| Australia Victoria U20 League | 2018/06/24 04:00 | Heidelberg Utd U20 v Oakleigh Cannons U20 | L | 4-0 |
| Australia Victoria U20 League | 2018/03/16 07:15 | Oakleigh Cannons U20 v Heidelberg Utd U20 | W | 3-1 |
| Australia Victoria U20 League | 2017/08/04 08:15 | Oakleigh Cannons U20 v Heidelberg Utd U20 | L | 2-5 |
| Australia Victoria U20 League | 2017/06/18 03:00 | Heidelberg Utd U20 v Oakleigh Cannons U20 | L | 2-0 |
| Australia Friendlies | 2017/01/25 07:08 | Oakleigh Cannons U20 v Heidelberg Utd U20 | W | 2-0 |
| Australia Victoria U20 League | 2019/03/16 05:05 | Altona Magic U20 v Oakleigh Cannons U20 | D | 1-1 |
| Australia Victoria U20 League | 2019/03/11 07:15 | Kingston City U20 v Oakleigh Cannons U20 | L | 3-0 |
| Australia Victoria U20 League | 2019/03/01 07:15 | Oakleigh Cannons U20 v Dandenong Thunder U20 | L | 0-2 |
| Australia Victoria U20 League | 2019/02/24 04:04 | Hume City U20 v Oakleigh Cannons U20 | D | 3-3 |
| Australia Victoria U20 League | 2019/02/15 07:21 | Oakleigh Cannons U20 v Melbourne Knights U20 | W | 2-1 |
| Australia Victoria U20 League | 2018/09/02 03:03 | Northcote City U20 v Oakleigh Cannons U20 | W | 1-4 |
| Australia Victoria U20 League | 2018/08/24 08:15 | Oakleigh Cannons U20 v Pascoe Vale U20 | L | 2-5 |
| Australia Victoria U20 League | 2018/08/18 05:00 | South Melbourne U20 v Oakleigh Cannons U20 | D | 0-0 |
| Australia Victoria U20 League | 2019/03/16 05:05 | Heidelberg Utd U20 v Dandenong Thunder U20 | W | 3-1 |
| Australia Victoria U20 League | 2019/03/09 06:17 | Hume City U20 v Heidelberg Utd U20 | W | 0-1 |
| Australia Victoria U20 League | 2019/03/02 05:57 | Heidelberg Utd U20 v Melbourne Knights U20 | D | 0-0 |
| Australia Victoria U20 League | 2019/02/23 02:02 | Green Gully U20 v Heidelberg Utd U20 | L | 3-0 |
| Australia Victoria U20 League | 2019/02/15 08:08 | Heidelberg Utd U20 v Pascoe Vale U20 | L | 0-2 |
| Australia Victoria U20 League | 2018/09/02 03:03 | Heidelberg Utd U20 v Avondale U20 | L | 1-3 |
| Australia Victoria U20 League | 2018/08/24 08:30 | Kingston City U20 v Heidelberg Utd U20 | L | 1-0 |
| Australia Victoria U20 League | 2018/08/15 08:30 | Green Gully U20 v Heidelberg Utd U20 | W | 0-3 |