Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Sintra | 2019/08/15 09:00 | Tiago Cacao v Pavel Shumeiko | 6-3,6-2 |
| ITF M15 Sintra | 2019/08/14 09:00 | Tiago Cacao v Manuel Goncalves | 6-1,6-2 |
| ITF M15 Castelo Branco | 2019/07/16 17:05 | Francisco Rocha v Tiago Cacao | 2-6,1-6 |
| ITF M15 Idanha-a-Nova | 2019/07/10 09:00 | Michel Vernier v Tiago Cacao | 6-3,3-6,7-5 |
| ITF M15 Idanha-a-Nova | 2019/07/06 09:30 | Tiago Cacao v Fred Gil | 2-6,6-7 |
| ITF M15 Idanha-a-Nova | 2019/07/05 09:00 | Tiago Cacao v Aidan Mchugh | 7-6,3-6,7-5 |
| ITF M15 Idanha-a-Nova | 2019/07/04 09:00 | Tiago Cacao v Albert Roglan | 6-2,6-4 |
| ITF M15 Idanha-a-Nova | 2019/07/02 09:00 | Tiago Cacao v Michel Vernier | 3-6,6-0,6-1 |
| ITF M15 Sintra | 2019/08/15 10:50 | Filipe Brandao v Peter Bothwell | 6-4,1-6,6-7 |
| ITF M15 Sintra | 2019/08/13 10:00 | Hugo Maia v Peter Bothwell | 2-6,0-6 |
| ITF M25 Pozoblanco | 2019/08/07 21:45 | Peter Bothwell v Anatoliy Petrenko | 6-2,6-7,3-6 |
| ITF M25 Dublin | 2019/08/02 11:30 | Peter Bothwell v Simon Carr | 6-7,6-4,3-6 |
| ITF M25 Dublin | 2019/08/01 11:10 | Peter Bothwell v Gibril Diarra | 7-6,5-7,6-2 |
| ITF M25 Dublin | 2019/07/31 11:55 | Peter Bothwell v Andrej Glvac | 6-2,6-3 |
| Davis Cup | 2019/07/20 10:35 | Petros Chrysochos v Peter Bothwell | 7-5,6-3 |
| Davis Cup | 2019/07/19 10:10 | Peter Bothwell v Matthew Asciak | 7-5,6-0 |