Round: 27 Ground: Hardcourt indoor
| ITF Finland F4 | 2016/11/15 23:00 | Adrien Bossel v Denys Mylokostov | 6-2,4-6,2-6 |
| ITF Finland F4 | 2016/11/13 23:00 | Alex Hedman v Denys Mylokostov | 3-6,6-7 |
| ITF Finland F4 Qual | 2016/11/12 23:00 | Denys Mylokostov v Martin Valdo Randpere | 6-3,6-4 |
| ITF Estonia F4 | 2016/11/10 12:05 | Botic Van De Zandschulp v Denys Mylokostov | 2-6,6-2,5-1 |
| ITF Estonia F4 | 2016/11/09 23:00 | Botic Van De Zandschulp v Denys Mylokostov | 2-6,6-2,6-1 |
| ITF Estonia F4 | 2016/11/08 23:00 | Eero Vasa v Denys Mylokostov | 6-7,3-6 |
| ITF Estonia F4 | 2016/11/06 23:00 | Pavel Kotov v Denys Mylokostov | 4-6,6-4,3-6 |
| ITF Estonia F3 | 2016/11/04 11:00 | Denys Mylokostov v Marat Deviatiarov | 1-6,3-6 |
| ITF Finland F4 | 2016/11/15 23:00 | Aaro Pollanen v Matvey Khomentovskiy | 2-6,4-6 |
| ITF Finland F4 | 2016/11/14 23:00 | Matvey Khomentovskiy v Jaume Munar | 6-4,3-6,6-1 |
| ITF Finland F4 Qual | 2016/11/12 23:00 | Matvey Khomentovskiy v Oleg Kurbatov | 6-4,6-2 |
| ITF Estonia F4 | 2016/11/08 23:00 | Vladimir Ivanov v Matvey Khomentovskiy | 3-6,7-6,6-4 |
| ITF Estonia F4 | 2016/11/07 23:00 | Matvey Khomentovskiy v Ivan Davydov | 7-6,6-1 |
| ITF Estonia F4 | 2016/11/04 23:00 | Matvey Khomentovskiy v Oskar Irdoja | 6-1,6-0 |
| ITF Germany F17 | 2016/10/31 09:00 | Matvey Khomentovskiy v Jochen Bertsch | 6-3,3-6,2-6 |
| ITF Germany F15 | 2016/10/20 12:30 | Matvey Khomentovskiy v Jurij Rodionov | 6-3,5-7,6-7 |