| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Tue, Aug 13, 2024 | 5 | Downton | 1 | – | 0 | AFC Aldermaston | 6 |
| 1st Round | Tue, Aug 27, 2024 | 5 | Laverstock & Ford | 4 | – | 1 | Ringwood Town | 6 |
| 1st Round | Wed, Aug 28, 2024 | 6 | Newport (Isle of Wight) | 2 | – | 2 | East Cowes Victoria Athletic | 6 |
| 1st Round | Wed, Aug 28, 2024 | 6 | Whitchurch United | 0 | – | 5 | Hamble Club | 5 |
| 1st Round | Tue, Sep 3, 2024 | 5 | Hamworthy Recreation | 4 | – | 1 | Clanfield | 6 |
| 1st Round | Tue, Sep 3, 2024 | 6 | Lymington Town | 4 | – | 2 | Hamworthy United | 6 |
| 1st Round | Wed, Sep 4, 2024 | 5 | Christchurch | 1 | – | 3 | Sherborne Town | 5 |
| 1st Round | Wed, Oct 2, 2024 | 6 | Totton & Eling | 0 | – | 5 | Millbrook | 5 |
| 2nd Round | Tue, Aug 27, 2024 | 5 | AFC Portchester | 7 | – | 0 | Folland Sports | 6 |
| 2nd Round | Tue, Sep 3, 2024 | 6 | Frimley Green | 4 | – | 8 | Fareham Town | 5 |
| 2nd Round | Tue, Sep 3, 2024 | 6 | Romsey Town | 2 | – | 3 | Verwood Town | 6 |
| 2nd Round | Tue, Sep 3, 2024 | 5 | Wincanton Town | 1 | – | 2 | Fleetlands | 6 |
| 2nd Round | Wed, Sep 4, 2024 | 6 | New Milton Town | 3 | – | 2 | Cowes Sports | 5 |
| 2nd Round | Wed, Sep 4, 2024 | 6 | Fawley | 1p | – | 1 | Andover New Street | 5 |
| 2nd Round | Tue, Sep 17, 2024 | 5 | Laverstock & Ford | 3 | – | 1 | Alresford Town | 6 |
| 2nd Round | Tue, Sep 24, 2024 | 5 | Brockenhurst | 3 | – | 1 | Blackfield & Langley | 5 |
| 2nd Round | Tue, Sep 24, 2024 | 5 | Hamworthy Recreation | 2 | – | 0 | Amesbury Town | 6 |
| 2nd Round | Sat, Sep 28, 2024 | 5 | Portland United | 1 | – | 2 | Baffins Milton Rovers | 5 |
| 2nd Round | Tue, Oct 1, 2024 | 5 | Downton | 3 | – | 0 | Ash United | 6 |
| 2nd Round | Tue, Oct 1, 2024 | 5 | United Services Portsmouth | 1 | – | 1p | East Cowes Victoria Athletic | 6 |
| 2nd Round | Wed, Oct 2, 2024 | 5 | Hythe & Dibden | 0 | – | 5 | Hamble Club | 5 |
| 2nd Round | Tue, Oct 8, 2024 | 5 | AFC Stoneham | 1 | – | 1p | Sherborne Town | 5 |
| 2nd Round | Tue, Oct 8, 2024 | 6 | Cove | 2p | – | 2 | Lymington Town | 6 |
| 2nd Round | Tue, Oct 22, 2024 | 5 | Millbrook | 5 | – | 1 | Bournemouth | 5 |
| 3rd Round | Tue, Nov 12, 2024 | 5 | AFC Portchester | 4 | – | 2 | Brockenhurst | 5 |
| 3rd Round | Tue, Nov 19, 2024 | 6 | Verwood Town | 2 | – | 3 | East Cowes Victoria Athletic | 6 |
| 3rd Round | Tue, Nov 19, 2024 | 5 | Laverstock & Ford | 0 | – | 4 | Fareham Town | 5 |
| 3rd Round | Tue, Nov 19, 2024 | 6 | Cove | 3 | – | 1 | Baffins Milton Rovers | 5 |
| 3rd Round | Wed, Nov 20, 2024 | 5 | Sherborne Town | 0 | – | 3 | Hamble Club | 5 |
| 3rd Round | Tue, Dec 3, 2024 | 6 | New Milton Town | 4 | – | 1 | Fawley | 6 |
| 3rd Round | Tue, Dec 10, 2024 | 5 | Downton | 1 | – | 5 | Hamworthy Recreation | 5 |
| 3rd Round | Tue, Dec 17, 2024 | 6 | Fleetlands | 1p | – | 1 | Millbrook | 5 |
| Quarter Finals | Tue, Feb 4, 2025 | 6 | East Cowes Victoria Athletic | 0 | – | 1 | AFC Portchester | 5 |
| Quarter Finals | Tue, Feb 4, 2025 | 5 | Fareham Town | 2 | – | 1 | New Milton Town | 6 |
| Quarter Finals | Tue, Feb 4, 2025 | 5 | Millbrook | 5 | – | 2 | Cove | 6 |
| Quarter Finals | Tue, Feb 11, 2025 | 5 | Hamworthy Recreation | 1 | – | 2 | Hamble Club | 5 |
| Semi Finals | Tue, Mar 25, 2025 | 5 | Millbrook | 2 | – | 3 | AFC Portchester | 5 |
| Semi Finals | Wed, Mar 26, 2025 | 5 | Hamble Club | 2 | – | 0 | Fareham Town | 5 |
| Final | Mon, May 5, 2025 | 5 | AFC Portchester | – | Hamble Club | 5 |