| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| Jul 26 | ||||||
| Sat 11 | Saltash United Res | 1-2 |  | Portland United Res | Waterways Stadium | Pre-Season Friendly |
| Sat 18 | Portland United Res | 6-2 | | Portesham | 1610 Dorchester | Pre-Season Friendly |
| Tue 28 | Portland United Res | 4-2 | | AFC Totton U23 | Camp & Satherley Stadium | Pre-Season Friendly |
| Fri 31 | Maiden Newton & Cattistock | 2-4 | | Portland United Res | Kennel Lane | Pre-Season Friendly |
| Aug 26 | ||||||
| Wed 05 | Portland United Res | 8-2 | | Poundbury | Redlands | Pre-Season Friendly |
| Sat 08 | Wareham Rangers | 3-0 |  | Portland United Res | Purbeck Sports Centre | DPL |
| Sat 15 | Portland United Res | 0-2 | | Verwood Town | Camp & Satherley Stadium | DPL |
| Wed 19 | Portland United Res | 3-3 |  | Dorchester Sports | Camp & Satherley Stadium | DPL |
| Sat 22 | Portland United Res | 5-0 | | Hamworthy United Res | Camp & Satherley Stadium | DPL |
| Sat 29 | Cobham Sports | 5-1 | | Portland United Res | Cobham Sports & Social Club | DPL |
| Sep 26 | ||||||
| Sat 05 | Portland United Res | 2-3 | | Balti Sports | Camp & Satherley Stadium | DPL |
| Sat 12 | Holt United | 4-0 | | Portland United Res | Petersham Lane | DPL |
| Sat 19 | Gillingham Town | 3:00pm | Portland United Res | Woodwater Lane | DPL | |
| Sat 26 | Bournemouth Electric | 3:00pm | Portland United Res | Bournemouth Electric Club | DPL | |
| Tue 29 | Dorchester Sports | 7:45pm | Portland United Res | Avenue Stadium | DPL Cup | |
| Oct 26 | ||||||
| Sat 03 | Portland United Res | 3:00pm | Wareham Rangers | Camp & Satherley Stadium | DPL | |
| Sat 10 | Hamworthy Recreation Res | 3:00pm | Portland United Res | Meyson Properties Stadium | DPL | |
| Sat 17 | Portland United Res | 3:00pm | Swanage Town & Herston | Camp & Satherley Stadium | DPL | |
| Sat 24 | Bournemouth Sports | 3:00pm | Portland United Res | Chapel Gate | DPL | |
Please be reminded that the above fixtures are subject to change
