| ITF USA F32 - Qual. | 2016/10/15 16:00 | Jordi Arconada v Hady Habib | 7-5,1-6,7-6 |
| ITF USA F31 - Qual. | 2016/10/10 16:00 | Gerardo L Villasenor v Hady Habib | 6-4,6-4 |
| ITF USA F31 - Qual. | 2016/10/09 14:00 | Hady Habib v Shane Vinsant | 6-3,6-4 |
| Coppa Davis | 2016/07/16 05:30 | Hady Habib v Anthony Jackie Tang | 6-3,6-2 |
| Coppa Davis | 2016/07/15 05:30 | Amer Naow v Hady Habib | 2-6,3-6 |
| Coppa Davis | 2016/07/14 05:30 | Hady Habib v Mousa Shanan Zayed | 6-1,6-0 |
| ITF USA F22 - Qual. | 2016/06/26 15:30 | Christian Lakoseljac v Hady Habib | 7-6,6-4 |
| ITF USA F20 - Qual. | 2016/06/20 17:00 | Hady Habib v Sebastian Korda | 4-6,6-7 |
| ITF USA F30 | 2016/09/24 19:00 | Liam Caruana v Haitong Xia | 6-3,7-6 |
| ITF Italia F19 | 2016/07/06 13:55 | Liam Caruana v Cristian Garin | 6-7,3-6 |
| ITF Italia F19 | 2016/07/04 09:00 | Liam Caruana v Gianluca Acquaroli | 6-3,6-0 |
| Challenger Perugia - Qual. | 2016/06/11 11:05 | Liam Caruana v Yannick Maden | 2-6,4-6 |
| ITF Italia F12 | 2016/05/26 18:40 | Stefanos Tsitsipas v Liam Caruana | 6-4,6-4 |
| ITF Italia F12 | 2016/05/24 11:00 | Thales Turini v Liam Caruana | 3-6,4-6 |
| ITF USA F11 Qual | 2016/03/20 16:00 | Joao Pedro Sorgi v Liam Caruana | 6-4,6-4 |
| ITF USA F2 | 2016/01/13 18:00 | Liam Caruana v Gonzales Austin | 7-6,3-6,6-4 |