Round: 26 Ground: Hardcourt outdoor
| ITF Belarus F1 | 2016/08/08 10:05 | Zhyrmont, Dzmitry v Denis Yevseyev | 6-3,2-6,6-4 |
| Challenger Astana 2 | 2016/07/26 08:45 | Kavcic, Blaz v Zhyrmont, Dzmitry | 6-2,6-2 |
| Challenger Recanati | 2016/07/20 20:00 | Zhyrmont, Dzmitry v Vanni, Luca | 1-6,7-6,3-6 |
| Challenger Recanati | 2016/07/18 15:30 | Zhyrmont, Dzmitry v Andrea Vavassori | 6-7,6-3,7-6 |
| Challenger Recanati Qual | 2016/07/17 12:30 | Zhyrmont, Dzmitry v Veger, Filip | 5-7,7-5,1-6 |
| ITF Netherlands F4 | 2016/07/06 11:10 | Zhyrmont, Dzmitry v Gijs Brouwer | 5-7,2-6 |
| ITF Netherlands F4 | 2016/07/05 10:00 | Zhyrmont, Dzmitry v Gerritsen, Stephan | 6-4,6-0 |
| Challenger Vicenza Qual | 2016/05/21 14:45 | Lopez Perez v Zhyrmont, Dzmitry | 6-3,6-3 |
| ITF Belarus F1 | 2016/08/09 07:00 | Mikalai Haliak v Walkow, Szymon | 6-7,6-2,6-7 |
| Challenger Poznan Qual | 2016/07/09 09:00 | Walkow, Szymon v Gawron, Marcin | 3-6,2-6 |
| ITF Poland F4 | 2016/06/15 10:10 | Walkow, Szymon v Gawron, Marcin | 6-7,3-6 |
| ITF Poland F4 Qual | 2016/06/13 08:00 | Thivant, Yannick v Walkow, Szymon | 6-4,6-1 |
| ITF Poland F4 Qual | 2016/06/12 08:00 | Dabryian, Artsiom v Walkow, Szymon | 2-6,3-6 |
| ITF Poland F3 Qual | 2016/06/05 08:00 | Walkow, Szymon v Kosonen, Mika | 1-6,6-2,4-6 |
| ITF Poland F2 | 2016/05/31 08:00 | Walkow, Szymon v Marek Gengel | 0-6,6-4,1-6 |
| ITF Czech Republic F3 Qual | 2016/05/23 08:30 | Dembek, Michal v Walkow, Szymon | 6-2,3-6,6-3 |