Round: 44 Ground: Hardcourt outdoor
| Challenger Santiago 2 Qual | 2016/03/10 21:00 | Alessandro Giannessi v Gonzalo Lama | 7-5,2-6,6-7 |
| Challenger Santiago 2 Qual | 2016/03/08 19:45 | Alessandro Giannessi v Christian Lindell | 7-6,7-5 |
| Challenger Morelos | 2016/02/19 17:00 | Alessandro Giannessi v Alejandro Gonzalez | 3-6,1-6 |
| Challenger Morelos | 2016/02/18 19:30 | Alessandro Giannessi v Alexander Sarkissian | 2-6,6-1,6-3 |
| Challenger Morelos | 2016/02/17 20:35 | Alessandro Giannessi v Guido Andreozzi | 1-6,6-4,7-5 |
| Challenger Morelos | 2016/02/16 22:05 | Giovanni Lapentti v Alessandro Giannessi | 7-6,5-7,6-7 |
| Challenger Santo Domingo | 2016/02/12 20:30 | Nicolas Kicker v Alessandro Giannessi | 6-4,3-6,6-2 |
| Challenger Santo Domingo | 2016/02/10 18:00 | Franko Skugor v Alessandro Giannessi | 6-7,6-7 |
| ATP Barcelona Qual | 2016/04/16 08:00 | Karen Khachanov v Ramkumar Ramanathan | 6-4,3-6,6-3 |
| ITF Spain F8 | 2016/04/09 10:25 | Ramkumar Ramanathan v Roberto Ortega-Olmedo | 4-6,6-7 |
| ITF Spain F8 | 2016/04/08 08:30 | Ramkumar Ramanathan v Akira Santillan | 7-6,6-3 |
| ITF Spain F8 | 2016/04/07 10:10 | Ramkumar Ramanathan v Nuno Deus | 6-2,6-2 |
| Challenger St Brieuc | 2016/03/29 11:45 | Ramkumar Ramanathan v Tobias Kamke | 6-7,1-6 |
| Challenger Zhuhai | 2016/03/08 04:30 | Ramkumar Ramanathan v Jordan Thompson | 6-7,5-7 |
| Challenger Ortisei | 2015/11/11 17:00 | Ricardas Berankis v Ramkumar Ramanathan | 7-5,6-2 |
| Challenger Ortisei | 2015/11/10 10:00 | Ramkumar Ramanathan v Viktor Galovic | 7-6,7-5 |