| ITF M15 Luanda | 11/25 13:50 | 54 | Victor H R Pagotto v Luke Cripps | 6-4,6-1 | |
| ITF M15 Luanda Qual | 11/24 11:45 | 54 | Luke Cripps v Rishabhdev Rajshekar Raman | 7-5,6-2 | |
| ITF M15 Luanda | 11/23 09:00 | - | Victor Hugo Remondy Pagotto v Luke Cripps | Cancelled | |
| ITF M15 Luanda | 11/20 11:15 | 25 | Chirag Duhan v Luke Cripps | Retired | |
| ITF M15 Luanda | 11/18 09:00 | 54 | Aryan Lakshmanan v Luke Cripps | 5-7,3-6 | |
| ITF M15 Luanda | 11/17 13:35 | 54 | Neil Kandhai v Luke Cripps | Walkover | |
| ITF M25 Monastir | 10/27 08:30 | 62 | Luke Cripps v Ioan A Teglas | 7-5,6-1 | |
| ITF M15 Monastir | 10/06 10:00 | 62 | Anas Ben Chiekh v Luke Cripps | 1-6,1-6 | |
| ITF M15 Monastir | 09/01 10:00 | 62 | Luke Cripps v Gonzalo Ariel Karakachian | 4-6,2-6 |