Round: 25 Ground: Hardcourt outdoor
| ITF Greece F8 | 2016/11/01 08:00 | Vaclav Safranek v Simone Roncalli | 6-2,6-3 |
| ITF Croatia F11 | 2016/10/20 07:30 | Nino Serdarusic v Simone Roncalli | 6-3,6-4 |
| ITF Croatia F11 | 2016/10/18 11:00 | Simone Roncalli v Boris Fassbender | 6-2,7-6 |
| ITF Italy F32 | 2016/10/17 08:00 | Simone Roncalli v Maxime Pauwels | 6-2,6-3 |
| ITF Italy F32 | 2016/10/16 08:00 | Simone Roncalli v Mile Matic | 6-3,6-1 |
| ITF Italy F32 | 2016/10/15 07:00 | Simone Roncalli v Grega Boh | 6-1,6-0 |
| ITF Croatia F10 | 2016/10/12 11:05 | James Marsalek v Simone Roncalli | 7-6,1-6,6-0 |
| ITF Italy F32 | 2016/10/10 07:00 | Simone Roncalli v Sorin Andrei Iordache | 6-3,6-0 |
| ITF Greece F8 | 2016/11/01 08:00 | Filipp Kekercheni v Markos Kalovelonis | 6-4,6-7,6-3 |
| 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 |