Round: 44 Ground: Grass
| French Open | 2016/05/25 12:40 | Nick Kyrgios v Igor Sijsling | 6-3,6-2,6-1 |
| French Open | 2016/05/22 09:00 | Adrian Ungur v Igor Sijsling | 1-6,2-6,6-7 |
| French Open Qual | 2016/05/20 10:15 | Igor Sijsling v Kenny de Schepper | 3-6,2-6 |
| French Open Qual | 2016/05/18 13:40 | Igor Sijsling v Grega Zemlja | 6-4,6-0 |
| French Open Qual | 2016/05/16 09:25 | Igor Sijsling v Franko Skugor | 6-7,7-6,6-3 |
| Challenger Heilbronn | 2016/05/13 12:00 | Nikoloz Basilashvili v Igor Sijsling | 6-2,3-6,6-4 |
| Challenger Heilbronn | 2016/05/12 15:30 | Maximilian Marterer v Igor Sijsling | 2-6,4-6 |
| Challenger Heilbronn | 2016/05/10 14:20 | Adrian Menendez-Maceiras v Igor Sijsling | 1-6,6-7 |
| 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 Zhuhai | 2016/03/08 05:30 | Nils Langer v Kevin Krawietz | 6-7,3-6 |
| Challenger Bergamo | 2016/02/11 18:50 | Nils Langer v Michael Berrer | 7-6,6-7,5-7 |
| Challenger Bergamo | 2016/02/10 17:30 | Salvatore Caruso v Nils Langer | 1-6,6-4,6-7 |
| Challenger Bergamo Qual | 2016/02/07 12:40 | Nils Langer v Flavio Cipolla | 7-6,6-4 |