Division Two Cup Draw - 2025/26
| 1st Round | ||||
| A | London East | 3-2 | London Academics | |
| B | Freetown | 0-6 | Kulture Reserves | Kulture removed |
| C | Glendale | 2-2 | Thurrock Thameside | 5-4 pens |
| Quarter Finals | ||||
| 1 | Eastside Foundation | 0-2 | Iona Wheels | |
| 2 | London East | 1-2 | Lymore Gardens Under 23s | |
| 3 | CSM London | 0-1 | Chingford Harriers | |
| 4 | Freetown | 2-6 | Glendale | |
| Semi Finals | ||||
| A | Iona Wheels | 3-1 | Lymore Gardens Under 23s | |
| B | Chingford Harriers | 1-0 | Glendale | |
| The Final - Saturday 16th May 2026, 7pm at Aveley FC | ||||
| Iona Wheels | v | Chingford Harriers | ||