6 |