Round: 62 Ground: Clay
| ITF Italy F32 | 2016/10/08 11:30 | Simone Roncalli v Luca Giacomelli | 6-2,6-7,6-3 |
| ITF Croatia F9 | 2016/10/05 08:30 | Simone Roncalli v Tim Van Terheijden | 6-3,2-6,1-6 |
| ITF Italy F32 | 2016/10/03 09:00 | Simone Roncalli v Manfred Fellin | 7-5,6-0 |
| ITF Italy F32 | 2016/10/02 07:00 | Simone Roncalli v Patrick Mayer | 6-0,4-6,6-2 |
| ITF Italy F32 | 2016/10/01 07:00 | Simone Roncalli v Grega Boh | 0-6,6-0,6-2 |
| ITF Italy F30 | 2016/09/20 11:55 | Enrico Dalla Valle v Simone Roncalli | 6-3,6-4 |
| ITF Italy F29 | 2016/09/13 09:25 | Simone Roncalli v Antonio Massara | 5-7,3-6 |
| ITF Italy F28 | 2016/09/08 17:30 | Stefano Travaglia v Simone Roncalli | 6-1,7-5 |
| ITF Italy F32 | 2016/10/08 11:30 | Patrik Jancovic v Robert Willekes MacDonald | 3-6,2-6 |
| ITF Italy F32 | 2016/10/02 07:00 | Bogdan Bajic v Robert Willekes MacDonald | 7-6,5-7,6-4 |
| ITF Italy F32 | 2016/10/01 07:00 | Tomislav E Papac v Robert Willekes MacDonald | 3-6,3-6 |
| Challenger Rome 2 Qual | 2016/09/24 11:20 | Robert Willekes MacDonald v Daniele Capecchi | 0-6,3-6 |
| ITF Netherlands F7 | 2016/08/29 08:00 | Alessandro Luisi v Robert Willekes MacDonald | 6-4,7-6 |
| ITF Netherlands F6 | 2016/08/23 11:20 | Robert Willekes MacDonald v Roy Sarut De Valk | 6-3,6-7,0-6 |
| ITF Netherlands F6 | 2016/08/21 08:00 | Robert Willekes MacDonald v Mick Veldheer | 3-6,6-4,4-6 |
| ITF Netherlands F6 | 2016/08/20 08:00 | Robert Willekes MacDonald v Glenn Smits | 6-3,7-5 |