| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION |
|---|---|---|---|---|---|---|
| JUL 2025 | ||||||
| Wed 02 | Blandford United | 0-7 |  | Portland United | Blandford School 3G | Pre season Friendly |
| Sat 05 | Portland United | 2-4 |  | Weymouth FC | Camp & Satheley Stadium | Pre season Friendly |
| Sat 12 | Portland United | 3-1 | | Bridport FC | Camp & Satheley Stadium | Pre season Friendly |
| Sat 19 | Street FC | 1-5 | | Portland United | Tannery ground | Pre season Friendly |
| Tue 22 | Portland United | 7-0 | | Sturminster Newton | Camp & Satheley Stadium | Pre season Friendly |
| AUG 2025 | ||||||
| Sat 02 | Hythe & Dibden | 3-1 | | Portland United | Hythe Garage Stadium | FA Cup (EPR) |
| Tue 05 | Wincanton Town | 1-4 | | Portland United | Wincanton Sports Ground | VWLP |
| Sat 09 | Portland United | 0-2 | | Hamble Club | Camp & Satheley Stadium | VWLP |
| Tue 12 | Portland United | 2-0 | | Sherborne Town | Camp & Satheley Stadium | VWLP |
| Sat 16 | Portland United | 6-1 | | Bemerton Heath Harlequins | Camp & Satheley Stadium | VWLP |
| Tue 19 | Hamworthy Recreation | 2-1 | | Portland United | BJM Stadium | VWLP |
| Sat 23 | AFC Stoneham | 4-1 | | Portland United | Stoneham Lane | VWLP |
| Tue 26 | Portland United | 3-0 | | Downton | Camp & Satheley Stadium | VWL CUP |
| SEP 2025 | ||||||
| Sat 06 | Portland United | 2-0 | | Brockenhurst | Camp & Satheley Stadium | VWLP |
| Sat 13 | Hythe & Dibden | 4-1 | | Portland United | Hythe Garage Stadium | VWLP |
| Sat 20 | Fawley AFC | 1-6 | | Portland United | Brickability Group Stadium | Isuzu FA Vase |
| Thur 25 | Colden Common | 2-1 | | Portland United | Charters Community Stadium | VWL CUP |
| Sat 27 | Petersfield Town | 1-0 | | Portland United | South Downs Builders Stadium | VWLP |
| OCT 2025 | ||||||
| Sat 04 | Portland United | 3-0 | | Bournemouth | Camp & Satheley Stadium | VWLP |
| Sat 18 | Malmesbury Victoria | 1-2 | | Portland United | Flying Monk Ground | Isuzu FA Vase (R1) |
| Tue 21 | Portland United | 3-2 | | Laverstock & Ford | Camp & Satheley Stadium | VWLP |
| Sat 25 | Downton | 1-3 | | Portland United | Brian Whitehead Sports & Social Club | VWLP |
| NOV 2025 | ||||||
| Sat 01 | Portland United | 4-0 | | New Milton Town | Camp & Satheley Stadium | VWLP |
| Sat 08 | Portland United | 0-0 (1-3 Pens) | | Sturminster Newton United | Camp & Satheley Stadium | Isuzu FA Vase (2nd Round) |
| Tue 11 | Poole Town | 0-2 | | Portland United | Blackgold Stadium | Dorset Senior Cup |
| Sat 22 | Portland United | 3-3 |  | Milbrook | Camp & Satheley Stadium | VWLP |
| Sat 29 | Bournemouth | 0-3 | | Portland United | Victoria Park | VWLP |
| DEC 2025 | ||||||
| Tue 09 | Shaftesbury | 3-4 | | Portland United | Cockrams | Dorset Senior Cup |
| Sat 13 | Cowes Sports | 2-1 | | Portland United | The Ziltch Waste Stadium | VWLP |
| Tue 16 | Portland United | 3-0 | | Hamworthy Recreation | Camp & Satheley Stadium | VWLP |
| Sat 20 | Sherborne Town | 0-0 | | Portland United | The GMS Windows Arena | VWLP |
| Sat 27 | Portland United | 2-1 | | Christchurch | Camp & Satheley Stadium | VWLP |
| JAN 2026 | ||||||
| Sat 03 | Laverstock & Ford | 2-1 | | Portland United | The Dell | VWLP |
| Sat 10 | Portland United | 2-1 | | Baffins Milton Rovers | Camp & Satheley Stadium | VWLP |
| Sat 17 | Portland United | 4-0 | | Petersfield Town | Camp & Satheley Stadium | VWLP |
| Tue 27 | Dorchester Town | 1-1 (5-4 Pens) | | Portland United | Avenue Stadium | Dorset Senior Cup (SF) |
| FEB 2026 | ||||||
| Sat 07 | Portland United | 6-1 | | Cowes Sports | Camp & Satheley Stadium | VWLP |
| Sat 14 | Portland United | 2-0 | | Andover New Street | Camp & Satheley Stadium | VWLP |
| Sat 21 | East Cowes Victoria | 0-1 | | Portland United | Beatrice Avenue | VWLP |
| Sat 28 | Millbrook | 1-2 | | Portland United | Test Park Sports Ground | VWLP |
| MAR 2026 | ||||||
| Tue 03 | Bemerton Heath Harlequins | 0-2 | | Portland United | The A-Class Arena | VWLP |
| Sat 07 | Portland United | 4-1 | | Hythe & Dibden | Camp & Satheley Stadium | VWLP |
| Tue 10 | Portland United | 3-3 | | Downton | Camp & Satheley Stadium | VWLP |
| Sat 14 | Baffins Milton Rovers | 1-0 | | Portland United | PMC Stadium | VWLP |
| Tue 17 | Hamble Club | 7:45pm | Portland United | Hamble Community Facility | VWLP | |
| Sat 21 | Portland United | 3:00pm | East Cowes Victoria | Camp & Satheley Stadium | VWLP | |
| Sat 28 | Andover New Street | 3:00pm | Portland United | DH Property Services Stadium | VWLP | |
| Tue 31 | Brockenhurst | 7:45pm | Portland United | Meadens Skoda Arena | VWLP | |
| APR 2026 | ||||||
| Sat 04 | Portland United | 3:00pm | Wincanton Town | Camp & Satheley Stadium | VWLP | |
| Tue 07 | Christchurch | 7:45pm | Portland United | Hurn Bridge | VWLP | |
| Sat 11 | Portland United | 3:00pm | AFC Stoneham | Camp & Satheley Stadium | VWLP | |
| Sat 18 | New Milton Town | 3:00pm | Portland United | MA Hart Stadium | VWLP | |
Please be reminded that the above fixtures are subject to change
