Leicestershire Challenge Cup 2008-09
Sponsored by Westerby Homes
First Round
- Ibstock United 1-3 Barwell
- Bardon Hill Sports 2-5 Barrow Town
- St Andrews 4-0 Kirby Muxloe
Second Round
- Loughborough University 3-2 Oadby Town
- Quorn 7-2 Blaby & Whetstone Athletic
- Hinckley Downes 2-3 Loughborough Dynamo
- Coalville Town 4-0 Friar Lane & Epworth
- Heather St John 2-1 Holwell Sports
- Barwell 4-1 St Andrews
- Hinckley United 2-3 Shepshed Dynamo
- Barrow Town 6-1 Ellistown
Quarter Finals
- Shepshed Dynamo 4-2 Loughborough Dynamo
- Barrow Town 0-1 Barwell
- Coalville Town 3-1 Heather St John
- Quorn 2-1 Loughborough University
Semi-Finals
- Coalville Town 2-3 Barwell
- Shepshed Dynamo 0-1 Quorn (@ Leicestershire County FA HQ)
Final (@ Leicester City, 12/5/09)
Leicestershire Senior Cup 2008-09
Sponsored by Jelson Homes
First Round
- Medbourne 2-4 F C Khalsaa
- Anstey Nomads 4-1 Oadby Town res
- Barwell res 1-3 Rutland Rangers
- Ravenstone 0-2 Saffron Dynamo
Second Round
- Asfordby Amateurs 0-2 Anstey Town
- Blaby & Whetstone Athletic 2-3 Ashby Ivanhoe
- Dunton & Broughton Rangers 4-5 Aylestone Park
- Sileby Town 4-0 Barlestone St Giles
- Highfield Rangers 6-2 Birstall United Social
- Saffron Dynamo 3-2 Hathern
- Earl Shilton Albion 2-6 F C Khalsa
- Lutterworth Athletic 4-1 Lutterworth Town
- Heather St John res 1-5 Quorn res
- Rothley Imperial 5-3 Harborough Town
- F C Dynamo 1-3 Cottesmore Amateurs
- Friar Lane & Epworth res 4-0 Thurmaston Town
- Leicestershire Constabulary 4-2 Rutland Rangers
- Narborough & Littlethorpe 0-1 Ratby Sports
- Thurnby Rangers 2-1 Evington
- Anstey Nomads 6-1 Uppingham Town
Third Round
- Aylestone Park 1-0 Anstey Town (@ Anstey)
- Rothley Imperial 4-1 Friar Lane & Epworth res
- Thurnby Rangers 1-1 Leicestershire Constabulary (Constabulary won 7-6 on penalties)
- Saffron Dynamo 0-3 Ashby Ivanhoe (@ Ashby)
- Lutterworth Athletic 4-0 F C Khalsa
- Quorn res 4-4 Anstey Nomads (@ Anstey, Quorn won 5-4 on penalties)
- Ratby Sports 2-1 Cottesmore Amateurs (@ Cottesmore)
- Highfield Rangers 2-1 Sileby Town
Quarter Finals
- Lutterworth Athletic 2-5 Quorn res
- Leicestershire Constabulary 2-1 Aylestone Park
- Ashby Ivanhoe 1-5 Ratby Sports
- Rothley Imperial 1-3 Highfield Rangers
Semi-Finals
- Quorn res 5-3 Ratby Sports
- Highfield Rangers 2-2 Leicestershire Constabulary (Constabulary won 3-1 on penalties)
Final (@ ?, 5/5/09)
- Quorn res 1-0 Leicestershire Constabulary
2008-09 Cups Summary
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