| 19/06/2026 |   Whittlesea United vs Bayside Argonauts | 3 - 4 | Victoria Premier League 2
Phase : J18 | 2026 | - |
| 12/06/2026 |  Whittlesea United vs Werribee City | 4 - 0 | Victoria Premier League 2
Phase : J17 | 2026 | - |
| 05/06/2026 |  Whittlesea United vs Malvern | 1 - 0 | Victoria Premier League 2
Phase : J16 | 2026 | - |
| 30/05/2026 |  Whittlesea United vs Springvale | 2 - 0 | Victoria Premier League 2
Phase : J15 | 2026 | - |
| 23/05/2026 |  Whittlesea United vs Goulburn Valley Suns | 0 - 0 | Victoria Premier League 2
Phase : J14 | 2026 | - |
| 15/05/2026 |  Nunawading vs Whittlesea United | 0 - 2 | Victoria Premier League 2
Phase : J13 | 2026 | - |
| 09/05/2026 |  Moreland City vs Whittlesea United | 1 - 1 | Victoria Premier League 2
Phase : J12 | 2026 | - |
| 01/05/2026 |  Whittlesea United vs Keilor Park | 4 - 0 | Victoria Premier League 2
Phase : J11 | 2026 | - |
| 24/04/2026 |  Eastern Lions vs Whittlesea United | 1 - 1 | Victoria Premier League 2
Phase : J10 | 2026 | - |
| 17/04/2026 |  Whittlesea United vs Altona City | 2 - 2 | Victoria Premier League 2
Phase : J9 | 2026 | - |
| 10/04/2026 |  Essendon Royals SC vs Whittlesea United | 4 - 3 | Victoria Premier League 2
Phase : J8 | 2026 | - |
| 27/03/2026 |  Kingston City vs Whittlesea United | 2 - 0 | Victoria Premier League 2
Phase : J7 | 2026 | - |
| 21/03/2026 |  Whittlesea United vs Box Hill | 0 - 0 | Victoria Premier League 2
Phase : J6 | 2026 | - |
| 14/03/2026 | Bayside Argonauts vs Whittlesea United | 2 - 1 | Victoria Premier League 2
Phase : J5 | 2026 | - |
| 07/03/2026 | Werribee City vs Whittlesea United | 1 - 0 | Victoria Premier League 2
Phase : J4 | 2026 | - |
| 28/02/2026 | Malvern vs Whittlesea United | 2 - 1 | Victoria Premier League 2
Phase : J3 | 2026 | - |
| 20/02/2026 | Springvale vs Whittlesea United | 0 - 0 | Victoria Premier League 2
Phase : J2 | 2026 | - |
| 14/02/2026 | Goulburn Valley Suns vs Whittlesea United | 1 - 2 | Victoria Premier League 2
Phase : J1 | 2026 | John McEwen Reserve |
