| Forli 6, Italy | 05/29 10:15 | 14 | [411] Viola, Matteo v Matteo Martineau [410] | 5-7,1-6 | |
| Challenger Francavilla | 05/18 16:00 | 26 | [419] Viola, Matteo v Mate Valkusz [268] | 3-6,6-2,3-6 | |
| Challenger Francavilla | 05/17 09:30 | 25 | Viola, Matteo v Giacalone, Omar | 6-2,7-6 | |
| Mauthausen, Austria | 05/02 08:00 | 19 | [248] Alexander Shevchenko v Viola, Matteo [399] | 6-3,6-0 | |
| Mauthausen, Austria | 05/01 08:00 | 14 | Nejedly, Pavel v Viola, Matteo | 1-6,5-7 | |
| ATP - Marrakech | 04/03 12:10 | 14 | [352] Viola, Matteo v Vit Kopriva [164] | 4-6,3-6 | |
| Challenger Turin | 03/02 11:40 | 25 | Viola, Matteo v Arthur Fils | 6-3,6-7,2-6 | |
| Forli 5, Italy, Qualifying | 02/20 18:05 | 14 | Gianmarco Ferrari v Viola, Matteo | 3-6,6-4,6-0 | |
| Forli 6, Italy | 02/13 16:15 | 14 | [342] Viola, Matteo v Nicolas Alvarez Varona [307] | 7-5,4-6,3-6 | |
| Forli 6, Italy | 01/04 17:40 | 25 | [372] Michael Vrbensky v Viola, Matteo [303] | 6-4,6-2 | |
| Challenger Maia | 12/15 14:55 | 25 | [302] Viola, Matteo v Chun Hsin Tseng [232] | 3-6,4-6 | |
| Forli 6, Italy | 12/09 16:00 | 26 | [301] Viola, Matteo v Aldin Setkic [423] | 1-6,3-6 | |
| Forli 6, Italy | 12/07 10:25 | 25 | [301] Viola, Matteo v Lukas Rosol [268] | 7-6,4-6,7-5 | |
| Forli 6, Italy | 12/02 17:30 | 26 | [304] Viola, Matteo v Maxime Cressy [122] | 4-6,4-6 | |
| Forli 6, Italy | 11/30 17:05 | 25 | [304] Viola, Matteo v Maden, Yannick [300] | 1-6,6-4,6-4 | |
| Challenger Manama | 11/25 13:25 | 26 | [306] Viola, Matteo v Jay Clarke [231] | 2-6,1-6 | |
| Challenger Manama | 11/23 08:00 | 25 | [306] Viola, Matteo v Yu Hsiou Hsu [358] | 6-4,7-5 | |
| Challenger Ortisei | 11/09 13:05 | 25 | [243] Stricker, Dominic Stephan v Viola, Matteo [294] | 6-4,3-6,7-5 | |
| Alicante, Spain | 10/12 15:25 | 25 | [182] Joao Sousa v Viola, Matteo [294] | 6-1,7-6 | |
| ATP - Indian Wells | 10/06 22:00 | 19 | [208] Marcora, Roberto v Viola, Matteo [294] | 6-2,7-5 | |
| ATP - Indian Wells | 10/06 01:00 | 14 | [294] Viola, Matteo v Thanasi Kokkinakis [183] | 6-3,3-6,7-6 | |
| Orleans, France | 09/28 17:15 | 25 | [294] Viola, Matteo v Richard Gasquet [81] | 7-6,1-6,0-6 | |
| Orleans, France | 09/27 12:30 | 19 | [231] Maxime Janvier v Viola, Matteo [294] | 6-4,4-6,3-6 | |
| Orleans, France | 09/26 14:15 | 14 | [483] Mertens, Yannick v Viola, Matteo [292] | 1-6,4-6 | |
| Challenger Biel | 09/21 11:25 | 25 | [180] Cem Ilkel v Viola, Matteo [292] | 7-6,7-6 | |
| Challenger Mallorca | 09/02 19:25 | 26 | [180] Frederico Ferreira Silva v Viola, Matteo [270] | 3-6,7-5,6-0 | |
| Challenger Mallorca | 09/01 14:00 | 25 | [270] Viola, Matteo v Liam Broady [147] | 6-4,3-6,6-4 | |
| Challenger - Barletta | 08/24 12:30 | 25 | [266] Viola, Matteo v Rodriguez, Cristian [423] | 2-6,5-7 | |
| Challenger Verona | 08/17 16:10 | 25 | [331] Nerman Fatic v Viola, Matteo [264] | 6-0,6-1 | |
| Segovia, Spain | 07/28 10:00 | 26 | [264] Viola, Matteo v Benjamin Bonzi [111] | 1-6,2-6 |