Round: 44 Ground: Clay
| ITF Italy F10 | 2014/04/17 09:50 | Riccardo Sinicropi v Matteo Donati | 5-7,4-6 |
| ITF Italy F20 | 2014/06/24 12:30 | Riccardo Sinicropi v Roberto Marcora | 3-6,2-6 |
| ITF Egypt F20 | 2014/06/07 14:00 | Mohamed Safwat v Riccardo Sinicropi | 7-5,1-6,6-3 |
| ITF Egypt F20 | 2014/06/06 14:00 | Sherif Sabry v Riccardo Sinicropi | 2-6,3-6 |
| ITF Egypt F20 | 2014/06/05 14:00 | Tomislav Jotovski v Riccardo Sinicropi | 6-7,6-3,2-6 |
| ITF Egypt F19 | 2014/05/31 14:00 | Riccardo Sinicropi v Sherif Sabry | 6-4,6-3 |
| ITF Egypt F19 | 2014/05/30 14:00 | Mohamed Safwat v Riccardo Sinicropi | 6-2,3-6,3-6 |
| ITF Italy F12 | 2014/04/30 08:30 | Riccardo Sinicropi v Jumpei Yamasaki | 4-6,6-7 |
| ITF Italy F11 | 2014/04/27 09:00 | Roberto Marcora v Riccardo Sinicropi | 6-1,3-6,6-2 |
| Challenger - Milan | 2014/06/16 15:40 | Matteo Donati v Marco Trungelliti | 4-6,4-6 |
| Challenger Caltanissetta | 2014/06/09 15:00 | Mate Delic v Matteo Donati | 6-7,7-6,6-1 |
| Challenger Vicenza | 2014/05/30 13:15 | Norbert Gombos v Matteo Donati | 6-0,6-2 |
| Challenger Vicenza | 2014/05/29 15:00 | Matteo Donati v Gonzalo Lama | 6-7,6-4,6-2 |
| Challenger Vicenza | 2014/05/27 13:20 | Giovanni Lapentti v Matteo Donati | 6-7,3-6 |
| Challenger - Rooma | 2014/05/07 11:55 | Matteo Donati v Pablo Cuevas | 2-6,4-6 |
| Challenger - Rooma | 2014/05/05 13:00 | Radu Albot v Matteo Donati | 3-6,1-6 |
| ITF France F9 | 2014/04/29 08:30 | Matteo Donati v Laurent Lokoli | 6-7,2-6 |