| UTR Pro Alvor | 02/03 10:00 | 29 | Freddie Healey v Miguel Pereira Lopes | Walkover | |
| UTR Pro Alvor | 02/03 10:00 | 28 | Vardan Manukyan v Freddie Healey | Walkover | |
| UTR Pro Alvor | 01/31 11:40 | - | Freddie Healey v Max Benaim | 4-6,6-2,4-6 | |
| UTR Pro Alvor | 01/30 14:35 | - | Freddie Healey v Twan Van Zijl | 4-6,1-6 | |
| ITF M25 Vale Do Lobo Qual | 11/17 11:30 | 54 | Lukas H Lilleengen v Freddie Healey | 6-1,6-0 | |
| ITF M25 Vale Do Lobo | 11/11 11:00 | 54 | Alejandro T Alvarez v Freddie Healey | 6-1,6-1 | |
| ITF M25 Vale Do Lobo | 11/10 10:30 | 54 | Freddie Healey v Nikolaj Katic | Walkover |