Round: 27 Ground: Clay
| Challenger Prague 2 | 2016/07/28 13:00 | Martin Klizan v Nedovyesov, Aleksandr | 6-4,6-2 |
| Challenger Prague 2 | 2016/07/27 11:30 | Martin Klizan v Marsel Ilhan | 6-3,6-4 |
| Umag, Croatia | 2016/07/21 16:30 | Martin Klizan v Andrej Martin | 6-3,5-7,2-6 |
| Umag, Croatia | 2016/07/19 18:55 | Martin Klizan v Lopez Perez | 6-2,7-5 |
| Hamburg, Germany | 2016/07/17 13:00 | Cuevas, Pablo v Martin Klizan | 1-6,4-6 |
| Hamburg, Germany | 2016/07/16 15:05 | Robert, Stephane v Martin Klizan | 3-6,4-6 |
| Hamburg, Germany | 2016/07/15 15:45 | Martin Klizan v Gimeno-Traver, Daniel | 6-4,6-3 |
| Hamburg, Germany | 2016/07/14 13:10 | Martin Klizan v Louis Wessels | 6-1,6-1 |
| Challenger Prague 2 | 2016/07/28 10:00 | Hubert Hurkacz v Giraldo, Santiago | 3-6,1-6 |
| Challenger Prague 2 | 2016/07/25 09:00 | Mertl, Jan v Giraldo, Santiago | 5-7,6-7 |
| Coupe Davis | 2016/07/16 14:00 | Nicolas Jarry v Giraldo, Santiago | 2-6,4-6,3-6 |
| Wimbledon, London, Great Britain | 2016/06/27 16:10 | Giraldo, Santiago v Muller, Gilles | 6-4,7-6,6-7,3-6,13-15 |
| Challenger - Perugia | 2016/06/13 10:05 | Blaz Rola v Giraldo, Santiago | 6-3,3-6,6-3 |
| Challenger Caltanissetta | 2016/06/08 17:20 | Giraldo, Santiago v Donati, Matteo | 2-6,6-3,6-7 |
| Challenger Caltanissetta | 2016/06/06 13:40 | Giraldo, Santiago v Lorenzo Giustino | 6-4,6-1 |
| Open de France | 2016/05/24 15:05 | Mathieu, Paul-Henri v Giraldo, Santiago | 6-4,6-7,6-4,1-6,6-3 |