Round: 25 Ground: Clay
| ITF Italy F24 | 2016/08/13 09:00 | Yannick Hanfmann v Jeremy Jahn | 3-6,2-6 |
| ITF Italy F24 | 2016/08/12 12:35 | Adelchi Virgili v Jeremy Jahn | 5-7,6-1,1-6 |
| ITF Italy F24 | 2016/08/11 10:00 | Jeremy Jahn v Zdenek Kolar | 6-3,6-3 |
| ITF Italy F24 | 2016/08/10 12:55 | Jeremy Jahn v Marcel Felder | 6-4,6-4 |
| ITF Italy F24 | 2016/08/09 12:00 | Jeremy Jahn v Enrico Dalla Valle | 7-6,6-4 |
| ITF Germany F9 | 2016/08/02 11:00 | Pavle Daljev v Jeremy Jahn | 3-6,4-6 |
| Challenger Marburg | 2016/06/27 15:05 | Norbert Gombos v Jeremy Jahn | 6-0,6-3 |
| ITF Belgium F2 | 2016/06/22 14:35 | Jeremy Jahn v Laurens Verboven | 6-2,6-1 |
| ITF Italy F23 | 2016/08/03 10:10 | Roberto Ortega-Olmedo v Wilson Leite | 3-6,2-6 |
| ITF Italy F23 | 2016/08/01 13:55 | Roberto Ortega-Olmedo v Nicola Ghedin | 6-3,4-6,6-1 |
| Challenger Segovia | 2016/07/27 16:00 | Kenny de Schepper v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Segovia | 2016/07/25 11:00 | Filip Horansky v Roberto Ortega-Olmedo | 1-6,3-6 |
| Challenger Recanati | 2016/07/19 19:55 | Andrey Rublev v Roberto Ortega-Olmedo | 6-2,6-4 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Roberto Ortega-Olmedo v Jan Mertl | 4-6,2-6 |
| ITF Egypt F13 | 2016/07/02 17:45 | Aldin Setkic v Roberto Ortega-Olmedo | 6-3,6-4 |
| ITF Egypt F13 | 2016/07/01 17:45 | Roberto Ortega-Olmedo v Leny Mitjana | 6-4,6-3 |