| Challenger Ismaning | 10/18 09:30 | 25 | [272] Viola, Matteo v Salvatore Caruso [174] | 4-6,6-7 | |
| Challenger Ortisei | 10/11 10:10 | 26 | [278] Viola, Matteo v Lorenzo Sonego [364] | 4-6,1-6 | |
| Challenger Ortisei | 10/10 08:30 | 25 | [278] Viola, Matteo v Tristan Lamasine [329] | 7-6,5-7,7-5 | |
| Challenger Ortisei Qual | 10/09 09:35 | 54 | Viola, Matteo v Erwin Troebinger | 6-1,6-2 | |
| Challenger Ortisei Qual | 10/08 11:10 | 46 | [281] Viola, Matteo v Laurent Lokoli [441] | 3-6,6-0,6-3 | |
| Challenger Ortisei Qual | 10/07 15:30 | 45 | Viola, Matteo v Kerschbaumer, Michael | 7-6,6-1 | |
| ITF Sweden F4 | 10/02 12:00 | 25 | Viola, Matteo v Joao Menezes | 4-6,2-6 | |
| ITF Sweden F3 | 09/28 10:30 | 27 | [258] Fred Simonsson v Viola, Matteo [284] | 6-1,6-4 | |
| ITF Sweden F3 | 09/27 08:00 | 26 | [301] Sabanov, Matej v Viola, Matteo [284] | 3-6,4-6 | |
| ITF Sweden F3 | 09/26 09:00 | 25 | von Massow, George v Viola, Matteo | 0-6,6-4,0-6 | |
| Izmir, Turkey | 09/20 09:40 | 26 | [276] Robert, Stephane v Viola, Matteo [300] | 6-4,6-4 | |
| Izmir, Turkey | 09/19 07:00 | 25 | [300] Viola, Matteo v Sarp Agabigun [420] | 6-1,6-0 | |
| Challenger Alphen | 09/06 10:00 | 25 | [421] Westerhof, Boy v Viola, Matteo [286] | 3-6,6-4,6-3 | |
| ITF Switzerland F5 | 09/02 11:15 | 28 | [286] Viola, Matteo v Ehara, Hiroyasu [463] | 5-7,7-5,6-7 | |
| ITF Switzerland F5 | 09/01 11:45 | 27 | Viola, Matteo v Crepatte, Baptiste | 7-5,6-2 | |
| ITF Switzerland F5 | 09/01 08:00 | 26 | Viola, Matteo v Luca Castelnuovo | 6-2,6-0 | |
| ITF Switzerland F5 | 08/29 12:45 | 25 | Viola, Matteo v Fournerie, Theo | 6-4,6-1 | |
| Challenger Manerbio | 08/21 11:50 | 25 | [151] Mathias Bourgue v Viola, Matteo [283] | 6-3,6-4 | |
| Cordenons, Italy | 08/15 14:25 | 25 | Viola, Matteo v Lopez Perez | 1-6,4-6 | |
| Portoroz, Slovénie | 08/08 14:20 | 25 | [287] Viola, Matteo v Stakhovsky, Sergiy [115] | 6-7,2-6 | |
| Challenger Biella | 08/01 11:40 | 25 | [281] Viola, Matteo v Gianluca Mager [330] | 4-6,3-6 | |
| Challenger Cortina | 07/29 12:55 | 28 | [318] Viola, Matteo v Gerald Melzer [166] | 2-6,6-7 | |
| Challenger Cortina | 07/28 15:00 | 27 | [270] Carlos Taberner v Viola, Matteo [318] | 7-6,6-7,1-6 | |
| Challenger Cortina | 07/27 09:30 | 26 | [318] Viola, Matteo v Petrovic, Danilo [281] | 4-6,6-3,7-5 | |
| Challenger Cortina | 07/25 13:55 | 25 | [230] Galovic, Viktor v Viola, Matteo [318] | 4-6,5-7 | |
| Umag, Croatie, Qualifications | 07/16 08:00 | 45 | [151] Kenny de Schepper v Viola, Matteo [312] | 6-2,7-5 | |
| ITF Austria F2 | 07/13 11:00 | 27 | Brunner, Pascal v Viola, Matteo | 6-2,1-6,6-3 | |
| ITF Austria F2 | 07/12 10:30 | 26 | Ollert, Lukas v Viola, Matteo | 0-6,7-5,3-6 | |
| ITF Austria F2 | 07/11 11:15 | 25 | Gregor Ramskogler v Viola, Matteo | 3-6,3-6 | |
| ITF Portugal F9 | 06/30 12:30 | 27 | Nuno Borges v Viola, Matteo | 4-6,6-3,6-2 |