Round: 27 Ground: Clay
| Kazakhstan F6, Singles | 2016/09/28 07:15 | Dimitar Kuzmanov v Tsoy, Pavel | 6-1,6-3 |
| Kazakhstan F6, Singles | 2016/09/27 08:35 | Dimitar Kuzmanov v Pavel Kotov | 7-6,6-3 |
| Challenger Sibiu | 2016/09/19 14:50 | Federico Gaio v Dimitar Kuzmanov | 6-4,6-2 |
| Istanbul, Turkey | 2016/09/12 12:00 | Jaziri, Malek v Dimitar Kuzmanov | 6-4,7-6 |
| Challenger Alphen | 2016/09/07 16:10 | Dimitar Kuzmanov v de Bakker, Thiemo | 4-6,3-6 |
| Challenger Marburg | 2016/06/30 14:00 | Dimitar Kuzmanov v Satral, Jan | 7-6,1-6,2-6 |
| Challenger Marburg | 2016/06/28 14:00 | de Greef, Arthur v Dimitar Kuzmanov | 3-6,6-7 |
| Challenger Marburg Qual | 2016/06/27 10:00 | Gianluca Mager v Dimitar Kuzmanov | 5-7,6-3,3-6 |
| Kazakhstan F6, Singles | 2016/09/26 04:00 | Shofayziyev, Shonigmatjon v Karimov, Jurabek | 1-6,2-6 |
| ITF Kazakhstan F5 | 2016/09/22 04:00 | Ivanov, Vladimir v Karimov, Jurabek | 6-1,6-4 |
| ITF Kazakhstan F5 | 2016/09/21 07:20 | Levine, Andrei v Karimov, Jurabek | 3-6,3-6 |
| ITF Kazakhstan F5 | 2016/09/20 05:35 | Lozan, Kristian v Karimov, Jurabek | 7-5,0-6,0-6 |
| Coupe Davis | 2016/09/18 09:25 | Karimov, Jurabek v Antoine Bellier | 2-6,4-6,7-6,3-6 |
| ITF Italy F12 | 2016/05/25 11:50 | Frigerio, Lorenzo v Karimov, Jurabek | 6-1,6-1 |
| ITF Italy F12 | 2016/05/24 12:20 | Karimov, Jurabek v Zhizhen Zhang | 6-3,6-3 |
| ITF Italy F12 Qual | 2016/05/22 08:30 | Karimov, Jurabek v Borroni, Andrea | 6-2,6-0 |