Sheffield & Hallamshire Senior Cup 2008-09
First Round
- A F C Emley 2-1 Frecheville C A
- Penistone Church 0-3 Bentley Colliery
- Dinnington Town 2-0 Athersley Recreation
- Parkgate 4-2 Phoenix
- Handsworth 4-2 Maltby Main
- Brodsworth Welfare 2-0 Mexborough Main Street
- Nostell Miners Welfare 1-2 Kinsley Boys
- Rossington Main 3-0 Harworth Colliery Institute
- Parramore Sports 4-0 Mexborough Pocket
- Worsbrough Bridge Athletic 2-2 Yorkshire Main (Worsbrough Bridge won 4-2 on penalties)
- South Kirkby Colliery 0-2 Hemsworth Miners Welfare
Second Round
- Hallam 6-2 Bentley Colliery
- Stocksbridge Park Steels 3-0 Sheffield
- Worksop Town 1-0 Rossington Main
- Frickley Athletic 5-0 Kinsley Boys
- Hemsworth Miners Welfare 2-1 Dinnington Town
- Brodsworth Welfare 3-1 Parkgate
- Handsworth 3-1 Parramore Sports
- A F C Emley 3-6 Worsbrough Bridge Athletic
Quarter Finals
- Stocksbridge Park Steels 1-0 Frickley Athletic
- Worksop Town 2-1 Handsworth
- Worsbrough Bridge Athletic 1-2 Hemsworth Miners Welfare
- Brodsworth Welfare 5-0 Hallam
Semi-Finals
- Stocksbridge Park Steels 3-1 Worksop Town
- Brodsworth Welfare 5-0 Hemsworth Miners Welfare
Final (@ Sheffield Wednesday, 29/4/09)
- Stocksbridge Park Steels 3-0 Brodsworth Welfare
Sheffield & Hallamshire Association Cup 2008-09
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First Round
- South Kirkby Colliery res 3-2 Thorpe Hesley
- Crofton Sports 2-3 Sheffield Bankers
- Hollinsend Amateurs scr-w/o Millmoor Juniors
- Silkstone United 1-3 Hall Green United
- Wombwell Main 4-1 Hemsworth Alpha
- Dearne C M W 4-1 Dinnington Town res
- Sheffield res 9-0 Phoenix res
- High Green Villa 5-1 Sheffield Lane Top
- Wooldale Wanderers 0-6 Hallam res
- Worsbrough Common 5-2 Penistone Church res
- De La Salle Old Boys 2-1 Caribbean Sports
- Maltby Sheppey 5-4 Thorncliffe
- Oughtibridge W M S C 2-3 Sheffield Athletic
- Athersley Recreation res 5-1 White Bear Kexborough
- Hepworth United 3-1 Parramore Sports res
- Outokumpu S & S C 1-2 Ecclesfield Red Rose
- Shepley 3-0 New Mill 94
- H S B C Bank 7-1 Worsbrough Bridge Athletic res
- Ryecroft Sports 0-3 Everest
- Doncaster College Deaf 4-1 South Elmsall United Services
- Harworth Colliery Institute res 1-0 Rossington Main res
- Kirkburton 2-1 Upton & Harewood
Second Round
- Bramley Sunnyside 4-3 Houghton Main
- Maltby Sheppey 1-3 Kiveton Park
- Nostell Miners Welfare res 1-0 Springwood Throstles Davy
- Wickersley 0-1 South Kirkby Colliery res
- Sheffield res 1-0 Stocksbridge Park Steels res
- Sheffield Athletic w/o-scr Shafton & District
- Aston 5-3 De La Salle Old Boys
- Handsworth 1-0 Doncaster College Deaf
- Dearne C M W 3-2 Everest
- Kirkburton 1-1 Shepley (Kirkburton won 4-3 on penalties)
- Athersley Recreation res 2-4 Hallam res
- Hall Green United 3-3 Millmoor Juniors (Hall Green won 5-4 on penalties)
- Ecclesfield Red Rose 3-1 High Green Villa
- H S B C Bank 4-0 Sheffield Bankers
- Wombwell Main 3-2 Hepworth United
- Worsbrough Common 3-4 Harworth Colliery Institute res
Third Round
- Nostell Miners Welfare res 1-2 Kirkburton
- Hall Green United 3-2 Ecclesfield Red Rose
- Sheffield res 6-1 Harworth Colliery Institute res
- H S B C Bank 2-10 Bramley Sunnyside
- Kiveton Park res 2-1 Sheffield Athletic
- Wombwell Main 0-4 Handsworth
- Dearne C M W 3-3 Hallam res (Hallam won 4-3 on penalties)
- Aston 4-1 South Kirkby Colliery res
Quarter Finals
- Aston 4-3 Handsworth
- Kiveton Park res 1-7 Kirkburton
- Hall Green United 1-0 Bramley Sunnyside
- Hallam res 1-4 Sheffield res
Semi-Finals
- Hall Green United 3-2 Sheffield res
Final (@ Doncaster Rovers, 22/4/09)
- Kirkburton 1-2 Hall Green United
2008-09 Cups Summary
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