| DATE | HOME | RESULT/KO | W/L/D | AWAY | VENUE | COMPETITION | Tickets |
|---|---|---|---|---|---|---|---|
| JUL 24 | |||||||
| Wed 03 | Sturminster Newton | 1-5 |  | Portland United | Shaftesbury FC 3G | Pre-Season Friendly | |
| Sat 06 | Bridport | 0-2 | | Portland United | ST Marys Field | Pre-Season Friendly | |
| Thu 11 | Blandford United | 2-5 | | Portland United | Blandford School 3G | Pre-Season Friendly | |
| Tue 16 | Portland United | 3-4 |  | Poole Town | Shaftesbury 3G | Pre-Season Friendly | |
| Sat 27 | Holt United | 1-1 |  | Portland United | Petersham Lane. | Pre-Season Friendly | |
| Aug 24 | |||||||
| Sat 03 | Portland United | 0-2 | | Hamworthy Rec | Camp & Satherley Stadium | FA Cup (EPR) |  |
| Sat 10 | Portland United | 2-2 | | Blackfield & Langley | Camp & Satherley Stadium | VWPL | |
| Tue 13 | Portland United | 2-2 | | Sherborne Town | Camp & Satherley Stadium | VWPL | |
| Sat 17 | Fareham Town | 0-1 | | Portland United | Cams Alders Stadium | VWPL | |
| Sat 24 | Whitchurch United | 1-0 | | Portland United | Long Meadow | FA Vase (1RQ) | |
| Tue 27 | Portland United | 3-4 | | Hamworthy Rec | Camp & Satherley Stadium | VWPL | |
| Sat 31 | Portland United | 0-3 | | AFC Portchester | Camp & Satherley Stadium | VWPL | |
| Sep 24 | |||||||
| Sat 07 | US Portsmouth | 1-2 | | Portland United | Victory Stadium | VWPL | |
| Tue 10 | Portland United | 0-0 | | Christchurch | Camp & Satherley Stadium | VWPL | |
| Sat 14 | Laverstock & Ford | 2-3 | | Portland United | The Dell | VWPL | |
| Sat 21 | Portland United | 3-1 | | Downton | Camp & Satherley Stadium | VWPL | |
| Sat 28 | Portland United | 1-2 | | Baffins Milton Rovers | Camp & Satherley Stadium | VWL Cup (2R) | |
| Oct 24 | |||||||
| Tue 01 | Wincanton Town | 0-2 | | Portland United | Wincanton Sports Ground | VWPL | |
| Sat 05 | Portland United | 1-2 | | Bournemouth | Camp & Satherley Stadium | VWPL | |
| Sat 12 | Portland United | 2-4 | | Hamble Club | Camp & Satherley Stadium | VWPL | |
| Tue 15 | Portland United | 0-3 | | Weymouth FC | Camp & Satherley Stadium | Dorset Senior Cup | |
| Sat 19 | Cowes Sports | 1-0 | | Portland United | Ziltch Waste Stadium | VWPL | |
| Sat 26 | Millbrook | 5-0 | | Portland United | Test Park | VWPL | |
| Nov 24 | |||||||
| Sat 02 | Portland United | 0-1 | | Baffins Milton Rovers | Camp & Satherley Stadium | VWPL | |
| Sat 09 | Hythe & Dibden | 2-2 | | Portland United | Hythe Grange Stadium | VWPL | |
| Sat 16 | Portland United | 2-3 | | Andover New Street | Camp & Satherley Stadium | VWPL | |
| Sat 23 | Blackfield & Langley | 3:00pm | Portland United | Gang Warily | VWPL | ||
| Sat 30 | Downton | 3:00pm | Portland United | Brian Whitehead Sports Ground | VWPL | ||
| Dec 24 | |||||||
| Sat 07 | Portland United | 3:00pm | US Portsmouth | Camp & Satherley Stadium | VWPL | |
|
| Sat 14 | Brockenhurst | 3:00pm | Portland United | Meadons Skoda Arena | VWPL | ||
| Sat 21 | Sherborne Town | 3:00pm | Portland United | Raleigh Grove | VWPL | ||
| Sat 28 | Portland United | 3:00pm | Wincanton Town | Camp & Satherley Stadium | VWPL | |
|
| Jan 25 | |||||||
| Sat 04 | AFC Stoneham | 3:00pm | Portland United | Stoneham Football Complex | VWPL | ||
| Sat 11 | Portland United | 3:00pm | Fareham Town | Camp & Satherley Stadium | VWPL | ||
| Sat 18 | Hamble Club | 3:00pm | Portland United | Hamble Lane | VWPL | ||
| Sat 25 | Hamworthy Rec | 3:00pm | Portland United | The Hamworthy Club | VWPL | ||
| Feb 25 | |||||||
| Sat 01 | Portland United | 3:00pm | AFC Stoneham | Camp & Satherley Stadium | VWPL | ||
| Sat 08 | Baffins Milton Rovers | 3:00pm | Portland United | PMC Stadium | VWPL | ||
| Sat 15 | Portland United | 3:00pm | Cowes Sports | Camp & Satherley Stadium | VWPL | ||
| Sat 22 | Andover New Street | 3:00pm | Portland United | DH Property Services Stadium | VWPL | ||
| Mar 25 | |||||||
| Sat 01 | Portland United | 3:00pm | Brockenhurst | Camp & Satherley Stadium | VWPL | ||
| Tue 04 | Bournemouth | 7:45.pm | Portland United | Victoria Park | VWPL | ||
| Sat 08 | Portland United | 3:00pm | Hythe & Dibden | Camp & Satherley Stadium | VWPL | ||
| Sat 15 | Portland United | 3:00pm | Laverstock & Ford | Camp & Satherley Stadium | VWPL | ||
| Apr 25 | |||||||
| Sat 05 | Portland United | 3:00pm | Milbrook | Camp & Satherley Stadium | VWPL | ||
| Sat 12 | AFC Portchester | 3:00pm | Portland United | OnSite Group Stadium | VWPL | ||
| Sat 19 | Christchurch | 3:00pm | Portland United | M.A. Hart Stadium | VWPL | ||
| Rearrangements | |||||||
Please be reminded that the above fixtures are subject to change