Round: 28 Ground: Clay
| Challenger Biella | 2014/09/14 13:30 | Matteo Viola v Filippo Volandri | 7-5,6-1 |
| Challenger Sibiu | 2014/09/24 08:25 | Pere Riba v Filippo Volandri | 3-6,6-1,6-3 |
| Challenger Biella | 2014/09/14 13:30 | Matteo Viola v Filippo Volandri | 7-5,6-1 |
| Challenger Biella | 2014/09/13 13:45 | Marco Cecchinato v Filippo Volandri | 3-6,1-6 |
| Challenger Biella | 2014/09/12 13:30 | Jason Kubler v Filippo Volandri | 2-6,1-6 |
| Challenger Biella | 2014/09/08 14:55 | Federico Gaio v Filippo Volandri | 3-6,3-6 |
| Challenger Genova | 2014/09/02 13:40 | Uladzimir Ignatik v Filippo Volandri | 6-3,6-4 |
| Challenger Como | 2014/08/28 13:45 | Filippo Volandri v Jurgen Zopp | 3-6,1-6 |
| Challenger Como | 2014/08/27 15:00 | Filippo Volandri v Steven Diez | 6-3,6-2 |
| Challenger Morelos | 2015/02/16 16:00 | Agustin Velotti v Matteo Viola | 4-6,2-6 |
| Challenger Biella | 2014/09/14 13:30 | Matteo Viola v Filippo Volandri | 7-5,6-1 |
| Challenger Biella | 2014/09/12 10:10 | Andrea Arnaboldi v Matteo Viola | 6-2,4-6,2-6 |
| Challenger Biella | 2014/09/11 09:00 | Julien Obry v Matteo Viola | 3-6,2-6 |
| Challenger Biella | 2014/09/09 08:30 | Marco Bortolotti v Matteo Viola | 4-6,1-6 |
| US Open Qual | 2014/08/21 18:15 | Matthias Bachinger v Matteo Viola | 6-2,6-3 |
| US Open Qual | 2014/08/20 17:05 | Matteo Viola v Pierre-Hugues Herbert | 6-7,6-3,7-6 |
| Challenger Padova | 2014/06/27 13:15 | Matteo Viola v Maximo Gonzalez | 6-3,4-6,3-6 |