| ITF Portugal F7 Qual | 05/23 09:30 | 62 | Afonso Salgado v Alan Gleeson | 6-2,6-3 | |
| ITF Portugal F5 Qual | 05/09 11:30 | 62 | Jumpei Yamasaki v Alan Gleeson | 4-6,5-7 | |
| ITF Great Britain F6 | 07/06 09:00 | - | Ryan Peniston v Alan Gleeson | Retired | |
| ITF Great Britain F6 | 07/06 09:00 | - | Alan Gleeson v Harry Meehan | 4-6,7-6,6-2 | |
| ITF Portugal F8 | 06/02 10:35 | - | Alan Gleeson v Sebastien Boltz | 6-4,5-7,3-6 | |
| ITF Portugal F7 Qual | 05/23 08:00 | - | Tiago Cacao v Alan Gleeson | 6-7,6-2,6-4 | |
| ITF Portugal F6 Qual | 05/16 12:00 | - | Diogo Lourenco v Alan Gleeson | 1-6,4-6 |