Ground: Clay
| Challenger Caltanissetta | 2014/06/10 15:00 | Grassi, Claudio v Cuevas, Pablo | 1-6,3-6 |
| Challenger Caltanissetta Qual | 2014/06/08 15:30 | Trusendi, Walter v Grassi, Claudio | 4-6,6-2,1-6 |
| ITF Tunisia F2 | 2014/05/22 08:30 | Wunner, Matthias v Grassi, Claudio | 7-5,6-1 |
| ITF Tunisia F2 | 2014/05/20 12:10 | Simon, Tobias v Grassi, Claudio | 3-6,4-6 |
| Challenger Le Gosier | 2014/04/01 17:00 | Grassi, Claudio v Fabbiano, Thomas | 6-2,3-6,1-6 |
| ITF China F2 | 2014/03/12 06:50 | Lim, Yong-Kyu v Grassi, Claudio | 3-6,1-6 |
| ITF China F1 | 2014/03/07 02:30 | Grassi, Claudio v Zhang, Ze | 4-6,3-6 |
| ITF China F1 | 2014/03/06 04:50 | Kim, Cheong-Eui v Grassi, Claudio | 2-6,7-5,1-6 |
| ITF Italy F23 Qual | 2014/07/12 16:10 | Luisi, Alessandro v Stefanini, Jacopo | 4-6,6-3,6-2 |
| ITF Italy F19 | 2014/06/17 16:30 | Stefanini, Jacopo v Rondoni, Pietro | 1-6,0-6 |
| ITF Italy F19 | 2014/06/15 10:30 | Virgili, Adelchi v Stefanini, Jacopo | 3-6,6-7 |
| ITF Italy F19 | 2014/06/14 07:00 | Giannuzzi, Alessio v Stefanini, Jacopo | 4-6,3-6 |
| Italie F3, Simples | 2014/02/25 11:00 | Mektic, Nikola v Stefanini, Jacopo | 6-3,3-6,6-1 |