| Challenger Noumea | 01/10 23:00 | 28 | [219] Viola, Matteo v Wolf, Jeffrey John [185] | 2-6,2-6 | |
| Challenger Noumea | 01/10 00:00 | 27 | [177] Marcora, Roberto v Viola, Matteo [219] | 6-7,6-7 | |
| Challenger Noumea | 01/09 00:00 | 26 | [170] Yannick Hanfmann v Viola, Matteo [219] | 4-6,7-6,4-6 | |
| Challenger Noumea | 01/08 01:35 | 25 | [219] Viola, Matteo v Zdenek Kolar [226] | 6-4,4-6,6-4 | |
| Challenger Noumea | 01/06 06:05 | 24 | [219] Viola, Matteo v Andrea Collarini [190] | 6-3,7-6 | |
| Challenger Ortisei | 11/11 15:20 | 24 | [227] Viola, Matteo v Andrea Pellegrino [353] | 4-6,5-7 | |
| Challenger Bratislava | 11/04 12:10 | 24 | [190] Marcora, Roberto v Viola, Matteo [225] | 3-6,6-3,7-6 | |
| Brest, France | 10/23 19:05 | 25 | [230] Viola, Matteo v Jiri Vesely [121] | 1-6,2-6 | |
| Brest, France | 10/22 08:00 | 24 | [230] Viola, Matteo v Hamou, Maxime [367] | 6-4,6-3 | |
| Nur-Sultan II, Kazakhstan | 10/02 08:40 | 25 | [378] Illya Marchenko v Viola, Matteo [212] | 6-4,6-3 | |
| St. Petersburg, Russia | 09/17 14:05 | 25 | [118] Evgeny Donskoy v Viola, Matteo [218] | 6-2,6-1 | |
| St. Petersburg, Russia | 09/16 10:00 | 164 | [135] Ilya Ivashka v Viola, Matteo [204] | 6-4,6-2 | |
| St. Petersburg, Russia | 09/15 10:05 | 64 | Alexander Vasilenko v Viola, Matteo | 2-6,7-5,2-6 | |
| Istanbul, Turkey | 09/12 07:00 | 26 | [480] David Poljak v Viola, Matteo [204] | 6-7,6-4,6-4 | |
| Istanbul, Turkey | 09/11 10:15 | 25 | [257] Tristan Lamasine v Viola, Matteo [204] | 4-6,1-6 | |
| Challenger Cassis | 09/03 08:00 | 24 | Antoine Escoffier v Viola, Matteo | Cancelled | |
| Challenger Mallorca | 09/01 17:30 | 29 | [209] Emil Ruusuvuori v Viola, Matteo [240] | 6-0,6-1 | |
| Challenger Mallorca | 08/31 15:30 | 28 | [240] Viola, Matteo v Daniel Masur [318] | 7-6,4-6,6-2 | |
| Challenger Mallorca | 08/30 17:55 | 27 | [239] Kavcic, Blaz v Viola, Matteo [240] | 2-6,1-6 | |
| Challenger Mallorca | 08/29 17:20 | 26 | [240] Viola, Matteo v Andy Murray [328] | 3-6,6-4,7-6 | |
| Challenger Mallorca | 08/27 14:30 | 25 | [220] Lopez Perez v Viola, Matteo [240] | 6-7,7-6,0-6 | |
| Challenger Mallorca | 08/26 15:00 | 24 | [371] Gil, Fred v Viola, Matteo [240] | 2-6,2-6 | |
| US Open, New York, USA | 08/20 18:15 | 44 | [238] Viola, Matteo v Jannik Sinner [131] | 1-6,0-6 | |
| Portoroz, Slovénie | 08/15 18:20 | 26 | [219] Constant Lestienne v Viola, Matteo [245] | 6-0,6-1 | |
| Portoroz, Slovénie | 08/14 13:30 | 25 | [432] Zekic, Miljan v Viola, Matteo [245] | 0-6,3-6 | |
| Segovia, Spain | 08/01 12:40 | 26 | [287] Pavel Kotov v Viola, Matteo [246] | 6-1,6-3 | |
| Segovia, Spain | 07/30 09:15 | 25 | [433] Felipe M R Alves v Viola, Matteo [246] | 2-6,1-6 | |
| Challenger Tampere | 07/24 13:00 | 25 | Viola, Matteo v Niklas-Salminen, Patrick | 6-1,4-6,1-6 | |
| Nur Sultan, Kazakhstan | 07/19 05:00 | 27 | [247] Viola, Matteo v Sebastian Korda [382] | 4-6,5-7 | |
| Nur Sultan, Kazakhstan | 07/18 05:00 | 26 | [196] Nedovyesov, Aleksandr v Viola, Matteo [247] | 6-7,4-6 |