Round: 25 Ground: Clay
| ITF Austria F6 | 2014/08/07 15:40 | Bortolotti, Marco v Beretta, Duillo | 2-6,3-6 |
| ITF Austria F6 | 2014/08/06 09:40 | Bortolotti, Marco v Obert, Adrian | 4-6,6-0,6-4 |
| ITF Austria F6 | 2014/08/04 12:30 | Bortolotti, Marco v Weissborn, Tristan | 3-6,6-2,6-1 |
| ITF Romania F10 | 2014/07/30 12:50 | Laslo Djere v Bortolotti, Marco | 4-6,6-4,6-1 |
| ITF Italy F24 | 2014/07/22 19:00 | Bortolotti, Marco v de Greef, Arthur | 6-2,4-6,1-6 |
| ITF Italy F23 | 2014/07/15 11:25 | Leonardi, Filippo v Bortolotti, Marco | 6-3,6-2 |
| Challenger Padova | 2014/06/24 13:20 | Bortolotti, Marco v Gonzalez, Maximo | 3-6,2-6 |
| ITF Romania F4 | 2014/06/21 10:00 | Bortolotti, Marco v Mathias Bourgue | 2-6,1-6 |
| US Open, New York, USA, Qualifying | 2014/08/21 18:15 | Bachinger, Matthias v Viola, Matteo | 6-2,6-3 |
| US Open, New York, USA, Qualifying | 2014/08/20 17:05 | Viola, Matteo v Pierre-Hugues Herbert | 6-7,6-3,7-6 |
| Challenger Padova | 2014/06/27 13:15 | Viola, Matteo v Gonzalez, Maximo | 6-3,4-6,3-6 |
| Challenger Padova | 2014/06/26 10:55 | Viola, Matteo v Federico Gaio | 7-6,6-2 |
| Challenger Padova | 2014/06/24 14:05 | Viola, Matteo v Salvatore Caruso | 6-3,6-2 |
| Wimbledon Qual | 2014/06/16 13:15 | Arnaboldi, Andrea v Viola, Matteo | 6-3,4-6,6-0 |
| Challenger Mestre | 2014/06/05 12:00 | Lorenzi, Paolo v Viola, Matteo | 7-5,6-4 |
| Challenger Mestre | 2014/06/03 16:30 | Molteni, Andres v Viola, Matteo | 0-6,6-4,1-6 |