Round: 26 Ground: Clay
| Challenger Cali 2 Qual | 2016/07/03 14:30 | Gaston-Arturo Grimolizzi v Jorge Montero | 3-6,1-6 |
| ITF Colombia F3 | 2016/06/28 14:30 | Juan Sebastian Gomez v Jorge Montero | 6-4,6-1 |
| ITF Colombia F2 | 2016/06/21 18:25 | Jorge Montero v Roberto Cid Subervi | 4-6,6-4,5-7 |
| ITF Colombia F1 | 2016/06/13 18:35 | Jorge Montero v Jose Daniel Bendeck | 3-6,2-6 |
| ITF Spain F15 | 2016/05/24 15:30 | Eduardo Struvay v Jorge Montero | 5-7,6-3,6-0 |
| ITF Italy F11 | 2016/05/19 10:35 | Nicola Ghedin v Jorge Montero | 6-1,6-3 |
| ITF Italy F11 | 2016/05/17 15:00 | Julian Ocleppo v Jorge Montero | 6-7,4-6 |
| ITF Portugal F5 | 2016/05/11 19:05 | Jorge Montero v Fred Gil | 6-7,2-6 |
| Challenger Biella | 2016/07/26 09:30 | Michael Linzer v Viktor Galovic | 6-4,3-6,2-6 |
| ATP Umag | 2016/07/19 17:15 | Jiri Vesely v Michael Linzer | 6-3,6-1 |
| ATP Umag Qual | 2016/07/17 09:00 | Axel Michon v Michael Linzer | 2-6,4-6 |
| ATP Umag Qual | 2016/07/16 08:00 | Michael Linzer v Oriol Roca Batalla | 6-3,4-6,6-1 |
| Challenger San Benedetto | 2016/07/12 12:25 | Blaz Rola v Michael Linzer | 7-5,6-0 |
| Challenger San Benedetto Qual | 2016/07/11 08:00 | Michael Linzer v Riccardo Bonadio | 7-6,6-0 |
| Challenger San Benedetto Qual | 2016/07/10 09:50 | Michael Linzer v Gregoire Jacq | 3-6,6-2,6-0 |
| Challenger San Benedetto Qual | 2016/07/09 13:40 | Michael Linzer v Alessandro Cortegiani | 6-2,6-0 |