First Round
22nd, January 2020
| Wheatsheaf Crown | v | Bye | ||
| Porters Eight | v | Bye | ||
| Ponders End WMC B | v | Bye | ||
| Red Lion Wanderers | v | Bye | ||
| CRBL Wanderers | 2 | v | 8 | Orange Tree A |
| Enfield Nomads | 5 | v | 8 | Ponders End WMC A |
| Orange Tree B | 8 |
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5 | Goffs Oak Old Comrades A |
| Goffs Oak Old Comrades B | 5 | v | 8 | The Maltsters |
Quarter Final
8th April 2020
| Red Lion Wanderers | v | Ponders End WMC B | ||
| Porters Eight | v | The Maltsters | ||
| Ponders End WMC A | v | Orange Tree B | ||
| Orange Tree A | v | Wheatsheaf Crown |
Semi Final
29th, April 2020
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Final
20th, May 2020
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