| 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 | 3:00pm | Portland United Res | Chapel Gate | DPL | |
| Sat 12 | Balti Sports | 3:00pm | Portland United Res | Weymouth College | DPL | |
| Sat 19 | Portland United Res | 2:30pm | Bournemouth Sports Res | Camp & Satherley Stadium | Senior Trophy | |
| Wed 23 | Portland United Res | 7:45pm | Westland Sports | Camp & Satherley Stadium | DPL | |
| Sat 26 | Portland United Res | 3:00pm | Swanage Town & Herston | Camp & Satherley Stadium | DPL | |
Please be reminded that the above fixtures are subject to change