Round: 25 Ground: Clay
| French Open Qual | 2016/05/16 08:00 | Kimmer Coppejans v Blaz Rola | 6-4,6-2 |
| Challenger Heilbronn | 2016/05/12 12:30 | Nikoloz Basilashvili v Blaz Rola | 6-7,6-3,7-6 |
| Challenger Heilbronn | 2016/05/10 15:25 | Peter Torebko v Blaz Rola | 6-3,2-6,3-6 |
| Challenger Rome | 2016/05/05 11:30 | Blaz Rola v Kyle Edmund | 4-6,6-3,0-6 |
| Challenger Rome | 2016/05/04 10:30 | Kenny de Schepper v Blaz Rola | 1-6,0-6 |
| Challenger Rome | 2016/05/03 11:00 | Luke Saville v Blaz Rola | 2-6,1-6 |
| Challenger Ostrava | 2016/04/25 14:50 | Pedro Cachin v Blaz Rola | 6-4,6-4 |
| Davis Cup | 2016/03/06 12:00 | Adrian Ungur v Blaz Rola | 3-6,4-6 |
| Challenger Caltanissetta | 2016/06/08 17:20 | Santiago Giraldo v Matteo Donati | 2-6,6-3,6-7 |
| Challenger Caltanissetta | 2016/06/06 13:40 | Santiago Giraldo v Lorenzo Giustino | 6-4,6-1 |
| French Open | 2016/05/24 15:05 | Paul-Henri Mathieu v Santiago Giraldo | 6-4,6-7,6-4,1-6,6-3 |
| ATP Madrid | 2016/05/03 10:00 | Santiago Giraldo v Roberto Bautista-Agut | 3-6,5-7 |
| ATP Madrid Qual | 2016/05/01 09:00 | Dusan Lajovic v Santiago Giraldo | 4-6,3-6 |
| ATP Madrid Qual | 2016/04/30 08:30 | Santiago Giraldo v Rajeev Ram | 7-5,6-4 |
| ATP Munich | 2016/04/27 13:30 | Dominic Thiem v Santiago Giraldo | 7-5,6-4 |
| ATP Munich | 2016/04/25 09:00 | Mischa Zverev v Santiago Giraldo | 5-7,6-7 |