| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Sat, Aug 15, 2026 | 6 | Ash United | 1 | – | 2 | Hamworthy Recreation | 5 |
| 1st Round | Tue, Aug 25, 2026 | 5 | Bashley | 1 | – | 0 | Romsey Town | 6 |
| 1st Round | Sat, Aug 29, 2026 | 5 | Sturminster Newton United | 1 | – | 0 | Lymington Town | 6 |
| 1st Round | Tue, Sep 1, 2026 | 5 | Christchurch | H | – | W | Totton & Eling | 6 |
| 1st Round | Sat, Sep 5, 2026 | 5 | Bournemouth | 3 | – | 1 | Kintbury Rangers | 6 |
| 1st Round | Tue, Sep 8, 2026 | 6 | Fawley | 0 | – | 2 | East Cowes Victoria Athletic | 5 |
| 1st Round | Sat, Sep 19, 2026 | 5 | Sherborne Town | 1 | – | 2 | AFC Aldermaston | 6 |
| 1st Round | Sat, Sep 26, 2026 | 5 | Brockenhurst | 4 | – | 0 | Sandhurst Town | 6 |
| 1st Round | Sat, Oct 3, 2026 | 6 | Blandford United | 0 | – | 2 | Cowes Sports | 5 |
| 1st Round | Tue, Oct 6, 2026 | 5 | Fareham Town | 4 | – | 1 | Frimley Green | 6 |
| 2nd Round | Tue, Aug 11, 2026 | 6 | Alresford Town | 3 | – | 4 | Whitchurch United | 6 |
| 2nd Round | Tue, Aug 25, 2026 | 6 | Hamworthy United | 0 | – | 2 | New Milton Town | 6 |
| 2nd Round | Tue, Sep 8, 2026 | 5 | Downton | 1 | – | 3 | Fleetlands | 5 |
| 2nd Round | Tue, Sep 8, 2026 | 6 | Newport (Isle of Wight) | 4 | – | 5 | Folland Sports | 6 |
| 2nd Round | Tue, Sep 22, 2026 | 5 | Bournemouth | 2 | – | 3 | Sturminster Newton United | 5 |
| 2nd Round | Wed, Sep 30, 2026 | 6 | Hedge End Rangers | 3 | – | 0 | Bemerton Heath Harlequins | 5 |
| 2nd Round | Thu, Oct 1, 2026 | 6 | Colden Common | 1 | – | 0 | Christchurch | 5 |
| 2nd Round | Sat, Oct 3, 2026 | 5 | Laverstock & Ford | 2 | – | 1 | Amesbury Town | 6 |
| 2nd Round | Tue, Oct 6, 2026 | 5 | Bashley | 5 | – | 2 | Ringwood Town | 6 |
| 2nd Round | Tue, Oct 6, 2026 | 5 | Hamworthy Recreation | 3 | – | 1 | Baffins Milton Rovers | 5 |
| 2nd Round | Tue, Oct 6, 2026 | 5 | Hythe & Dibden | 0 | – | 5 | Hamble Club | 5 |
| 2nd Round | Tue, Oct 27, 2026 | 5 | Millbrook | – | Horndean | 5 | ||
| 2nd Round | Tue, Oct 27, 2026 | 5 | Petersfield Town | – | AFC Aldermaston | 6 | ||
| 2nd Round | Tue, Oct 27, 2026 | 5 | Andover New Street | – | Brockenhurst | 5 | ||
| 2nd Round | Tue, Oct 13, 2026 | 5 | East Cowes Victoria Athletic | – | Cowes Sports | 5 | ||
| 2nd Round | Tue, Oct 27, 2026 | 5 | Fareham Town | – | Cove | 6 | ||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| 3rd Round | ||||||||
| Quarter Finals | ||||||||
| Quarter Finals | ||||||||
| Quarter Finals | ||||||||
| Quarter Finals | ||||||||
| Semi Finals | ||||||||
| Semi Finals | ||||||||
| Final | ||||||||
| CHAMPIONS |
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