Stadion: Cancha 6 Round: 24 Ground: Clay
| Challenger - Santo Domingo | 2019/10/08 22:55 | Oscar Jose Gutierrez v Pedja Krstin | 7-5,6-4 |
| Challenger - Sibiu | 2019/09/19 11:40 | Pedja Krstin v Blaz Rola | 1-6,6-3,1-6 |
| Challenger - Sibiu | 2019/09/18 07:00 | Pedja Krstin v Michal Dembek | 6-4,6-2 |
| Challenger - Banja Luka | 2019/09/14 11:00 | Tallon Griekspoor v Pedja Krstin | 6-4,4-6,7-5 |
| Challenger - Banja Luka | 2019/09/13 14:00 | Dmitry Popko v Pedja Krstin | 4-6,4-6 |
| Challenger - Banja Luka | 2019/09/12 09:45 | Pedja Krstin v Carlos Berlocq | 6-2,6-4 |
| Challenger - Banja Luka | 2019/09/11 08:00 | Pedja Krstin v Riccardo Balzerani | 6-2,6-4 |
| Challenger - Jinan | 2019/09/04 04:20 | Chun Hsin Tseng v Pedja Krstin | 7-6,7-6 |
| Challenger - Santo Domingo | 2019/10/08 23:00 | Gonzalo Villanueva v Hugo Dellien | 2-6,3-6 |
| Challenger - Santo Domingo | 2019/10/07 19:00 | Gonzalo Villanueva v Andres Molteni | 4-6,6-4,6-2 |
| Challenger - Campinas | 2019/10/02 15:20 | Gonzalo Villanueva v Alejandro Tabilo | 0-6,3-6 |
| Challenger - Campinas | 2019/10/01 13:00 | Gonzalo Villanueva v Fernando Romboli | 6-2,6-2 |
| Challenger - Buenos Aires | 2019/09/24 14:00 | Federico Zeballos v Gonzalo Villanueva | 6-4,6-1 |
| ITF - M15 - Buenos Aires | 2019/09/22 16:50 | Maximiliano Estevez v Gonzalo Villanueva | 6-4,4-6,1-6 |
| ITF - M15 - Buenos Aires | 2019/09/21 16:40 | Genaro Alberto Olivieri v Gonzalo Villanueva | 4-6,3-6 |
| ITF - M15 - Buenos Aires | 2019/09/20 15:00 | Facundo Diaz Acosta v Gonzalo Villanueva | 5-7,1-6 |