Round: 28 Ground: Clay
| Challenger Manerbio | 2016/08/26 10:40 | Gerald Melzer v Mayer, Leonardo | 6-2,4-6,4-6 |
| Challenger Manerbio | 2016/08/25 11:30 | Mektic, Nikola v Mayer, Leonardo | 4-6,4-6 |
| Challenger Manerbio | 2016/08/23 10:15 | Grigelis, Laurynas v Mayer, Leonardo | 4-6,2-6 |
| Umag, Croatia | 2016/07/21 18:05 | Mayer, Leonardo v Joao Sousa | 5-7,6-7 |
| Umag, Croatia | 2016/07/18 18:10 | Mektic, Nikola v Mayer, Leonardo | 5-7,2-6 |
| Hamburg, Germany | 2016/07/12 09:00 | Mayer, Leonardo v Robert, Stephane | 6-7,4-6 |
| Wimbledon, London, Great Britain | 2016/06/28 14:40 | Young, Donald v Mayer, Leonardo | 6-4,7-5,3-6,6-3 |
| Open de France | 2016/05/23 11:35 | Chardy, Jérémy v Mayer, Leonardo | 6-4,3-6,6-4,6-2 |
| Challenger Manerbio | 2016/08/26 15:30 | Donati, Matteo v Langer, Nils | 6-7,6-4,6-3 |
| Challenger Manerbio | 2016/08/24 15:30 | Gimeno-Traver, Daniel v Donati, Matteo | 6-7,6-1,4-6 |
| Challenger Manerbio | 2016/08/22 15:30 | Donati, Matteo v Volandri, Filippo | 6-3,7-6 |
| Challenger Cortina | 2016/08/06 09:10 | Donati, Matteo v Souza, Joao Olavo | 6-4,6-7,4-6 |
| Challenger Cortina | 2016/08/04 13:55 | Aslan Karatsev v Donati, Matteo | 6-3,6-7,4-6 |
| Challenger Cortina | 2016/08/02 10:50 | Bahamonde, Francisco v Donati, Matteo | 0-6,2-6 |
| Challenger Biella | 2016/07/28 10:00 | Donati, Matteo v Dusan Lajovic | 6-4,5-7,3-6 |
| Challenger Biella | 2016/07/26 16:00 | Donati, Matteo v Podlipnik, Hans | 6-3,6-4 |