Round: 46 Ground: Hardcourt outdoor
| US Open - Qual. | 2016/08/25 23:45 | Yuichi Sugita v Alessandro Giannessi | 3-6,6-3,5-7 |
| US Open - Qual. | 2016/08/24 16:10 | Alessandro Giannessi v Ramkumar Ramanathan | 7-5,6-1 |
| Challenger Biella | 2016/07/26 08:00 | Alessandro Giannessi v Guido Andreozzi | 3-6,1-6 |
| Challenger San Benedetto | 2016/07/12 17:00 | Alessandro Giannessi v Tomas Lipovsek Puches | 7-6,2-6,6-3 |
| Challenger Todi | 2016/07/08 16:00 | Alessandro Giannessi v Marco Cecchinato | 4-6,6-2,3-6 |
| Challenger Todi | 2016/07/07 12:00 | Alessandro Giannessi v Arthur De Greef | 4-6,6-0,6-1 |
| Challenger Todi | 2016/07/05 09:00 | Alessandro Giannessi v Steven Diez | 5-7,7-5,6-1 |
| Wimbledon - Qual. | 2016/06/21 11:20 | Joe Salisbury v Alessandro Giannessi | 4-6,7-6,6-3 |
| US Open - Qual. | 2016/08/26 03:10 | Dmitry Popko v Tobias Kamke | 6-3,0-6,6-7 |
| US Open - Qual. | 2016/08/24 18:45 | John-Patrick Smith v Tobias Kamke | 2-6,5-7 |
| Challenger Poznan | 2016/07/12 12:05 | Clement Geens v Tobias Kamke | 6-1,6-4 |
| Challenger Marburg | 2016/06/28 08:30 | Jan Satral v Tobias Kamke | 6-2,3-6,6-2 |
| Wimbledon - Qual. | 2016/06/24 12:00 | Lukas Lacko v Tobias Kamke | 6-2,6-7,6-2,6-2 |
| Wimbledon - Qual. | 2016/06/22 13:35 | Mathias Bourgue v Tobias Kamke | 4-6,4-6 |
| Wimbledon - Qual. | 2016/06/20 17:50 | Marko Tepavac v Tobias Kamke | 6-7,2-6 |
| Open di Francia | 2016/05/24 11:45 | Pablo Cuevas v Tobias Kamke | 3-6,6-2,6-3,7-6 |