Stadium: COURT 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Prague 2 | 2016/07/31 11:00 | Santiago Giraldo v Uladzimir Ignatik | 6-4,3-6,7-6 |
| Challenger Prague 2 | 2016/07/30 13:00 | Santiago Giraldo v Zdenek Kolar | 6-4,6-4 |
| Challenger Prague 2 | 2016/07/29 15:00 | Martin Klizan v Santiago Giraldo | 1-6,5-7 |
| Challenger Prague 2 | 2016/07/28 10:00 | Hubert Hurkacz v Santiago Giraldo | 3-6,1-6 |
| Challenger Prague 2 | 2016/07/25 09:00 | Jan Mertl v Santiago Giraldo | 5-7,6-7 |
| Davis Cup | 2016/07/16 14:00 | Nicolas Jarry v Santiago Giraldo | 2-6,4-6,3-6 |
| Wimbledon | 2016/06/27 16:10 | Santiago Giraldo v Gilles Muller | 6-4,7-6,6-7,3-6,13-15 |
| Challenger Perugia | 2016/06/13 10:05 | Blaz Rola v Santiago Giraldo | 6-3,3-6,6-3 |
| ITF Italy F23 | 2016/08/03 10:10 | Roberto Ortega-Olmedo v Wilson Leite | 3-6,2-6 |
| ITF Italy F23 | 2016/08/01 13:55 | Roberto Ortega-Olmedo v Nicola Ghedin | 6-3,4-6,6-1 |
| Challenger Segovia | 2016/07/27 16:00 | Kenny de Schepper v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Segovia | 2016/07/25 11:00 | Filip Horansky v Roberto Ortega-Olmedo | 1-6,3-6 |
| Challenger Recanati | 2016/07/19 19:55 | Andrey Rublev v Roberto Ortega-Olmedo | 6-2,6-4 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Roberto Ortega-Olmedo v Jan Mertl | 4-6,2-6 |
| ITF Egypt F13 | 2016/07/02 17:45 | Aldin Setkic v Roberto Ortega-Olmedo | 6-3,6-4 |
| ITF Egypt F13 | 2016/07/01 17:45 | Roberto Ortega-Olmedo v Leny Mitjana | 6-4,6-3 |