Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Tavira | 2019/10/04 09:00 | Roberto Ortega-Olmedo v Eduardo Struvay | 4-6,2-6 |
| ITF M25 Tavira | 2019/10/03 09:00 | Roberto Ortega-Olmedo v Tomas Luis | 6-4,6-2 |
| ITF M25 Tavira | 2019/10/02 10:00 | Roberto Ortega-Olmedo v Francisco Cabral | 6-4,3-6,6-4 |
| ITF M25 Oliveira De Azemeis | 2019/09/28 12:00 | Roberto Ortega-Olmedo v Eduardo Struvay | 7-5,2-6,5-7 |
| ITF M25 Oliveira De Azemeis | 2019/09/27 10:00 | Roberto Ortega-Olmedo v Tiago Cacao | 7-6,6-1 |
| ITF M25 Oliveira De Azemeis | 2019/09/26 10:00 | Roberto Ortega-Olmedo v David Perez Sanz | 4-6,6-0,6-1 |
| ITF M25 Oliveira De Azemeis | 2019/09/24 16:55 | Roberto Ortega-Olmedo v Alberto Barroso Campos | 6-2,6-2 |
| ITF M25 Oliveira De Azemeis | 2019/09/24 12:30 | Roberto Ortega-Olmedo v Alberto Barroso Campos | 6-2,6-2 |
| Challenger Fairfield | 2019/10/11 02:00 | Jack Draper v Donald Young | 6-3,7-6 |
| Challenger Fairfield | 2019/10/10 02:30 | Jack Sock v Jack Draper | 6-3,6-7,3-6 |
| Challenger Fairfield | 2019/10/08 17:00 | Jack Draper v Alex Rybakov | 6-1,2-6,7-5 |
| ITF M25 Shrewsbury | 2019/09/28 13:00 | Jack Draper v Julian Ocleppo | 6-4,6-0 |
| ITF M25 Shrewsbury | 2019/09/26 11:35 | Jack Draper v Francesco Vilardo | 6-4,7-6 |
| ITF M25 Shrewsbury | 2019/09/25 11:45 | Jack Draper v Sean Hodkin | 6-0,6-3 |
| ITF M25 Shrewsbury | 2019/09/24 10:25 | Jack Draper v Alexander Jhun | 6-2,6-4 |
| Challenger Glasgow | 2019/09/16 17:30 | Jack Draper v Altug Celikbilek | 7-6,4-6,2-6 |