Round: 45 Ground: Hardcourt indoor
| Challenger Segovia | 2016/07/27 16:00 | Kenny de Schepper v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Segovia | 2016/07/25 13:35 | Kenny de Schepper v Remi Boutillier | 6-3,6-3 |
| ATP Kitzbuhel | 2016/07/18 09:30 | Igor Sijsling v Kenny de Schepper | 7-5,6-2 |
| ATP Kitzbuhel Qual | 2016/07/17 09:00 | Kenny de Schepper v Steven Diez | 6-3,1-6,7-6 |
| ATP Kitzbuhel Qual | 2016/07/16 10:55 | Kenny de Schepper v Pascal Brunner | 6-3,6-2 |
| ATP Hamburg | 2016/07/12 11:00 | Guillermo Garcia-Lopez v Kenny de Schepper | 5-7,6-2,7-6 |
| Wimbledon Qual | 2016/06/22 12:35 | Marius Copil v Kenny de Schepper | 7-5,6-4 |
| Wimbledon Qual | 2016/06/21 09:30 | James Duckworth v Kenny de Schepper | 1-6,7-6,3-6 |
| Challenger Segovia | 2016/07/26 09:45 | Aldin Setkic v Albano Olivetti | 6-3,7-6 |
| Challenger Recanati | 2016/07/20 17:20 | Evgeny Donskoy v Albano Olivetti | 6-7,7-6,7-6 |
| Challenger Recanati | 2016/07/19 10:35 | Albano Olivetti v Riccardo Bonadio | 6-4,6-4 |
| ITF Portugal F8 | 2016/07/15 08:30 | Antoine Escoffier v Albano Olivetti | 6-1,6-4 |
| ITF Portugal F8 | 2016/07/14 08:30 | Hugo Voljacques v Albano Olivetti | 4-6,4-6 |
| ITF Portugal F8 | 2016/07/13 08:30 | Albano Olivetti v Jorge Hernando-Ruano | 7-6,6-7,7-6 |
| Wimbledon | 2016/06/28 14:10 | Albano Olivetti v Matthew Barton | 7-6,6-7,3-6,7-6,12-14 |
| Wimbledon Qual | 2016/06/23 13:00 | Edward Corrie v Albano Olivetti | 6-7,6-7,6-7 |