Stadium: Court 2 Round: 24 Ground: Clay
| Challenger Biella | 2018/09/17 10:00 | Satral, Jan v Oscar Jose Gutierrez | 6-2,6-2 |
| Donostia-San-Sebastian,Singles Quali M-ITF-ESP-23A | 2019/09/01 10:30 | Oscar Jose Gutierrez v Javier Barranco Cosano | 5-7,0-6 |
| Donostia-San-Sebastian,Singles Quali M-ITF-ESP-23A | 2019/08/31 11:20 | Oscar Jose Gutierrez v Orlando Luz | 6-2,6-3 |
| Donostia-San-Sebastian,Singles Quali M-ITF-ESP-23A | 2019/08/30 10:35 | Hernandez-Fernandez, Jose v Oscar Jose Gutierrez | 3-6,4-6 |
| Donostia-San-Sebastian,Singles Quali M-ITF-ESP-23A | 2019/08/28 11:30 | Oscar Jose Gutierrez v Musialek, Alexis | 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 |
| ITF M25 Santander | 2019/08/22 09:00 | Oscar Jose Gutierrez v Benjamin Winter Lopez | 6-2,2-6,6-2 |
| Gyor, Qualifications Simples M-ITF-HUN-04A | 2019/08/28 13:20 | Satral, Jan v Camilo Ugo Carabelli | 3-6,3-6 |
| Challenger Meerbusch | 2019/08/13 14:00 | Satral, Jan v Aslan Karatsev | 6-4,1-6,2-6 |
| Challenger Meerbusch | 2019/08/12 10:35 | Satral, Jan v Nedelko, Ivan | 7-6,7-6 |
| Challenger - Prague | 2019/07/24 13:25 | Satral, Jan v Balazs, Attila | 5-7,6-7 |
| Challenger - Prague | 2019/07/23 09:40 | Satral, Jan v Nejedly, Pavel | 3-6,6-3,6-2 |
| Challenger San Benedetto | 2019/07/19 17:10 | Satral, Jan v Renzo Olivo | 1-6,3-6 |
| Challenger San Benedetto | 2019/07/18 13:05 | Satral, Jan v Dutra Silva, Rogerio | 6-2,5-7,6-4 |
| Challenger San Benedetto | 2019/07/15 13:15 | Satral, Jan v Roman Safiullin | 6-4,6-4 |