Round: 25 Ground: Clay
| Challenger Genova Qual | 2016/09/05 14:30 | Danilo Petrovic v Markus Eriksson | 6-4,6-7,6-1 |
| Challenger Genova Qual | 2016/09/05 09:00 | Danilo Petrovic v Riccardo Maiga | 6-1,6-2 |
| Challenger Genova Qual | 2016/09/04 15:45 | Danilo Petrovic v Luca Prevosto | 6-3,6-2 |
| Challenger Como | 2016/08/30 15:40 | Mikael Ymer v Danilo Petrovic | 0-6,6-4,6-4 |
| Challenger Como Qual | 2016/08/29 09:40 | Daniel Elahi Galan v Danilo Petrovic | 4-6,6-2,3-6 |
| Challenger Como Qual | 2016/08/28 14:00 | Riccardo Bonadio v Danilo Petrovic | 2-6,0-6 |
| Challenger Como Qual | 2016/08/27 15:45 | Walter Trusendi v Danilo Petrovic | 6-4,4-6,3-6 |
| Challenger Biella Qual | 2016/07/24 13:05 | Danilo Petrovic v Riccardo Ghedin | 6-1,3-6,6-7 |
| Challenger Como | 2016/08/30 15:00 | Filippo Volandri v Marco Cecchinato | 2-6,7-6,3-6 |
| Challenger Manerbio | 2016/08/22 15:30 | Matteo Donati v Filippo Volandri | 6-3,7-6 |
| Challenger Cortina | 2016/08/04 12:00 | Filippo Volandri v Laslo Djere | 5-7,4-6 |
| Challenger Cortina | 2016/08/02 15:00 | Carlos Berlocq v Filippo Volandri | 4-6,2-6 |
| Challenger Biella | 2016/07/26 14:00 | Paolo Lorenzi v Filippo Volandri | 6-0,3-6,6-1 |
| ATP Kitzbuhel | 2016/07/18 10:30 | Karen Khachanov v Filippo Volandri | 6-2,6-4 |
| ATP Kitzbuhel Qual | 2016/07/17 10:30 | Guido Andreozzi v Filippo Volandri | 6-0,2-6,3-6 |
| ATP Kitzbuhel Qual | 2016/07/16 09:00 | Nils Langer v Filippo Volandri | 1-6,6-2,6-7 |