Round: 45 Ground: Hardcourt outdoor
| Challenger Columbus Qual | 2016/09/17 14:00 | Ronald Slobodchikov v Gonzales Austin | 4-6,3-6 |
| Challenger Tampere Qual | 2016/07/16 09:00 | Ronald Slobodchikov v Elmar Ejupovic | 2-6,1-6 |
| ITF Russia F2 | 2016/07/01 09:35 | Marc Giner v Ronald Slobodchikov | 6-3,6-1 |
| ITF Russia F2 | 2016/06/30 08:30 | Vitaly Kozyukov v Ronald Slobodchikov | 6-2,1-6,6-7 |
| ITF Russia F1 | 2016/06/22 14:45 | Ronald Slobodchikov v Marc Giner | 4-6,1-6 |
| Challenger Dallas Qual | 2016/01/30 17:30 | Ronald Slobodchikov v Nick Chappell | 2-6,4-6 |
| ITF Latvia F1 | 2015/08/07 07:00 | Fred Simonsson v Ronald Slobodchikov | 6-0,6-2 |
| ITF Latvia F1 | 2015/08/06 07:00 | Ronald Slobodchikov v David Volfson | 0-6,7-5,6-4 |
| ITF Hungary F8 | 2016/10/05 08:00 | Sebastian Ofner v Marcin Gawron | 7-5,6-2 |
| ITF Hungary F8 | 2016/10/04 08:00 | Marcin Gawron v Frederik Press | 6-4,6-3 |
| ITF Hungary F7 | 2016/09/28 08:00 | Marcin Gawron v Sumit Nagal | 4-6,4-6 |
| ITF Hungary F7 | 2016/09/26 10:30 | Alex Molcan v Marcin Gawron | 4-6,2-6 |
| Challenger Szczecin Qual | 2016/09/12 10:00 | Julian Reister v Marcin Gawron | 6-7,6-3,6-2 |
| Challenger Szczecin Qual | 2016/09/11 10:45 | Fredrik Ask v Marcin Gawron | 3-6,2-6 |
| Challenger Szczecin Qual | 2016/09/10 09:00 | Mateusz Smolicki v Marcin Gawron | 2-6,0-6 |
| Challenger Alphen Qual | 2016/09/04 10:50 | George Von Massow v Marcin Gawron | 6-4,3-6,6-3 |