| DATE | HOME | RESULT | W/L/D | AWAY | COMPETITION |
|---|---|---|---|---|---|
| JUL 2025 | |||||
| Wed 02 | Blandford United | 0-7 |  | Portland United | Pre season Friendly |
| Sat 05 | Portland United | 2-4 |  | Weymouth FC | Pre season Friendly |
| Sat 12 | Portland United | 3-1 | | Bridport FC | Pre season Friendly |
| Sat 19 | Street FC | 1-5 | | Portland United | Pre season Friendly |
| Tue 22 | Portland United | 7-0 | | Sturminster Newton | Pre season Friendly |
| AUG 2025 | |||||
| Sat 02 | Hythe & Dibden | 3-1 | | Portland United | FA Cup (EPR) |
| Tue 05 | Wincanton Town | 1-4 | | Portland United | VWLP |
| Sat 09 | Portland United | 0-2 | | Hamble Club | VWLP |
| Tue 12 | Portland United | 2-0 | | Sherborne Town | VWLP |
| Sat 16 | Portland United | 6-1 | | Bemerton Heath Harlequins | VWLP |
| Tue 19 | Hamworthy Recreation | 2-1 | | Portland United | VWLP |
| Sat 23 | AFC Stoneham | 4-1 | | Portland United | VWLP |
| Tue 26 | Portland United | 3-0 | | Downton | VWL CUP |
| SEP 2025 | |||||
| Sat 06 | Portland United | 2-0 | | Brockenhurst | VWLP |
| Sat 13 | Hythe & Dibden | 4-1 | | Portland United | VWLP |
| Sat 20 | Fawley AFC | 1-1 | | Portland United | Isuzu FA Vase |
| Thur 25 | Colden Common | 2-1 | | Portland United | VWL CUP |
| Sat 27 | Petersfield Town | 1-0 | | Portland United | VWLP |
| OCT 2025 | |||||
| Sat 04 | Portland United | 3-0 | | Bournemouth | VWLP |
| Sat 18 | Malmesbury Victoria | 1-2 | | Portland United | Isuzu FA Vase (R1) |
| Tue 21 | Portland United | 3-2 | | Laverstock & Ford | VWLP |
| Sat 25 | Downton | 1-3 | | Portland United | VWLP |
| NOV 2025 | |||||
| Sat 01 | Portland United | 4-0 | | New Milton Town | VWLP |
| Sat 08 | Portland United | 0-0 (1-3 Pens) | | Sturminster Newton United | Isuzu FA Vase (2nd Round) |
| Tue 11 | Poole Town | 0-2 | | Portland United | Dorset Senior Cup |
| Sat 22 | Portland United | 3-3 |  | Milbrook | VWLP |
| Sat 29 | Bournemouth | 0-3 | | Portland United | VWLP |
| DEC 2025 | |||||
| Tue 09 | Shaftesbury | 3-4 | | Portland United | Dorset Senior Cup |
| Sat 13 | Cowes Sports | 2-1 | | Portland United | VWLP |
| Tue 16 | Portland United | 3-0 | | Hamworthy Recreation | VWLP |
| Sat 20 | Sherborne Town | 0-0 | | Portland United | VWLP |
| Sat 27 | Portland United | 2-1 | | Christchurch | VWLP |
| JAN 2026 | |||||
| Sat 03 | Laverstock & Ford | 2-1 | | Portland United | VWLP |
| Sat 10 | Portland United | 2-1 | | Baffins Milton Rovers | VWLP |
| Sat 17 | Portland United | 4-0 | | Petersfield Town | VWLP |
| Tue 27 | Dorchester Town | 1-1 (5-4 Pens) | | Portland United | Dorset Senior Cup (SF) |
| FEB 2026 | |||||
| Sat 07 | Portland United | 6-1 | | Cowes Sports | VWLP |
| Sat 14 | Portland United | 2-0 | | Andover New Street | VWLP |
| Sat 21 | East Cowes Victoria | 0-1 | | Portland United | VWLP |
| Sat 28 | Millbrook | 1-2 | | Portland United | VWLP |
| MAR 2026 | |||||
| Tue 03 | Bemerton Heath Harlequins | 0-2 | | Portland United | VWLP |
| Sat 07 | Portland United | 4-1 | | Hythe & Dibden | VWLP |
| Tue 10 | Portland United | 3-3 | | Downton | VWLP |
| Sat 14 | Baffins Milton Rovers | 1-0 | | Portland United | VWLP |
| Tue 17 | Hamble Club | 3-2 | | Portland United | VWLP |
| Sat 21 | Portland United | 3-0 | | East Cowes Victoria | VWLP |
| Sat 28 | Andover New Street | 2-1 | | Portland United | VWLP |
| Tue 31 | Brockenhurst | 0-2 | | Portland United | VWLP |
| APR 2026 | |||||
| Sat 04 | Portland United | 2-1 | | Wincanton Town | VWLP |
| Tue 07 | Christchurch | 0-6 | | Portland United | VWLP |
| Sat 11 | Portland United | 2-1 | | AFC Stoneham | VWLP |
| Sat 18 | New Milton Town | 0-3 | | Portland United | VWLP |
| Wed 22 | Portland United | 2-0 | | Andover New Street | VWLP Play-Off Semi-Final |
| Sat 25 | Portland United | 0-0 (5-3 Pens) | | Laverstock & Ford | VWLP Play-Off Final |
