Round: 25 Ground: Clay
| ATP Monte Carlo Qual | 2016/04/09 11:30 | Kenny de Schepper v Pierre-Hugues Herbert | 7-6,3-6,6-7 |
| ATP Marrakech Qual | 2016/04/02 15:00 | Kenny de Schepper v Nikola Mektic | 6-2,2-6,4-6 |
| ATP Miami Qual | 2016/03/21 15:50 | Joao Souza v Kenny de Schepper | 7-6,6-2 |
| Challenger Quimper | 2016/03/02 17:40 | Farrukh Dustov v Kenny de Schepper | 7-6,4-6,6-3 |
| Hopman Cup | 2016/01/08 09:30 | Nick Kyrgios v Kenny de Schepper | 6-4,6-4 |
| Hopman Cup | 2016/01/06 03:15 | Kenny de Schepper v Alexander Zverev | 2-6,2-6 |
| Hopman Cup | 2016/01/04 09:30 | Andy Murray v Kenny de Schepper | 6-2,6-2 |
| Challenger Orleans | 2015/10/03 13:40 | Jan-Lennard Struff v Kenny de Schepper | 6-2,3-6,6-3 |
| ITF Spain F8 | 2016/04/09 10:25 | Ramkumar Ramanathan v Roberto Ortega-Olmedo | 4-6,6-7 |
| ITF Spain F8 | 2016/04/08 08:30 | Ramkumar Ramanathan v Akira Santillan | 7-6,6-3 |
| ITF Spain F8 | 2016/04/07 10:10 | Ramkumar Ramanathan v Nuno Deus | 6-2,6-2 |
| Challenger St Brieuc | 2016/03/29 11:45 | Ramkumar Ramanathan v Tobias Kamke | 6-7,1-6 |
| Challenger Zhuhai | 2016/03/08 04:30 | Ramkumar Ramanathan v Jordan Thompson | 6-7,5-7 |
| Challenger Ortisei | 2015/11/11 17:00 | Ricardas Berankis v Ramkumar Ramanathan | 7-5,6-2 |
| Challenger Ortisei | 2015/11/10 10:00 | Ramkumar Ramanathan v Viktor Galovic | 7-6,7-5 |
| ITF Turkey F41 | 2015/10/15 07:00 | Ramkumar Ramanathan v Robert Galloway | 6-3,6-1 |