| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| Jul 23 | ||||||
| Sat 01 | Sturminster Marshall | 1-6 |  | Portland United Res | Churchill Close | Pre-Season |
| Tue 18 | Portland Panthers | 2-3 | | Portland United Res | Grove Corner Portland | Pre-Season |
| Sat 22 | Bournemouth Manor | 1-3 | | Portland United Res | Victoria Park | Pre-Season |
| Wed 26 | Portland United Res | 0-1 |  | Merley Cobham Res | Camp & Satherley Stadium | Pre-Season |
| Sat 29 | Ridgeway | 0-3 | | Portland United Res | Redlands Sports Hub | Pre-Season |
| Aug 23 | ||||||
| Sat 12 | Swanage Town & Herston | 3-0 | | Portland United Res | Days Park | DPL |
| Wed 16 | Portland United Res | 1-0 | | Dorchester Sports | Camp & Satherley Stadium | DPL |
| Sat 19 | Bournemouth Sports | 1-1 |  | Portland United Res | Chapel Gate | DPL |
| Tue 22 | Balti Sports | 2-2 | | Portland United Res | Weymouth College | DPL |
| Sat 26 | Sturminster Marshall | 0-4 | | Portland United Res | Churchill Close | DPL |
| Sep 23 | ||||||
| Sat 02 | Holt United | 4-1 | | Portland United Res | Petersham Lane | DPL |
| Sat 09 | Portland United Res | 4-2 | | Westland Sports | Camp & Satherley Stadium | DPL |
| Wed 13 | Portland United Res | 2-1 | | Poole Borough | Camp & Satherley Stadium | DPL |
| Sat 16 | Merley Cobham Sports | 2-2 | | Portland United Res | Cobham Sports & Social Club | DPL |
| Sat 23 | Portland United Res | 7-1 | | Hamworthy United | Camp & Satherley Stadium | DPL |
| Wed 27 | Sherborne Town Res | 0-5 | | Portland United Res | Raleigh Grove | DPL Cup |
| Sat 30 | Wimborne Town Res | 3-0 | | Portland United Res | New Cuthbury | DPL |
| Oct 23 | ||||||
| Sat 07 | Blandford United | 4-1 | | Portland United Res | Park Rd, Recreational Ground | DPL |
| Sat 14 | Shaftesbury Town Res | 0-5 | | Portland United Res | Cockrams | Expunged |
| Tue 17 | Bridport Res | 0-1 | | Portland United Res | St Marys Field | DPL |
| Sat 21 | Portland United Res | 2-2 | | Sherborne Town Res | Camp & Satherley Stadium | DPL |
| Sat 28 | Sturminster Newton | 3-2 | | Portland United Res | Barnets Field | DPL |
| Nov 23 | ||||||
| Sat 04 | Portland United Res | 1-2 | | Wimborne Town Res | Camp & Satherley Stadium | Senior Trophy |
| Sat 11 | Portland United Res | 1-0 | | Swanage Town & Herston | Camp & Satherley Stadium | DPL |
| Sat 18 | Hamworthy United | 0-3 | | Portland United Res | County Ground | DPL |
| Sat 25 | Dorchester Sports | 2-2 | | Portland United Res | Avenue Stadium | DPL |
| Dec 23 | ||||||
| Sat 09 | Westland Sports | 5-3 | | Portland United Res | Alvington Playing Fields | DPL |
| Sat 16 | Portland United Res | 0-2 | | Holt United | Camp & Satherley Stadium | DPL Cup |
| Sat 23 | Poole Borough | 0-3 | | Portland United Res | Turlin Moor | DPL |
| Jan 24 | ||||||
| Sat 06 | Sherborne Town Res | 1-4 | | Portland United Res | Raleigh Grove | DPL |
| Sat 13 | Portland United Res | 19-0 | | Sturminster Marshall | Camp & Satherley Stadium | DPL |
| Wed 17 | Portland United Res | 5-1 | | Balti Sports | Camp & Satherley Stadium | DPL |
| Wed 24 | Portland United Res | 3-1 | | Bridport Res | Camp & Satherley Stadium | DPL |
| Feb 24 | ||||||
| Sat 03 | Portland United Res | 4-4 | | Bournemouth Sports | Camp & Satherley Stadium | DPL |
| Sat 10 | Portland United Res | 1-1 | | Holt United | Camp & Satherley Stadium | DPL |
| Mar 24 | ||||||
| Wed 20 | Portland United Res | 1-6 | | Sturminster Newton | Camp & Satherley Stadium | DPL |
| Sat 23 | Portland United Res | 1-3 | | Blandford United | Camp & Satherley Stadium | DPL |
| Apr 24 | ||||||
| Sat 06 | Portland United Res | 0-4 | | Wimborne Town Res | Camp & Satherley Stadium | DPL |
| Sat 27 | Portland United Res | 0-0 | | Merley Cobham Sports | Camp & Satherley Stadium | DPL |
Please be reminded that the above fixtures are subject to change