Estadio: Center Court Round: 24 Ground: Clay
| Challenger de Como | 2019/08/26 13:30 | Gianluigi Quinzi v Markus Eriksson | 7-5,6-4 |
| Challenger de L'Aquila | 2019/08/21 15:30 | Andrej Martin v Gianluigi Quinzi | 6-3,6-2 |
| Challenger de L'Aquila | 2019/08/19 11:05 | Gianluigi Quinzi v Alejandro Gonzalez | 6-3,6-1 |
| Challenger de Cordenons | 2019/08/13 09:30 | Gianluigi Quinzi v Andrea Collarini | 0-6,2-6 |
| Challenger de Perugia | 2019/07/12 11:00 | Guillermo Garcia-Lopez v Gianluigi Quinzi | 6-3,1-6,7-6 |
| Challenger de Perugia | 2019/07/11 13:45 | Gianluigi Quinzi v Guilherme Clezar | 6-3,4-6,7-6 |
| Challenger de Perugia | 2019/07/10 13:00 | Filip Horansky v Gianluigi Quinzi | 6-3,2-6,2-6 |
| Challenger de Perugia | 2019/07/09 14:30 | Gianluigi Quinzi v Roberto Marcora | 6-7,6-3,6-3 |
| Challenger de Szczecin | 2019/09/09 14:30 | Oscar Jose Gutierrez v Jan Satral | 6-7,3-6 |
| ITF M25 Donostia-San Sebastián | 2019/09/01 10:30 | Oscar Jose Gutierrez v Javier Barranco Cosano | 5-7,0-6 |
| ITF M25 Donostia-San Sebastián | 2019/08/31 11:20 | Oscar Jose Gutierrez v Orlando Luz | 6-2,6-3 |
| ITF M25 Donostia-San Sebastián | 2019/08/30 10:35 | Jose Hernandez-Fernandez v Oscar Jose Gutierrez | 3-6,4-6 |
| ITF M25 Donostia-San Sebastián | 2019/08/28 11:30 | Oscar Jose Gutierrez v Alexis Musialek | 7-5,6-4 |
| ITF M25 Santander | 2019/08/25 09:00 | Oscar Jose Gutierrez v Orlando Luz | 6-4,6-1 |
| ITF M25 Santander | 2019/08/24 10:00 | Imanol L Morillo v Oscar Jose Gutierrez | 3-6,2-6 |
| ITF M25 Santander | 2019/08/23 12:30 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-4,6-2 |