| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| JUL 25 | ||||||
| Tue 08 | Hamworthy United | 3-1 |  | Portland United Res | The County Ground | Pre-Season Friendly |
| Sat 12 | Portland Panthers | 1-2 |  | Portland United Res | Grove Corner | Pre-Season Friendly |
| Tue 19 | Westland Sports | 1-3 | | Portland United Res | Alvington Playing Fields | Pre-Season Friendly |
| Sat 19 | Portland United Res | 1-1 |  | Puddletown FC | Camp & Satherley Stadium | Pre-Season Friendly |
| Tue 29 | Portland United Res | 12-0 | | Chickerell United | Camp & Satherley Stadium | Pre-Season Friendly |
| AUG 25 | ||||||
| Tue 05 | Portland United Res | 2-1 | | Portland United U18 | Camp & Satherley Stadium | Pre-Season Friendly |
| Sat 09 | Poole Borough | 0-0 | | Portland United Res | Turlin Moor | DPL |
| Tue 12 | Swanage Town & Herston | 6-1 | | Portland United Res | Days Park | DPL |
| Sat 16 | Holt United | 5-1 | | Portland United Res | Petersham Lane | DPL |
| Sat 23 | Portland United Res | 1-4 | | Cobham Sports | Camp & Satherley Stadium | DPL |
| Sat 30 | Portland United Res | 1-3 | | Blandford United | Camp & Satherley Stadium | DPL |
| SEP 25 | ||||||
| Sat 06 | Sherborne Town Res | 3:00pm | Portland United Res | Raleigh Grove | DPL | |
| Sat 13 | Portland United Res | 3:00pm | Hamworthy United Res | Camp & Satherley Stadium | DPL | |
| Sat 20 | Holt United | 3:00pm | Portland United Res | Petersham Lane | DPL Cup | |
| Sat 27 | Westland Sports | 3:00pm | Portland United Res | Yeovil Town Sports Ground | DPL | |
Please be reminded that the above fixtures are subject to change
