| ITF M15 Wellington | 12/09 02:00 | 54 | Ethan Cook v Flynn Caruana | 6-1,6-2 | |
| ITF M15 Wellington | 12/08 20:30 | 54 | Flynn Caruana v Jera Staley | 7-5,6-7,10-6 | |
| UTR Pro Craigieburn | 04/12 02:30 | - | Stefan Storch v Flynn Caruana | 7-5,6-3 | |
| UTR Pro Craigieburn | 04/11 05:00 | - | Marin Dumitru v Flynn Caruana | 6-3,6-4 | |
| ITF M25 Mildura | 03/09 22:00 | 44 | Flynn Caruana v Patrick Fitzgerald | 6-4,7-6 | |
| ITF M25 Darwin | 09/10 09:00 | 62 | Paul Howe v Flynn Caruana | 5-7,3-6 |