Round: 25 Ground: Clay
| ATP Kitzbuhel Qual | 2016/07/17 12:25 | Daniel Gimeno-Traver v Matteo Donati | 6-2,3-6,6-3 |
| ATP Kitzbuhel Qual | 2016/07/16 14:30 | Matthias Bachinger v Matteo Donati | 7-6,2-6,2-6 |
| Challenger San Benedetto | 2016/07/11 20:05 | Matteo Donati v Constant Lestienne | 4-6,3-6 |
| Challenger Todi | 2016/07/07 19:55 | Matteo Donati v Luca Vanni | 6-0,5-7,4-6 |
| Challenger Todi | 2016/07/05 16:10 | Federico Gaio v Matteo Donati | 7-6,6-7,4-6 |
| Challenger Milan Qual | 2016/06/24 12:05 | Laslo Djere v Matteo Donati | 6-2,7-6 |
| Challenger Milan Qual | 2016/06/22 11:30 | Matteo Donati v Edoardo Eremin | 6-4,6-2 |
| Challenger Milan Qual | 2016/06/20 15:00 | Kimmer Coppejans v Matteo Donati | 1-6,2-6 |
| Challenger Cali 2 | 2016/07/06 17:50 | Joao Souza v Hans Podlipnik-Castillo | 6-2,6-2 |
| Wimbledon Qual | 2016/06/20 16:20 | Hans Podlipnik-Castillo v Quentin Halys | 0-6,1-6 |
| Challenger Poprad Tatry | 2016/06/14 08:00 | Andre Ghem v Hans Podlipnik-Castillo | 6-3,6-3 |
| French Open Qual | 2016/05/18 08:00 | Hans Podlipnik-Castillo v Adam Pavlasek | 2-6,2-6 |
| French Open Qual | 2016/05/16 11:50 | Hans Podlipnik-Castillo v Miljan Zekic | 6-4,3-6,6-3 |
| Challenger Heilbronn Qual | 2016/05/07 12:35 | Andreas Beck v Hans Podlipnik-Castillo | 6-3,6-2 |
| Challenger Ostrava | 2016/04/26 12:15 | Janko Tipsarevic v Hans Podlipnik-Castillo | 7-6,3-6,6-4 |
| Challenger San Luis Potosi | 2016/03/25 20:00 | Federico Gaio v Hans Podlipnik-Castillo | 6-4,6-1 |