| DATE | HOME | RESULT | W/L/D | AWAY | COMPETITION |
|---|---|---|---|---|---|
| JUL 25 | |||||
| Tue 08 | Hamworthy United | 3-1 |  | Portland United Res | Pre-Season Friendly |
| Sat 12 | Portland Panthers | 1-2 |  | Portland United Res | Pre-Season Friendly |
| Tue 19 | Westland Sports | 1-3 | | Portland United Res | Pre-Season Friendly |
| Sat 19 | Portland United Res | 1-1 |  | Puddletown FC | Pre-Season Friendly |
| Tue 29 | Portland United Res | 12-0 | | Chickerell United | Pre-Season Friendly |
| Aug-25 | |||||
| Tue 05 | Portland United Res | 2-1 | | Portland United U18 | Pre-Season Friendly |
| Sat 09 | Poole Borough | 0-0 | | Portland United Res | DPL |
| Tue 12 | Swanage Town & Herston | 6-1 | | Portland United Res | DPL |
| Sat 16 | Holt United | 5-1 | | Portland United Res | DPL |
| Sat 23 | Portland United Res | 1-4 | | Cobham Sports | DPL |
| Sat 30 | Portland United Res | 1-2 | | Blandford United | DPL |
| Sep-25 | |||||
| Sat 06 | Sherborne Town Res | 1-3 | | Portland United Res | DPL |
| Sat 13 | Portland United Res | 2-1 | | Hamworthy United Res | DPL |
| Sat 20 | Holt United | 3-1 | | Portland United Res | DPL Cup |
| Wed 24 | Portland United Res | 5-4 | | Portesham | Friendly |
| Sat 27 | Westland Sports | 3-0 | | Portland United Res | DPL |
| Oct-25 | |||||
| Sat 04 | Hamworthy Rec Res | 3-1 | | Portland United Res | DPL |
| Sat 11 | Portland United Res | 0-0 | | Verwood Town | DPL |
| Sat 18 | Wimborne Town Res | 2-0 | | Portland United Res | DPL |
| Sat 25 | Portland United Res | 0-1 | | Dorchester Sports | DPL |
| Nov-25 | |||||
| Sat 01 | Blandford United | 5-0 | | Portland United Res | DPL |
| Tue 04 | Bridport Reserves | 0-5 | | Portland United Res | DPL |
| Sat 15 | Portland United Res | 3-2 | | Balti Sports | Senior Trophy |
| Sat 22 | Balti Sports | 7-1 | | Portland United Res | DPL |
| Sat 29 | Portland United Res | 2-2 | | Wimborne Town Res | DPL |
| Dec-25 | |||||
| Sat 06 | Blandford United | 5-0 | | Portland United Res | Senior Trophy |
| Sat 13 | Portland United Res | 1-3 | | Bournemouth Electric | DPL |
| Sat 27 | Gillingham Town | 2-2 | | Portland United Res | DPL |
| Jan-26 | |||||
| Wed 07 | Portland United Res | 1-3 | | Westland Sports | DPL |
| Sat 10 | Bournemouth Electric | 2-1 | | Portland United Res | DPL |
| Sat 17 | Dorchester Sports | 2-1 | | Portland United Res | DPL |
| Sat 31 | Portland United Res | 1-3 | | Hamworthy Rec Reserves | DPL |
| Feb-26 | |||||
| Sat 07 | Bournemouth Sports | 1-0 | | Portland United Res | DPL |
| Sat 14 | Hamworthy United Res | 2-0 | | Portland United Res | DPL |
| Sat 21 | Portland United Res | 2-2 | | Poole Borough | DPL |
| Wed 25 | Portland United Res | 2-0 | | Balti Sports | DPL |
| Sat 28 | Cobham Sports | 5-0 | | Portland United Res | DPL |
| Mar-26 | |||||
| Sat 07 | Verwood Town | 1-2 | | Portland United Res | DPL |
| Wed 18 | Portland United Res | 0-0 | | Holt United | DPL |
| Sat 28 | Portland United Res | 2-2 | | Bridport Res | DPL |
| Apr-26 | |||||
| Wed 15 | Portland United Res | 2-0 | | Gillingham Town | DPL |
| Sat 18 | Portland United Res | 2-1 | | Sherborne Town Res | DPL |
| Wed 29 | Portland United Res | 0-1 | | Swanage Town & Herston | DPL |
| May-26 | |||||
| Sat 02 | Portland United Res | 3-2 | | Bournemouth Sports | DPL |
