Round: 25 Ground: Clay
| ITF Tunisia F28 | 2016/10/17 08:30 | Kirill Dmitriev v Felipe Derdoy | 6-0,6-2 |
| ITF Tunisia F28 | 2016/10/16 08:30 | Kirill Dmitriev v Casper Bonapart | 2-6,6-2,6-4 |
| ITF Serbia F6 | 2016/09/06 08:30 | Borna Gojo v Kirill Dmitriev | 6-3,6-7,6-3 |
| ITF Austria F8 | 2016/08/31 10:05 | Kirill Dmitriev v Patrik Nema | 3-6,2-6 |
| ITF Serbia F2 | 2016/07/26 13:10 | Kirill Dmitriev v Viktor Filipenko | 6-2,2-6,4-6 |
| ITF Serbia F1 | 2016/07/21 08:00 | Nerman Fatic v Kirill Dmitriev | 6-4,6-3 |
| ITF Serbia F1 | 2016/07/20 07:30 | Marek Semjan v Kirill Dmitriev | 3-6,2-6 |
| ITF Turkey F21 | 2016/05/26 07:30 | Seungri Choi v Kirill Dmitriev | 6-4,6-2 |
| ITF Tunisia F27 | 2016/10/12 12:40 | Javier Marti v Joao Monteiro | 6-2,6-4 |
| ITF Portugal F12 | 2016/10/05 09:15 | Lorenzo Giustino v Joao Monteiro | 6-4,6-2 |
| ITF Portugal F11 | 2016/09/28 13:35 | Yannick Mertens v Joao Monteiro | 6-3,6-4 |
| ITF Spain F29 | 2016/09/08 10:55 | Alberto Romero De Avila Senise v Joao Monteiro | 6-1,6-4 |
| ITF Spain F29 | 2016/09/07 12:05 | Joao Monteiro v Jaume Pla Malfeito | 6-3,3-6,6-3 |
| ITF Spain F29 | 2016/09/05 12:15 | Jonathan Morr v Joao Monteiro | 4-6,1-6 |
| ITF Spain F27 | 2016/08/23 16:30 | Joao Monteiro v Nicola Kuhn | 2-6,6-2,3-6 |
| ITF Spain F26 | 2016/08/19 15:40 | Joao Monteiro v Alberto Brizzi | 3-6,1-6 |