Stadium: Jack Edwards Reserve Round: 19
| Australia Victoria Premier League | 2021/03/31 09:30 | Dandenong City v Oakleigh Cannons | W | 1-2 |
| Australia Friendlies | 2021/02/10 08:30 | Oakleigh Cannons v Dandenong City | W | 4-2 |
| Australia Victoria Premier League | 2019/07/13 09:30 | Oakleigh Cannons v Dandenong City | W | 3-1 |
| Australia Victoria Premier League | 2019/04/05 09:30 | Dandenong City v Oakleigh Cannons | D | 1-1 |
| Australia Victoria Premier League | 2021/05/16 05:00 | St Albans Saints v Oakleigh Cannons | W | 0-3 |
| Australia Victoria Premier League | 2021/05/09 07:00 | Oakleigh Cannons v Dandenong Thunder | W | 3-2 |
| Australia Victoria Premier League | 2021/05/01 05:00 | Port Melbourne SC v Oakleigh Cannons | L | 3-2 |
| Australia Victoria Premier League | 2021/04/23 10:30 | Oakleigh Cannons v Eastern Lions | W | 4-1 |
| Australia Victoria Premier League | 2021/04/16 10:15 | Bentleigh Greens v Oakleigh Cannons | L | 1-0 |
| Australia Victoria Premier League | 2021/04/09 10:30 | Oakleigh Cannons v Melbourne Knights | D | 2-2 |
| Australia FFA Cup Qualifying | 2021/04/03 03:00 | Mazenod Victory v Oakleigh Cannons | W | 0-3 |
| Australia Victoria Premier League | 2021/03/31 09:30 | Dandenong City v Oakleigh Cannons | W | 1-2 |
| Australia Victoria Premier League | 2021/05/15 05:00 | Eastern Lions v Dandenong City | W | 0-1 |
| Australia Victoria Premier League | 2021/05/07 10:30 | Dandenong City v Bentleigh Greens | L | 1-2 |
| Australia Victoria Premier League | 2021/04/30 09:30 | Melbourne Knights v Dandenong City | L | 1-0 |
| Australia FFA Cup Qualifying | 2021/04/27 09:00 | Nunawading v Dandenong City | W | 2-3 |
| Australia Victoria Premier League | 2021/04/23 10:30 | Dandenong City v South Melbourne | D | 1-1 |
| Australia Victoria Premier League | 2021/04/16 10:30 | Dandenong City v Green Gully | D | 1-1 |
| Australia FFA Cup Qualifying | 2021/04/13 09:34 | Dandenong City v Richmond SC | W | 2-0 |
| Australia Victoria Premier League | 2021/04/10 08:30 | Altona Magic v Dandenong City | D | 2-2 |