Preliminary Round
9th, October 2019
| Ponders End WMC B | 5 | v | 8 | Wheatsheaf WX |
| Wheatsheaf Crown | 8 | v | 4 | CRBL Wanderers |
| Porters Eight | 4 | v | 8 | Ponders End Bulldogs |
| Ponders End WMC A | 5 | v | 8 | Red Cow Dilly Dilly |
First Round
20th, November 2019
| Goffs Oak Old Comrades B | 6 | v | 8 | Wheatsheaf WX |
| Prince Albert | 8 | v | 4 | Wheatsheaf Crown |
| Sun & Woolpack | 8 | v | 7 | The Maltsters |
| Windmill A | 8 | v | 4 | Red Cow Wanderers |
| Old English Gentlemen | 8 | v | 7 | Orange Tree A |
| Red Lion Rebels | 8 | v | 2 | Goffs Oak Old Comrades A |
| Enfield Nomads | 0 | v | 8 | Ponders End Bulldogs |
| Orange Tree B | 0 | v | 8 | Red Cow Dilly Dilly |
Quarter Final
22nd, January 2020
| Red Cow Dilly Dilly | 3 | v | 8 | Prince Albert |
| Wheatsheaf WX | 6 | v | 8 | Windmill A |
| Ponders End Bulldogs | 8 | v | 2 | Sun & Woolpack |
| Old English Royals | 8 | v | 7 | Red Lion Rebels |
Semi Final
8th April, 20120
| Windmill A | v | Old English Royals | ||
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To be played at … Red Cow
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| Ponders End Bulldogs | v | Prince Albert | ||
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To be played at … ????
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Final
29th, April 2020
| v | ||||
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To be played at …
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