Round: 27 Ground: Clay
| ITF Italy F13 | 2016/06/01 11:15 | Danilo Petrovic v Omar Giacalone | 3-6,6-4,6-1 |
| ITF Italy F13 | 2016/05/31 15:50 | Danilo Petrovic v Dominic Weidinger | 7-6,6-3 |
| Challenger Vicenza Qual | 2016/05/22 14:15 | Federico Gaio v Danilo Petrovic | 7-6,6-7,6-4 |
| Challenger Vicenza Qual | 2016/05/21 14:45 | Danilo Petrovic v Giovanni Oradini | 6-1,6-1 |
| Challenger Mestre | 2016/05/17 08:00 | Danilo Petrovic v Gianluca Mager | 5-7,5-7 |
| Challenger Mestre Qual | 2016/05/16 10:00 | Danilo Petrovic v Daniel Elahi Galan | 6-3,6-3 |
| Challenger Mestre Qual | 2016/05/15 11:05 | Danilo Petrovic v Kevin Krawietz | 6-3,6-2 |
| Challenger Mestre Qual | 2016/05/14 09:30 | Danilo Petrovic v Pietro Rondoni | 6-7,6-4,6-2 |
| ITF Italy F13 | 2016/06/02 07:30 | Francesco Ferrari v Matteo Viola | 2-6,0-6 |
| ITF Italy F13 | 2016/05/31 13:05 | Giovanni Oradini v Matteo Viola | 4-6,7-5,4-6 |
| Challenger Vicenza Qual | 2016/05/21 14:45 | Federico Gaio v Matteo Viola | 6-4,5-7,6-2 |
| Challenger Mestre | 2016/05/20 10:45 | Gastao Elias v Matteo Viola | 6-2,6-4 |
| Challenger Mestre | 2016/05/19 13:55 | Matteo Viola v Daniel Masur | 6-2,6-2 |
| Challenger Mestre | 2016/05/17 13:20 | Matteo Viola v Stefano Napolitano | 7-6,6-3 |
| Challenger Ostrava | 2016/04/26 08:00 | Jordi Samper-Montana v Matteo Viola | 6-2,7-6 |
| ITF China F4 | 2016/04/09 06:35 | Jimmy Wang v Matteo Viola | 2-6,6-2,6-1 |