Round: 25 Ground: Clay
| Challenger Milan Qual | 2016/06/21 09:50 | Nicolas Jarry v Arthur De Greef | 5-7,3-6 |
| Challenger Milan Qual | 2016/06/20 08:30 | Nicolas Jarry v Juan Ignacio Galarza | 6-2,6-2 |
| Challenger Milan Qual | 2016/06/19 09:30 | James McGee v Nicolas Jarry | 4-6,6-7 |
| Challenger Milan Qual | 2016/06/18 09:15 | Viktor Galovic v Nicolas Jarry | 7-6,4-6,6-7 |
| Challenger Perugia Qual | 2016/06/11 09:35 | Daniel Elahi Galan v Nicolas Jarry | 6-7,7-6,6-2 |
| Challenger Caltanissetta | 2016/06/07 09:30 | Nicolas Jarry v Alessandro Giannessi | 6-4,5-7,4-6 |
| Challenger Caltanissetta Qual | 2016/06/05 12:10 | Andres Molteni v Nicolas Jarry | 5-7,3-6 |
| Challenger Caltanissetta Qual | 2016/06/04 12:20 | Nicolas Jarry v Daniel Elahi Galan | 6-3,7-5 |
| 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 |