| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| Aug 25 | ||||||
| Tue 05 | Portland United Res | 2-1 |  | Portland United U18 | Camp & Satherley Stadium | Friendly |
| Sun 10 | Porland United U18 | 4-1 |  | Bournemouth Sports U18 | Redlands | Friendly |
| Sun 17 | Portland United U18 | 9-0 | | Weymouth FC U18 | Camp & Satherley Stadium | Friendly |
| Wed 20 | Portland United Panthers | 2-1 | | Porland United U18 | Grove Corner | Friendly |
| Thur 28 | Portland United U18 | 5-0 | | Beaminster FC | Redlands Sports Centre | Friendly |
| Sep 25 | ||||||
| Wed 03 | Portland United U18 | 3-0 | | Millbrook U18 (Hampshire) | Camp & Satherley Stadium | FA Youth Cup (PR) |
| Sun 07 | Portland United U18 | 3-3 |  | Swanage Town & Herston | Camp & Satherley Stadium | U18 Division 1 |
| Sun 14 | Portland United U18 | 3-1 | | Holt United Youth | Camp & Satherley Stadium | U18 Division 1 |
| Wed 17 | Portland United U18 | 5-3 | | Hamworthy Recreation U18 | Camp & Satherley Stadium | FA Youth Cup (1Q) |
| Sun 21 | Portland United U18 | 4-0 | | Dorchester Sports U18 | Camp & Satherley Stadium | Friendly |
| Tue 30 | Portland United U18 | 3-1 | | Yeovil Town U18 | Camp & Satherley Stadium | FA Youth Cup (2Q) |
| Oct 25 | ||||||
| Sun 05 | Portland United U18 | 2-0 | | Hamworthy Recreation U18 | Camp & Satherley Stadium | U18 Division 1 |
| Tue 14 | Portland United U18 | 0-4 |  | Oxford City U18 | Camp & Satherley Stadium | FA Youth Cup (3Q) |
| Sun 26 | Holt United U18 | 4-3 | | Portland United U18 | Gaunts Common Playing Fields | U18 Division 1 |
| Nov 25 | ||||||
| Sun 02 | Portland United U18 | 2:00pm | Lilliput Athletic U18 | Camp & Satherley Stadium | U18 Division 1 | |
| Sun 09 | Westland Sports U18 | 1:30pm | Portland United U18 | Alvington Development Centre | U18 Dorset Youth Cup |
|
| Sun 16 | Portland United U18 | 2:00pm | Blandford United Youth U18 | Camp & Satherley Stadium | U18 Division 1 | |
| Sun 23 | Swanage Town & Herston | 2:00pm | Portland United U18 | Days Park | U18 Division 1 | |
| Sun 30 | Portland United U18 | 2:00pm | Christchurch U18 | Camp & Satherley Stadium | U18 Division 1 | |
Please be reminded that the above fixtures are subject to change
