Round: 26 Ground: Clay
| Challenger - Perugia | 2016/06/14 11:20 | Rogerio Dutra Silva v Laslo Djere | 6-4,6-3 |
| French Open | 2016/05/23 14:15 | Gilles Simon v Rogerio Dutra Silva | 7-6,6-4,6-2 |
| Challenger - Bordeaux | 2016/05/15 13:00 | Bjorn Fratangelo v Rogerio Dutra Silva | 3-6,1-6 |
| Challenger - Bordeaux | 2016/05/14 13:50 | Rogerio Dutra Silva v Elias Ymer | 4-6,6-1,6-3 |
| Challenger - Bordeaux | 2016/05/13 14:05 | Rogerio Dutra Silva v Daniil Medvedev | 6-4,7-6 |
| Challenger - Bordeaux | 2016/05/12 15:30 | Rogerio Dutra Silva v Alejandro Falla | 6-1,6-2 |
| Challenger - Bordeaux | 2016/05/10 10:25 | Rogerio Dutra Silva v Tristan Lamasine | 6-1,6-2 |
| Challenger - Aix-en-Provence | 2016/05/06 14:10 | Rogerio Dutra Silva v Carlos Berlocq | 6-2,2-6,4-6 |
| Challenger - Perugia | 2016/06/13 15:35 | Filippo Volandri v Andrea Arnaboldi | 6-4,6-7,6-4 |
| Challenger - Caltanissetta | 2016/06/07 16:35 | Laslo Djere v Filippo Volandri | 7-6,6-7,6-2 |
| Challenger - Vicenza | 2016/05/26 15:30 | Filippo Volandri v Nicolas Kicker | 2-6,1-6 |
| Challenger - Vicenza | 2016/05/24 17:10 | Filippo Volandri v Marton Fucsovics | 7-6,6-2 |
| French Open - Qualifikation | 2016/05/16 09:35 | Kenny de Schepper v Filippo Volandri | 6-3,7-6 |
| Challenger - Rom | 2016/05/06 13:00 | Filippo Volandri v Kyle Edmund | 1-6,4-6 |
| Challenger - Rom | 2016/05/05 13:15 | Marco Trungelliti v Filippo Volandri | 4-6,1-6 |
| Challenger - Rom | 2016/05/04 14:25 | Filippo Volandri v Marius Copil | 7-5,6-4 |