| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| JUL 24 | ||||||
| Sat 06 | Allendale | 6-2 |  | Portland United Res | Blandford 3G | Pre-Season Friendly |
| Tue 09 | Gillingham Town | 1-1 |  | Portland United Res | Rocky's Bar Stadium | Pre-Season Friendly |
| Tue 16 | Maiden Newton & Cattistock | 1-6 |  | Portland United Res | Kennel Lane | Pre-Season Friendly |
| Sat 20 | Cobham Sports Res | 2-6 | | Portland United Res | CS Social Club | Pre-Season Friendly |
| Wed 24 | Axminster Town AFC | 1-3 | | Portland United Res | Tiger Way | Pre-Season Friendly |
| Wed 31 | Portland Panthers | A-A |  | Portland United Res | The Grove | Pre-Season Friendly |
| Aug 24 | ||||||
| Sat 10 | Cobham Sports | 1-1 |  | Portland United Res | Cobham Social Club | DPL |
| Wed 14 | Portland United Res | 4-1 | | Bridport Res | Camp & Satherley Stadium | DPL |
| Sat 17 | Wimborne Town Res | 0-4 | | Portland United Res | New Cuthbury | DPL |
| Wed 21 | Portland United Res | 1-4 | | Dorchester Sports | Camp & Satherley Stadium | DPL |
| Sat 31 | Poole Borough | 1-0 | | Portland United Res | Turlin Moor | DPL |
| Sep 24 | ||||||
| Sat 07 | Portland United Res | 3-2 | | Sherborne Town Res | Camp & Satherley Stadium | DPL |
| Sat 14 | Portland United Res | 5-4 PENS | | Bournemouth Sports | Camp & Satherley Stadium | DPL League Cup |
| Sat 21 | Holt United | 2-3 | | Portland United Res | Petersham Lane | DPL |
| Sat 28 | Hamworthy Rec Res | 6-2 | | Portland United Res | The BJM Stadium | DPL |
| Oct 24 | ||||||
| Sat 05 | Bournemouth Sports | 2-0 | | Portland United Res | Chapel Gate | DPL |
| Sat 12 | Balti Sports | 3-6 | | Portland United Res | Weymouth College | DPL |
| Sat 19 | Portland United Res | 3-1 | | Bournemouth Sports Res | Camp & Satherley Stadium | Senior Trophy |
| Wed 23 | Portland United Res | 5-0 | | Westland Sports | Camp & Satherley Stadium | DPL |
| Sat 26 | Portland United Res | 3-5 | | Swanage Town & Herston | Camp & Satherley Stadium | DPL |
| Nov 24 | ||||||
| Wed 06 | Portland United Res | 2-0 | | Blandford United | Camp & Satherley Stadium | DPL Cup |
| Sat 09 | Portland United Res | 1-7 | | Blandford United | Camp & Satherley Stadium | Senior Trophy |
| Sat 16 | Blandford United | 2-1 | | Portland United Res | Park Road | DPL |
| Wed 27 | Portland United Res | 3-1 | | Poole Borough | Camp & Satherley Stadium | DPL |
| Sat 30 | Portland United Res | 2-4 | | Bournemouth Sports | Camp & Satherley Stadium | DPL |
| Dec 24 | ||||||
| Wed 11 | Dorchester Sports | 1-1 | | Portland United Res | Avenue Stadium | DPL |
| Sat 14 | Portland United Res | 4-4 | | Balti Sports | Camp & Satherley Stadium | DPL |
| Sat 21 | Portland United Res | 0-0 | | Hamworthy Rec Res | Camp & Satherley Stadium | DPL |
| Sat 28 | Swanage Town & Herston | 2-1 | | Portland United Res | Days Park | DPL |
| Jan 25 | ||||||
| Sat 04 | Bridport Res | 5-5 | | Portland United Res | St Marys Field | DPL |
| Sat 11 | Westland Sports | 2-1 | | Portland United Res | Alvington Playing Fields | DPL |
| Sat 18 | Portland United Res | 2-1 | | Bournemouth Electric | Camp & Satherley Stadium | DPL |
| Feb 25 | ||||||
| Sat 01 | Hamworthy United Res | 0-2 | | Portland United Res | County Ground | DPL |
| Sat 08 | Portland United Res | 1-5 | | Holt United | Camp & Satherley Stadium | DPL |
| Sat 15 | Bournemouth Electric | 2-2 | | Portland United Res | BE Sports & Social Club | DPL |
| Sat 22 | Portland United Res | 1-7 | | Cobham Sports | Camp & Satherley Stadium | DPL |
| Mar 25 | ||||||
| Sat 15 | Hamworthy Rec Res | 3-0 | | Portland United Res | Magna Road | DPL Cup |
| Wed 19 | Portland United Res | 1-2 | | Hamworthy United Res | Camp & Satherley Stadium | DPL |
| Sat 29 | Sherborne Town Res | 2-0 | | Portland United Res | Raleigh Grove | DPL |
| Apr 25 | ||||||
| Wed 02 | Sherborne Town Res | 7:45pm | Portland United Res | Raleigh Grove | Sup Cup | |
| Wed 09 | Portland United Res | 7:45pm | Blandford United | Camp & Satherley Stadium | DPL | |
| Sat 12 | Portland United Res | 3:00pm | Wimborne Town Res | Camp & Satherley Stadium | DPL | |
| Wed 16 | Portland United Res | 7:45pm | Cobham Sports | Camp & Satherley Stadium | Sup Cup | |
| Sat 19 | Portland United Res | 3:00pm | Balti Sports | Weymouth College | Sup Cup | |
Please be reminded that the above fixtures are subject to change