Middlesex Senior Challenge Cup 2009-10
First Round
- Northwood 2-0 Bedfont
- Hanworth Villa 4-3 Wingate & Finchley
- Hanwell Town 1-4 Bedfont Green
- Wembley 3-2 Enfield 1893
- Hillingdon Borough 1-2 Enfield Town
Second Round
- Uxbridge 5-4 Ashford Town (Middlesex)
- Wembley 2-3 A F C Hayes
- Enfield Town 2-0 Harefield United
- Harrow Borough 0-3 Bedfont Green
- Hanworth Villa 2-2 Hendon (Hanworth Villa won 5-4 on penalties)
- Hayes & Yeading United 1-4 Staines Town
- Hampton & Richmond Borough 0-1 Northwood
- Wealdstone 2-1 North Greenford United
Quarter Finals
- Enfield Town 3-2 A F C Hayes
- Wealdstone 2-3 Uxbridge
- Hanworth Villa 0-3 Northwood
- Bedfont Green 0-1 Staines Town
Semi-Finals
- Enfield Town 0-3 Staines Town
Final(@ Staines Town, 5/4/10)
- Staines Town 2-0 Uxbridge
Middlesex Charity Cup 2009-10
Second Round
- Wealdstone scr-w/o Hanworth Villa
- Hillingdon Borough 2-1 Enfield 1893
- Harefield United 3-1 A F C Hayes
Quarter Finals
- Hanwell Town scr-w/o Enfield Town
- Bedfont 4-0 Hillingdon Borough
- Harrow Borough 1-2 North Greenford United
- Harefield United w/o-scr Hanworth Villa
Semi-Finals
- Harefield United 2-3 North Greenford United
Final (@ Hampton & Richmond Borough, 3/5/10)
- North Greenford United 1-0 Enfield Town
2009-10 Cups Summary
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