Stadium: Court 19 Round: 46 Ground: Hardcourt outdoor
| Challenger Ortisei | 2019/11/11 15:20 | Matteo Viola v Andrea Pellegrino | 4-6,5-7 |
| Challenger Bratislava | 2019/11/04 12:10 | Roberto Marcora v Matteo Viola | 3-6,6-3,7-6 |
| Challenger Brest | 2019/10/23 19:05 | Matteo Viola v Jiri Vesely | 1-6,2-6 |
| Challenger Brest | 2019/10/22 08:00 | Matteo Viola v Maxime Hamou | 6-4,6-3 |
| Challenger Nur-Sultan 2 | 2019/10/02 08:40 | Illya Marchenko v Matteo Viola | 6-4,6-3 |
| ATP St Petersburg | 2019/09/17 14:05 | Evgeny Donskoy v Matteo Viola | 6-2,6-1 |
| ATP St Petersburg | 2019/09/16 10:00 | Ilya Ivashka v Matteo Viola | 6-4,6-2 |
| ATP St Petersburg | 2019/09/15 10:05 | Alexander Vasilenko v Matteo Viola | 2-6,7-5,2-6 |
| Challenger Montevideo | 2019/11/05 14:00 | Alejandro Tabilo v Guilherme Clezar | 6-3,3-6,3-6 |
| Challenger Playford 2 | 2019/10/30 04:30 | Luke Saville v Alejandro Tabilo | 3-6,6-4,6-1 |
| Challenger Traralgon | 2019/10/24 23:30 | Marc Polmans v Alejandro Tabilo | 6-1,7-5 |
| Challenger Traralgon | 2019/10/23 23:00 | Mukund Sasikumar v Alejandro Tabilo | 4-6,3-6 |
| Challenger Traralgon | 2019/10/22 01:20 | Luke Saville v Alejandro Tabilo | 5-7,7-6,5-7 |
| Challenger Santo Domingo | 2019/10/11 21:00 | Thiago Monteiro v Alejandro Tabilo | 6-3,6-2 |
| Challenger Santo Domingo | 2019/10/10 23:00 | Mario Vilella Martinez v Alejandro Tabilo | 6-3,0-6,3-6 |
| Challenger Santo Domingo | 2019/10/07 19:00 | Carlos Gomez-Herrera v Alejandro Tabilo | 4-6,4-6 |