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