Division One Cup Draw - 2023/24
The draw for the Division One Cup competition for 2023/24 is detailed below with each team playing others in their group once to determine those progressing to the knockout stage.
Group A |
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| # | Team | Pld | W | D | L | GF | GA | Pts | GD |
| 1 | Royal Lions | 4 | 3 | 1 | 0 | 11 | 4 | 10 | 7 |
| 2 | Lymore Gardens Under 23s | 4 | 3 | 0 | 1 | 21 | 8 | 9 | 13 |
| 3 | Chingford Athletic Reserves | 4 | 2 | 0 | 2 | 10 | 16 | 6 | -6 |
| 4 | Old Esthameians | 4 | 1 | 0 | 3 | 9 | 11 | 3 | -2 |
| 5 | Freetown | 4 | 0 | 1 | 3 | 6 | 18 | 1 | -12 |
Group B |
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| # | Team | Pld | W | D | L | GF | GA | Pts | GD |
| 1 | Woodford East Reserves | 3 | 2 | 0 | 1 | 9 | 3 | 9* | +6 |
| 2 | Saint City | 3 | 3 | 0 | 0 | 23 | 1 | 6* | +22 |
| 3 | Ocean Pacific | 3 | 1 | 0 | 2 | 12 | 12 | 3 | 0 |
| 4 | Haringey United | 3 | 0 | 0 | 3 | 3 | 31 | 0 | -30 |
* Saint City deducted 3 points for fielding an ineligible player, 3 points awarded to Woodford East
Following group games, sides finishing in the top two progress through to semi-finals (Group A 1st vs Group B 2nd, Group B 1st vs Group A 2nd).
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SEMI FINALS |
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| A | Royal Lions | 1-2 | Saint City | |
| B | Woodford East Reserves | 0-1 | Lymore Gardens Under 23s | |
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FINAL - Saturday 11th May 2024, 2pm KO at Dagenham & Redbridge FC |
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| SAINT CITY | 2-2 | LYMORE GARDENS UNDER 23S | ||
| (Lymore won 14-13 on pens) | ||||