Ground: Clay
| ITF Italy F25 | 2014/07/28 14:10 | Francesco Picco v Antonio Massara | 6-2,4-6,6-2 |
| ITF Italy F24 | 2014/07/21 13:00 | Filippo Leonardi v Antonio Massara | 6-3,7-6 |
| ITF Italy F24 Qual | 2014/07/20 08:00 | Antonio Massara v Francesco Ferrari | 6-2,6-2 |
| Challenger Recanati | 2014/07/15 16:10 | Antonio Massara v Filip Veger | 4-6,1-6 |
| ITF Italy F22 Qual | 2014/07/06 09:00 | Antonio Massara v Gianluca Beghi | 6-7,3-6 |
| ITF Italy F22 Qual | 2014/07/05 08:00 | Antonio Massara v Lorenzo Sonego | 3-6,6-3,6-2 |
| Challenger Todi | 2014/07/01 10:00 | Antonio Massara v Enrique Lopez-Perez | 0-6,4-6 |
| ITF Italy F17 | 2014/06/03 10:50 | Joao Pedro Sorgi v Antonio Massara | 2-6,6-7 |
| ITF Austria F4 | 2014/07/16 10:55 | Tobias Simon v Matteo Donati | 6-7,4-6 |
| ITF Austria F4 | 2014/07/14 11:40 | Tomislav Ternar v Matteo Donati | 4-6,3-6 |
| ITF Austria F3 | 2014/07/09 08:40 | Matteo Donati v Antonio Sancic | 4-6,6-3,6-7 |
| Challenger Todi Qual | 2014/06/30 14:40 | Riccardo Sinicropi v Matteo Donati | 2-6,2-6 |
| 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 |