Ground: Clay
| Challenger Segovia | 2014/07/31 12:10 | Adrian Menendez-Maceiras v Yannick Mertens | 4-6,6-0,7-6 |
| Challenger Recanati | 2014/07/15 17:25 | Yannick Mertens v Salvatore Caruso | 3-6,6-2,4-6 |
| ITF Netherlands F4 | 2014/07/05 10:00 | Thiago Monteiro v Yannick Mertens | 6-2,3-6,6-2 |
| ITF Netherlands F4 | 2014/07/01 11:35 | Bobbie De Goeijen v Yannick Mertens | 2-6,2-6 |
| Challenger Marburg | 2014/06/24 10:00 | Diego Schwartzman v Yannick Mertens | 7-5,6-2 |
| Wimbledon Qual | 2014/06/16 15:50 | Yannick Mertens v Yuichi Sugita | 5-7,3-6 |
| Challenger Blois | 2014/06/12 10:00 | Yannick Mertens v Gianni Mina | 4-6,3-6 |
| Challenger Blois | 2014/06/11 10:50 | Yannick Mertens v Jordan Thompson | 6-4,3-6,6-2 |
| ITF Italy F27 | 2014/08/12 14:15 | Antonio Massara v Matteo Donati | 6-4,1-6,2-6 |
| 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 |