Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| ITF Australia F7 Qual | 2017/10/09 02:05 | Jesse Delaney v Winter Meagher | 6-3,7-5 |
| Challenger Playford 2 | 2019/10/27 23:30 | Jesse Delaney v James Ibrahim | 4-6,0-6 |
| ITF M25 Toowoomba | 2019/10/09 03:20 | Jesse Delaney v Dayne Kelly | 4-6,6-7 |
| ITF M25 Toowoomba | 2019/10/07 01:25 | Jesse Delaney v Jai Corbett | 4-6,6-3,5-10 |
| ITF M25 Brisbane | 2019/09/29 02:00 | Scott Puodziunas v Jesse Delaney | 2-6,6-4,10-7 |
| ITF M25 Darwin | 2019/09/25 03:30 | Thomas Fancutt v Jesse Delaney | 7-5,6-4 |
| ITF M25 Darwin | 2019/09/24 02:20 | Jesse Delaney v Moerani Bouzige | 6-4,6-4 |
| ITF M25 Darwin | 2019/09/23 03:50 | Jesse Delaney v Jordan Smith | 7-5,6-2 |
| ITF M25 Cairns | 2019/09/19 03:05 | Vladyslav Orlov v Jesse Delaney | 6-2,7-6 |
| ITF M15 Heraklion | 2019/11/05 07:30 | Winter Meagher v Matas Vasiliauskas | 6-1,6-4 |
| ITF M15 Heraklion | 2019/11/04 09:30 | George Davies v Winter Meagher | 2-6,6-3,7-10 |
| ITF M15 Heraklion | 2019/11/03 07:00 | Igor Banicevic v Winter Meagher | 5-7,3-6 |
| ITF M25 Toowoomba | 2019/10/05 23:30 | Ashwin R Sharma v Winter Meagher | 6-4,6-4 |
| ITF M25 Brisbane | 2019/09/30 00:00 | Jordan Smith v Winter Meagher | 7-6,6-2 |
| ITF M25 Brisbane | 2019/09/29 04:00 | Winter Meagher v David Barclay | 6-4,6-3 |
| ITF M25 Darwin | 2019/09/23 06:10 | William Ma v Winter Meagher | 6-4,6-4 |
| ITF M25 Cairns | 2019/09/16 01:50 | Dayne Kelly v Winter Meagher | 6-1,6-1 |