Round: 25 Ground: Carpet indoor
| ITF Estonia F1 | 2015/11/09 08:00 | Vitaly Kozyukov v Kristofer Siimar | 6-2,6-3 |
| ITF Estonia F3 | 2015/11/03 15:00 | Kenneth Raisma v Kristofer Siimar | 6-2,6-0 |
| ITF Lithuania F1 | 2015/07/21 10:25 | Claudio Fortuna v Kristofer Siimar | 7-5,6-0 |
| ITF Estonia F2 | 2014/07/19 07:00 | Kristofer Siimar v Kirill Saplin | 5-7,1-6 |
| ITF Estonia F1 | 2014/07/13 07:00 | Julius Tverijonas v Kristofer Siimar | 4-6,6-4,6-2 |
| ITF Kazakhstan F5 | 2016/09/21 05:10 | Vladimir Ivanov v Pavel Tsoy | 7-6,6-3 |
| ITF India F5 | 2016/09/20 04:00 | Vladimir Ivanov v Kento Yamada | 6-4,6-2 |
| Challenger Szczecin | 2016/09/13 12:15 | Dustin Brown v Vladimir Ivanov | 6-3,6-7,6-2 |
| Challenger Szczecin Qual | 2016/09/12 12:10 | George Von Massow v Vladimir Ivanov | 6-7,6-2,2-6 |
| Challenger Szczecin Qual | 2016/09/11 11:55 | Vladimir Ivanov v Maxime Tabatruong | 4-6,6-2,6-4 |
| Challenger Szczecin Qual | 2016/09/10 13:15 | Filip Ambrozy v Vladimir Ivanov | 1-6,2-6 |
| Challenger Alphen Qual | 2016/09/04 13:30 | Vladimir Ivanov v Oscar Otte | 5-7,5-7 |
| ITF Russia F6 | 2016/08/18 07:00 | Alexander Igoshin v Vladimir Ivanov | 3-6,6-4,6-4 |