Round: 26 Ground: Clay
| ITF Netherlands F2 | 2016/06/22 08:50 | Caio Zampieri v Yann Marti | 1-6,1-6 |
| Challenger Caltanissetta Qual | 2016/06/04 12:00 | Caio Zampieri v Andres Molteni | 6-3,3-6,4-6 |
| Challenger Vicenza Qual | 2016/05/21 08:00 | Tim Van Rijthoven v Caio Zampieri | 7-5,6-3 |
| Challenger Mestre | 2016/05/16 12:05 | Caio Zampieri v Jose Hernandez-Fernandez | 4-6,1-6 |
| Challenger Leon | 2016/04/02 18:30 | Joao Souza v Caio Zampieri | 7-6,6-4 |
| Challenger Leon | 2016/04/01 19:00 | Adrian Menendez-Maceiras v Caio Zampieri | 6-2,4-6,4-6 |
| Challenger Leon | 2016/03/31 23:00 | Caio Zampieri v Agustin Velotti | 6-3,6-2 |
| Challenger Leon | 2016/03/30 18:35 | Caio Zampieri v James McGee | 6-4,6-4 |
| Challenger Perugia | 2016/06/13 10:05 | Blaz Rola v Santiago Giraldo | 6-3,3-6,6-3 |
| 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 |