Stadium: Hard Court 13 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2019/05/20 11:00 | Addison, Aaron v Ma, William | 6-4,7-5 |
| ITF - M15 Héraklion | 2019/05/20 07:00 | Addison, Aaron v Tzicas, Charles | 6-3,6-0 |
| ITF - M15 Héraklion | 2019/05/17 07:00 | Glasspool, Lloyd v Addison, Aaron | 6-3,6-2 |
| ITF - M15 Héraklion | 2019/05/16 07:00 | Addison, Aaron v Craig, Henry | 7-6,7-6 |
| ITF - M15 Héraklion | 2019/05/15 07:00 | Addison, Aaron v Omni Kumar | 4-6,7-6,6-2 |
| ITF - M15 Héraklion | 2019/05/07 10:00 | Guenther, Valentin v Addison, Aaron | 6-3,7-6 |
| Mornington, Singles Qualifying M-ITF-AUS-04A | 2019/03/29 01:40 | Addison, Aaron v Bourchier, Harry | 7-6,5-7,3-6 |
| Mornington, Singles Qualifying M-ITF-AUS-04A | 2019/03/27 23:00 | Purcell, Rhett v Addison, Aaron | 6-7,1-6 |
| ITF - M15 Héraklion | 2019/05/20 11:00 | Jonas Trinker v Ratsaratany, Loic | 6-4,6-4 |
| ITF - M15 Héraklion | 2019/05/20 07:00 | Jonas Trinker v Farmer, Elliott | 6-4,6-1 |
| ITF - M15 Héraklion | 2019/05/16 09:55 | Jonas Trinker v Edan Leshem | 3-6,4-6 |
| ITF - M15 Héraklion | 2019/05/15 07:00 | Jonas Trinker v Thiem, Moritz | 6-4,6-1 |
| ITF - M15 Héraklion | 2019/05/11 07:30 | Jonas Trinker v Pervolarakis, Michail | 3-6,4-6 |
| ITF - M15 Héraklion | 2019/05/10 07:00 | Glasspool, Lloyd v Jonas Trinker | 4-6,4-6 |
| ITF - M15 Héraklion | 2019/05/09 08:50 | Luria, Emmanuel v Jonas Trinker | 1-6,4-6 |
| ITF - M15 Héraklion | 2019/05/08 07:00 | Jonas Trinker v Aidan Mchugh | 6-4,4-6,7-5 |