Round: 25 Ground: Clay
| ITF Italia F11 - Qual. | 2016/05/16 14:35 | Hunter Callahan v Luca Tomasetto | 6-2,3-6,6-3 |
| ITF Italia F11 - Qual. | 2016/05/16 09:45 | Hunter Callahan v Alessandro Cortegiani | 6-4,6-0 |
| Challenger Rome Qual. | 2016/04/30 11:35 | Marton Fucsovics v Hunter Callahan | 6-1,6-3 |
| Challenger Rome Qual. | 2016/04/30 09:00 | Lorenzo Camilli v Hunter Callahan | 0-6,0-6 |
| ITF Grecia F6 | 2016/04/27 07:00 | Aaron Addison v Hunter Callahan | 6-4,7-6 |
| ITF Grecia F6 | 2016/04/25 09:15 | Hunter Callahan v Pavel Krainik | 3-6,7-5,6-3 |
| ITF Grecia F5 | 2016/04/21 10:15 | Hunter Callahan v Lloyd Glasspool | 6-7,2-6 |
| ITF Grecia F5 | 2016/04/20 10:10 | Hunter Callahan v Raymond Sarmiento | 4-6,7-6,7-5 |
| ITF Italia F11 - Qual. | 2016/05/16 14:55 | Cristian Carli v Riccardo Roberto | 6-2,6-3 |
| ITF Italia F11 - Qual. | 2016/05/16 10:10 | Cristian Carli v Andrea Del Federico | 6-2,6-0 |
| ITF Italia F10 | 2016/05/13 08:30 | Cristian Carli v Casper Ruud | 0-6,1-6 |
| ITF Italia F10 | 2016/05/12 08:00 | Ulises Blanch v Cristian Carli | 6-7,6-2,4-6 |
| ITF Italia F10 | 2016/05/11 10:40 | Cristian Carli v Luca Tomasetto | 6-0,7-6 |
| ITF Italia F10 | 2016/05/10 13:30 | Cristian Carli v Francesco Moncagatto | 6-3,6-1 |
| ITF Tunisia F12 | 2016/03/31 11:50 | Clement Geens v Cristian Carli | 7-5,6-0 |
| ITF Tunisia F12 | 2016/03/29 09:55 | Cristian Carli v Alexander Zhurbin | 6-4,4-6,6-4 |