Round: 27 Ground: Clay
| Challenger Manerbio | 2016/08/24 15:30 | Daniel Gimeno-Traver v Matteo Donati | 6-7,6-1,4-6 |
| Challenger Manerbio | 2016/08/22 15:30 | Matteo Donati v Filippo Volandri | 6-3,7-6 |
| Challenger Cortina | 2016/08/06 09:10 | Matteo Donati v Joao Souza | 6-4,6-7,4-6 |
| Challenger Cortina | 2016/08/04 13:55 | Aslan Karatsev v Matteo Donati | 6-3,6-7,4-6 |
| Challenger Cortina | 2016/08/02 10:50 | Francisco Bahamonde v Matteo Donati | 0-6,2-6 |
| Challenger - Biella | 2016/07/28 10:00 | Matteo Donati v Dusan Lajovic | 6-4,5-7,3-6 |
| Challenger - Biella | 2016/07/26 16:00 | Matteo Donati v Hans Podlipnik-Castillo | 6-3,6-4 |
| ATP Kitzbuhel Qual | 2016/07/17 12:25 | Daniel Gimeno-Traver v Matteo Donati | 6-2,3-6,6-3 |
| Challenger Manerbio | 2016/08/24 13:35 | Kenny de Schepper v Nils Langer | 4-6,5-7 |
| Challenger Manerbio | 2016/08/23 10:25 | Nils Langer v Marco Cecchinato | 6-4,6-4 |
| Challenger - Meerbusch | 2016/08/15 11:00 | Nils Langer v Germain Gigounon | 4-6,7-5,3-6 |
| ATP Kitzbuhel Qual | 2016/07/16 09:00 | Nils Langer v Filippo Volandri | 1-6,6-2,6-7 |
| Challenger - San Benedetto | 2016/07/11 18:40 | Nils Langer v Ivan Nedelko | 3-6,6-1,2-6 |
| Challenger Marburg | 2016/06/28 10:40 | Nils Langer v Daniel Gimeno-Traver | 6-7,7-5,1-6 |
| Wimbledon Qual | 2016/06/21 11:15 | Igor Sijsling v Nils Langer | 6-2,6-4 |
| Challenger Poprad Tatry | 2016/06/14 11:20 | Nils Langer v Andrej Martin | 5-7,7-6,2-6 |