Stadium: Court 2 Round: 24 Ground: Clay
| Challenger Biella | 2018/09/17 10:00 | Jan Satral v Oscar Jose Gutierrez | 6-2,6-2 |
| 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 |
| ITF M25 Donostia-San-Sebastian | 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 |
| ITF M25 Santander | 2019/08/22 09:00 | Oscar Jose Gutierrez v Benjamin Winter Lopez | 6-2,2-6,6-2 |
| ITF M25 Gyor | 2019/08/28 13:20 | Jan Satral v Camilo Ugo Carabelli | 3-6,3-6 |
| Challenger Meerbusch | 2019/08/13 14:00 | Jan Satral v Aslan Karatsev | 6-4,1-6,2-6 |
| Challenger Meerbusch | 2019/08/12 10:35 | Jan Satral v Ivan Nedelko | 7-6,7-6 |
| Challenger Prague | 2019/07/24 13:25 | Jan Satral v Attila Balazs | 5-7,6-7 |
| Challenger Prague | 2019/07/23 09:40 | Jan Satral v Pavel Nejedly | 3-6,6-3,6-2 |
| Challenger San Benedetto | 2019/07/19 17:10 | Jan Satral v Renzo Olivo | 1-6,3-6 |
| Challenger San Benedetto | 2019/07/18 13:05 | Jan Satral v Rogerio Dutra Silva | 6-2,5-7,6-4 |
| Challenger San Benedetto | 2019/07/15 13:15 | Jan Satral v Roman Safiullin | 6-4,6-4 |