Stadium: Court 1 Round: 28
| ITF Portugal F20 | 2018/10/12 10:00 | Monteiro, Joao v Butsch, Justin | 6-2,6-1 |
| ITF Portugal F20 | 2018/10/11 14:45 | Monteiro, Joao v van Der Horst, Tim | 6-4,6-4 |
| ITF Portugal F20 | 2018/10/10 10:30 | Monteiro, Joao v Davies, George | 6-2,6-4 |
| ITF Portugal F19 | 2018/10/07 09:30 | Monteiro, Joao v Gil, Fred | 2-6,5-7 |
| ITF Portugal F19 | 2018/10/06 11:00 | Monteiro, Joao v Baltensperger, Raphael | 6-4,6-4 |
| ITF Portugal F19 | 2018/10/05 11:00 | Monteiro, Joao v Blanco Guadalupe, Jorge | 6-2,1-6,6-1 |
| ITF Portugal F19 | 2018/10/04 13:05 | Monteiro, Joao v van Der Horst, Tim | 6-4,6-2 |
| ITF Portugal F19 | 2018/10/03 10:40 | Monteiro, Joao v Coelho, Fabio | 6-3,6-1 |
| ITF Portugal F20 | 2018/10/12 08:30 | Shane, Ryan v Baltensperger, Raphael | 6-2,6-4 |
| ITF Portugal F20 | 2018/10/11 14:30 | Shane, Ryan v Irigaray Guarne, Pablo | 6-1,6-3 |
| ITF Portugal F20 | 2018/10/09 12:40 | Shane, Ryan v Semedo, Miguel | 6-1,7-5 |
| ITF Portugal F19 | 2018/10/06 09:30 | Shane, Ryan v Gil, Fred | 3-6,2-6 |
| ITF Portugal F19 | 2018/10/05 11:50 | Franco Emanuel Egea v Shane, Ryan | 6-3,4-6,6-7 |
| ITF Portugal F19 | 2018/10/04 11:35 | Salgado, Afonso v Shane, Ryan | 2-6,4-6 |
| ITF Portugal F19 | 2018/10/03 09:00 | Tomislav E Papac v Shane, Ryan | 3-6,3-6 |
| Challenger Columbus | 2018/09/18 14:00 | Shane, Ryan v Mcnally, John | 6-7,5-7 |