Round: 25 Ground: Clay
| 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 |
| French Open Qual | 2016/05/17 08:00 | Nils Langer v Andrej Martin | 3-6,1-6 |
| ATP Munich Qual | 2016/04/24 12:45 | Nils Langer v Cedrik-Marcel Stebe | 6-2,6-7,4-6 |
| ATP Munich Qual | 2016/04/23 13:05 | Mirza Basic v Nils Langer | 4-6,3-6 |
| Challenger Tampere | 2016/07/20 10:00 | Germain Gigounon v Joao Souza | 2-6,2-6 |
| Challenger Tampere | 2016/07/19 09:10 | Alexander Vasilenko v Germain Gigounon | 1-6,7-6,1-6 |
| ITF Germany F7 | 2016/07/15 12:00 | Maximilian Marterer v Germain Gigounon | 6-2,6-2 |
| ITF Germany F7 | 2016/07/14 12:00 | Germain Gigounon v Colin Van Beem | 6-2,4-6,7-6 |
| ITF Germany F7 | 2016/07/13 10:30 | Germain Gigounon v Jakob Sude | 6-3,6-4 |
| ITF Germany F7 | 2016/07/12 09:00 | Germain Gigounon v Yanais Laurent | 6-1,6-2 |
| ITF Netherlands F4 | 2016/07/06 11:55 | Alexey Vatutin v Germain Gigounon | 6-3,6-4 |
| ITF Netherlands F4 | 2016/07/05 12:35 | Sherif Sabry v Germain Gigounon | 1-6,4-6 |