Round: 44 Ground: Clay
| ITF Italy F27 | 2016/08/30 09:30 | Roncalli, Simone v Cammarata, Alberto | 6-2,4-6,1-6 |
| ITF Austria F5 | 2016/08/09 09:30 | Roncalli, Simone v Ollert, Lukas | 3-6,0-6 |
| ITF Italy F23 | 2016/08/01 12:35 | Summaria, Corrado v Roncalli, Simone | 4-6,6-1,7-5 |
| ITF Italy F22 | 2016/07/27 11:20 | Roncalli, Simone v Basso, Andrea | 5-7,1-6 |
| ITF Italy F22 | 2016/07/26 09:40 | Stefano Travaglia v Roncalli, Simone | 2-6,6-3,2-6 |
| ITF Italy F21 Qual | 2016/07/16 10:30 | Roncalli, Simone v Jacopo Berrettini | 4-6,1-6 |
| ITF Austria F2 | 2016/07/13 08:25 | Roncalli, Simone v Yannick Hanfmann | 1-6,2-6 |
| ITF Austria F2 | 2016/07/11 13:10 | Ollert, Lukas v Roncalli, Simone | 1-6,2-6 |
| ITF Italy F28 | 2016/09/03 11:00 | Curci, Matteo v Ottolini, Federico | 6-4,2-6,6-7 |
| ITF Italy F18 | 2016/06/28 15:00 | Ottolini, Federico v Goncalo Oliveira | 3-6,3-6 |
| ITF Italy F16 Qual | 2016/06/19 09:10 | Carli, Christian v Ottolini, Federico | 6-1,6-3 |
| ITF Italy F16 Qual | 2016/06/18 10:55 | Ottolini, Federico v Curci, Matteo | 6-2,7-6 |
| ITF Italy F23 | 2014/07/15 19:30 | Ottolini, Federico v Ehrat, Sandro | 6-2,1-6,3-6 |
| ITF Italy F23 Qual | 2014/07/13 12:25 | Capecchi, Daniele v Ottolini, Federico | 7-5,7-6 |
| ITF Italy F22 Qual | 2014/07/06 11:25 | Borella, Filippo v Ottolini, Federico | 1-6,3-6 |