Ground: Clay
| ITF Italy F29 | 2014/08/25 13:30 | Grassi, Claudio v Stefanini, Jacopo | 6-4,6-2 |
| 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 Italy F29 | 2014/08/26 12:30 | Carli, Christian v Zucca, Antonio | 6-3,6-4 |
| ITF Italy F28 | 2014/08/19 08:30 | Carli, Christian v Tristan Lamasine | 4-6,3-6 |
| ITF Italy F28 Qual | 2014/08/16 07:30 | Carli, Christian v Cocchella, Leonardo | 6-1,6-1 |
| ITF Italy F27 | 2014/08/13 15:50 | Carli, Christian v Donati, Matteo | 3-6,3-6 |
| ITF Italy F27 | 2014/08/11 10:00 | Frigerio, Lorenzo v Carli, Christian | 1-6,3-6 |
| ITF Italy F26 Qual | 2014/08/03 09:00 | Carli, Christian v Lulli, Gregorio | 6-3,5-7,6-2 |
| ITF Italy F25 | 2014/07/28 11:00 | Kanar, Jonathan v Carli, Christian | 5-7,6-4,7-5 |
| ITF Italy F23 Qual | 2014/07/13 09:05 | Grazioso, Andrea v Carli, Christian | 7-6,6-2 |