Round: 54 Ground: Clay
| ITF Italy F29 | 2016/09/14 08:30 | Andrea Grazioso v Riccardo Bonadio | 7-5,4-6,1-6 |
| ITF Italy F29 | 2016/09/12 07:30 | Andrea Grazioso v Umberto Maria Giovannini | 7-6,6-3 |
| ITF Italy F29 | 2016/09/11 07:30 | Marco Mosciatti v Andrea Grazioso | 6-4,1-6,6-2 |
| ITF Italy F29 | 2016/09/10 08:00 | Filippo Giovannini v Andrea Grazioso | 2-6,2-6 |
| ITF Italy F20 Qual | 2016/07/10 10:00 | Andrea Grazioso v Lorenzo Abbruciati | 6-4,6-7,3-6 |
| ITF Italy F20 Qual | 2016/07/09 13:30 | Andrea Grazioso v Alessandro Coppini | 6-2,6-4 |
| ITF Tunisia F4 | 2016/02/04 10:00 | Federico Coria v Andrea Grazioso | 6-2,4-6,6-1 |
| ITF Tunisia F4 | 2016/02/02 10:40 | Andrea Grazioso v Alberto Romero De Avila Senise | 4-6,6-4,6-3 |
| ITF Italy F26 Qual | 2016/08/20 10:00 | Marco De Rossi v Carlo Donato | 1-6,1-6 |
| ITF Italy F25 Qual | 2016/08/14 08:00 | Marco De Rossi v Bastian Parada | 4-6,6-4,1-6 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Marco De Rossi v Jacob Nicolussi | 6-7,5-7 |
| ITF Italy F22 Qual | 2016/07/24 08:00 | Marco De Rossi v Francesco Moncagatto | 1-6,4-6 |
| ITF Italy F22 Qual | 2016/07/23 07:00 | Marco De Rossi v Jannik Sinner | 6-1,1-6,7-6 |
| ITF Italy F21 Qual | 2016/07/16 08:00 | Lorenzo Brunetti v Marco De Rossi | 6-1,6-4 |
| ITF Italy F3 Qual | 2016/03/12 09:05 | Nicolas Carlone v Marco De Rossi | 5-7,6-2,6-3 |
| Davis Cup | 2016/03/02 08:55 | Radu Albot v Marco De Rossi | 6-0,6-2 |