Round: 26 Ground: Clay
| Challenger Como | 2014/08/27 15:00 | Filippo Volandri v Steven Diez | 6-3,6-2 |
| Challenger Cortina | 2014/07/31 14:00 | Filippo Volandri v Yannik Reuter | 4-6,6-2,0-6 |
| Challenger Cortina | 2014/07/28 16:25 | Filippo Volandri v Guilherme Clezar | 2-6,7-6,6-3 |
| 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 Como | 2014/08/27 14:55 | Jurgen Zopp v Jonathan Eysseric | 6-2,6-2 |
| Challenger Tampere | 2014/07/22 11:55 | Adam Pavlasek v Jurgen Zopp | 6-4,6-4 |
| ITF Estonia F1 | 2014/07/18 11:10 | Jurgen Zopp v Christian Lindell | 2-6,4-6 |
| ITF Estonia F1 | 2014/07/16 11:10 | Jurgen Zopp v Lukas Mugevicius | 6-1,7-5 |
| ITF Estonia F1 | 2014/07/14 12:10 | Jurgen Zopp v Anton Pavlov | 6-3,6-0 |
| ATP Bastad Qual | 2014/07/07 09:00 | Jurgen Zopp v Renzo Olivo | 2-6,2-6 |
| ATP Bastad Qual | 2014/07/06 09:00 | Jurgen Zopp v Patrik Rosenholm | 3-6,7-5,7-6 |
| ATP Bastad Qual | 2014/07/05 08:00 | Jurgen Zopp v Morgan Johansson | 6-3,6-1 |