Preliminary Round – Division One
30th, October 2019
| Red Lion Rebels | 8 | v | 6 | Ponders End WMC A |
| Prince Albert | 8 | v | 5 | Wheatsheaf Crown |
Preliminary Round – Division Two
30th, October 2019
| Sun & Woolpack | 7 | v | 8 | Enfield Nomads |
| Wheatsheaf WX | 8 | v | 7 | Goffs Oak Old Comrades A |
Quarter Final – Division One
11th, December 2019
| Red Lion Rebels | 5 | v | 8 | Old English Royals |
| Orange Tree A | 8 | v | 6 | Red Cow Dilly Dilly |
| Ponders End WMC B | 4 | v | 8 | Prince Albert |
| Ponders End Bulldogs | 8 | v | 0 | Windmill A |
Quarter Final – Division Two
11th, December 2019
| The Maltsters | 8 | v | 5 | Orange Tree B |
| Wheatsheaf WX | 5 | v | 8 | Red Lion Wanderers |
| Enfield Nomads | 8 | v | 4 | Goffs Oak Old Comrades B |
| CRBL Wanderers | 8 | v | 6 | Porters Eight |
Semi Final – Division One
15th, April 2020
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Semi Final – Division Two
15th, April 2020
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Final – Division One
6th, May 2020
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Final – Division Two
6th, May 2020
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