Stadium: Cancha Central Round: 24 Ground: Clay
| Challenger Buenos Aires | 2019/09/23 15:10 | Genaro Alberto Olivieri v Oscar Jose Gutierrez | 6-4,6-4 |
| Challenger Campinas | 2019/09/30 13:50 | Genaro Alberto Olivieri v Christian Lindell | 6-7,5-7 |
| Challenger Buenos Aires | 2019/09/25 22:00 | Guido Andreozzi v Genaro Alberto Olivieri | 7-6,2-6,6-3 |
| Challenger Buenos Aires | 2019/09/23 15:10 | Genaro Alberto Olivieri v Oscar Jose Gutierrez | 6-4,6-4 |
| 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 | Genaro Alberto Olivieri v Bastian Malla | 6-4,6-3 |
| ITF M15 Buenos Aires | 2019/09/19 12:00 | Genaro Alberto Olivieri v Nicolas Alberto Arreche | 6-1,7-6 |
| ITF M15 Buenos Aires | 2019/09/18 12:00 | Genaro Alberto Olivieri v Alejo Lorenzo Lingua Lavallen | 6-7,6-4,6-3 |
| Challenger Banja Luka | 2019/09/11 09:15 | Genaro Alberto Olivieri v Dmitry Popko | 2-6,1-6 |
| Challenger Campinas | 2019/09/30 18:05 | Oscar Jose Gutierrez v Juan Pablo Varillas | 2-6,2-6 |
| Challenger Buenos Aires | 2019/09/23 15:10 | Genaro Alberto Olivieri v Oscar Jose Gutierrez | 6-4,6-4 |
| Challenger Biella | 2019/09/18 08:00 | Tommy Robredo v Oscar Jose Gutierrez | 6-0,6-1 |
| Challenger Biella | 2019/09/17 08:00 | Gianluigi Quinzi v Oscar Jose Gutierrez | 2-6,6-1,3-6 |
| Challenger Szczecin | 2019/09/09 14:30 | Oscar Jose Gutierrez v Jan Satral | 6-7,3-6 |
| ITF M25 Donostia-San-Sebastian | 2019/09/01 10:30 | Oscar Jose Gutierrez v Javier Barranco Cosano | 5-7,0-6 |
| ITF M25 Donostia-San-Sebastian | 2019/08/31 11:20 | Oscar Jose Gutierrez v Orlando Luz | 6-2,6-3 |
| ITF M25 Donostia-San-Sebastian | 2019/08/30 10:35 | Jose Hernandez-Fernandez v Oscar Jose Gutierrez | 3-6,4-6 |