Round: 27 Ground: Clay
| 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 |
| ITF Kazakhstan F5 | 2016/09/21 07:20 | Andrei Levine v Jurabek Karimov | 3-6,3-6 |
| ITF Kazakhstan F5 | 2016/09/20 05:35 | Kristian Lozan v Jurabek Karimov | 7-5,0-6,0-6 |
| Davis Cup | 2016/09/18 09:25 | Jurabek Karimov v Antoine Bellier | 2-6,4-6,7-6,3-6 |
| ITF Italy F12 | 2016/05/25 11:50 | Lorenzo Frigerio v Jurabek Karimov | 6-1,6-1 |
| ITF Italy F12 | 2016/05/24 12:20 | Jurabek Karimov v Zhizhen Zhang | 6-3,6-3 |
| ITF Italy F12 Qual | 2016/05/22 08:30 | Jurabek Karimov v Andrea Borroni | 6-2,6-0 |
| ITF Italy F12 Qual | 2016/05/21 07:00 | Jurabek Karimov v Alessandro Coppini | 6-1,6-4 |
| ITF Kazakhstan F5 | 2015/10/09 06:00 | Jurabek Karimov v Ivan Gakhov | 6-3,1-6,6-7 |