Round: 25 Ground: Hardcourt outdoor
| ITF Greece F7 | 2016/10/29 07:00 | Filipp Kekercheni v Dominik Kellovsky | 3-6,3-6 |
| ITF Greece F7 | 2016/10/28 07:00 | Filipp Kekercheni v Corentin Denolly | 7-6,6-3 |
| ITF Greece F7 | 2016/10/27 07:00 | Filipp Kekercheni v Marco Mosciatti | 6-4,6-0 |
| ITF Greece F7 | 2016/10/25 07:00 | Filipp Kekercheni v Christian Hirschmueller | 7-5,6-4 |
| ITF Croatia F8 - Final | 2016/09/28 09:30 | Corentin Moutet v Filipp Kekercheni | 7-5,6-4 |
| Challenger Sibiu Qual | 2016/09/19 10:30 | Christopher O'Connell v Filipp Kekercheni | 6-3,6-4 |
| ITF Belgium F13 | 2016/09/10 14:30 | Marvin Netuschil v Filipp Kekercheni | 6-2,6-3 |
| ITF Belgium F13 | 2016/09/09 12:30 | Romain Barbosa v Filipp Kekercheni | 6-7,7-6,2-6 |
| ITF Greece F7 | 2016/10/25 08:30 | Markos Kalovelonis v Jakob Sude | 6-7,4-6 |
| 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 |