Round: 25 Ground: Clay
| Challenger San Benedetto | 2014/07/08 16:00 | Filippo Volandri v Ruben R. Hidalgo | 4-6,2-6 |
| Challenger Todi | 2014/07/02 16:00 | Filippo Volandri v Roberto Marcora | 2-6,7-6,6-4 |
| Wimbledon | 2014/06/23 12:40 | Filippo Volandri v Edouard Roger-Vasselin | 6-7,2-6,4-6 |
| Challenger Milan | 2014/06/17 16:35 | Juan Lizariturry v Filippo Volandri | 6-4,6-4 |
| Challenger Caltanissetta | 2014/06/11 16:00 | Filippo Volandri v Mate Delic | 0-6,6-7 |
| Challenger Mestre | 2014/06/05 14:00 | Filippo Volandri v Andrea Collarini | 4-6,6-3,4-6 |
| Challenger Mestre | 2014/06/04 14:00 | Filippo Volandri v Niels Desein | 6-3,7-5 |
| Challenger Rome | 2014/05/09 15:10 | Pablo Cuevas v Filippo Volandri | 6-3,6-1 |
| Challenger Todi | 2014/07/03 10:50 | Guilherme Clezar v Maximo Gonzalez | 2-6,4-6 |
| Challenger Todi | 2014/07/01 13:35 | Guilherme Clezar v Yann Marti | 4-6,6-1,7-6 |
| Challenger Padova | 2014/06/24 09:00 | Hugo Dellien v Guilherme Clezar | 7-6,6-1 |
| Challenger Caltanissetta | 2014/06/12 11:30 | Pablo Carreno Busta v Guilherme Clezar | 6-3,7-5 |
| Challenger Caltanissetta | 2014/06/10 08:30 | Salvatore Caruso v Guilherme Clezar | 2-6,6-3,5-7 |