| Challenger Nur-Sultan | 07/17 09:40 | 25 | [467] Sidharth Rawat v Matteo Viola [247] | 1-6,6-2,1-6 | |
| Challenger Recanati | 07/04 08:00 | 26 | [151] Ramkumar Ramanathan v Matteo Viola [259] | 6-4,6-1 | |
| Challenger Recanati | 07/03 08:00 | 25 | [259] Matteo Viola v Ilya Ivashka [138] | 6-4,5-7,6-4 | |
| Challenger Recanati | 07/01 17:15 | 24 | Matteo Viola v Emiliano Maggioli | 6-3,7-6 | |
| ATP Stuttgart | 06/09 11:05 | 164 | [250] Matteo Viola v Alexei Popyrin [109] | 3-6,5-7 | |
| ATP Stuttgart | 06/08 10:40 | 64 | [88] Prajnesh Gunneswaran v Matteo Viola [250] | Retired | |
| Challenger Vicenza | 05/30 07:30 | 24 | [250] Matteo Viola v Mats Moraing [219] | 4-6,1-6 | |
| French Open | 05/21 08:00 | 44 | [237] Mathias Bourgue v Matteo Viola [252] | 4-6,6-1,6-3 | |
| Challenger Heilbronn | 05/14 11:20 | 24 | [252] Matteo Viola v Attila Balazs [219] | 4-6,3-6 | |
| Challenger Rome | 05/09 08:00 | 26 | [257] Matteo Viola v Henri Laaksonen [119] | 4-6,3-6 | |
| Challenger Rome | 05/07 08:00 | 25 | [257] Matteo Viola v Renzo Olivo [328] | 6-3,7-5 | |
| Challenger Ostrava | 05/01 11:40 | 25 | [232] Matteo Viola v Ivan Gakhov [386] | 4-6,4-6 | |
| Challenger Francavilla | 04/23 12:00 | 25 | [230] Matteo Viola v Mikael Ymer [176] | 1-6,2-6 | |
| Challenger Francavilla | 04/22 11:20 | 24 | [230] Matteo Viola v Carlos Boluda-Purkiss [346] | 6-3,6-2 | |
| Challenger Anning | 04/17 06:00 | 25 | [235] Matteo Viola v Jay Clarke [211] | 4-6,3-6 | |
| Challenger Anning | 04/15 10:10 | 24 | [391] Xin Gao v Matteo Viola [235] | 3-6,1-6 | |
| Challenger Sophia Antipolis | 04/01 14:55 | 24 | [235] Matteo Viola v Johan Tatlot [266] | 2-6,3-6 | |
| Challenger St Brieuc | 03/28 19:20 | 26 | [120] Gregoire Barrere v Matteo Viola [246] | 6-1,6-1 | |
| Challenger St Brieuc | 03/27 12:30 | 25 | [246] Matteo Viola v Daniel Brands [168] | 6-3,7-6 | |
| Challenger St Brieuc | 03/25 19:00 | 24 | [246] Matteo Viola v Stephane Robert [277] | 6-4,6-1 | |
| Challenger Lille | 03/20 14:50 | 25 | [176] Arthur De Greef v Matteo Viola [246] | 6-3,6-1 | |
| Challenger Lille | 03/19 10:35 | 24 | [246] Matteo Viola v Benjamin Bonzi [293] | 4-6,7-5,6-3 | |
| Challenger Drummondville | 03/16 18:20 | 28 | [95] Ricardas Berankis v Matteo Viola [268] | 6-4,6-0 | |
| Challenger Drummondville | 03/15 15:00 | 27 | [268] Matteo Viola v Arthur De Greef [183] | 6-3,7-5 | |
| Challenger Drummondville | 03/14 14:00 | 26 | [175] Roberto Quiroz v Matteo Viola [268] | 6-4,3-6,4-6 | |
| Challenger Drummondville | 03/13 15:25 | 25 | [360] Skander Mansouri v Matteo Viola [268] | 6-2,4-6,4-6 | |
| Challenger Pau | 02/25 14:30 | 24 | [266] Matteo Viola v Nino Serdarusic [260] | 3-6,4-6 | |
| Challenger Bergamo | 02/18 12:20 | 24 | [269] Matteo Viola v Uladzimir Ignatik [247] | 4-6,4-6 | |
| Challenger Budapest | 02/04 18:55 | 24 | [314] Pavel Kotov v Matteo Viola [267] | 1-6,6-4,6-3 | |
| Challenger Koblenz | 01/15 09:00 | 24 | Goncalo Oliveira v Matteo Viola | Cancelled |