Sunday 21st September 2008 - Round 1

• Match 1 - Racing Blythe Galaxy 4 v 1 Berkley
• Match 2 - College Arms 1 v 6 Redwood Rangers
• Match 3 - Sporting Kingfisher 1 v 11 Kingshurst St.George
• Match 4 - Handswoth Town 3 v 5 Pershore Argyle
• Match 5 - Chemsley Wood United 5 v 1 Sporting Brockhurst
• Match 6 - Linden Athletic 3 v 6 TR2000
• Match 7 - Stechford Social 0 v 1 Hockley Heath
• Macth 8 - Selly Oak Spartans 0 v 20 Alum Rock
• Match 9 - West Heath United 0 v 3 Custard House
• Match 10 - Garretts Green 0 v 10 GB Rangers

Byes - FC Gosta, Exeter Rovers, Hall Green Bulls Head, St.George Rangers, Yardley Rovers, AG Athletic

Sunday 26th October 2008 - Round 2

• Match A - AG Athletic 2 v 8 Racing Blythe Galaxy
• Match B - Hall Green Bulls Head 0 v 6 Redwood Rangers
• Match C - Exeter Rovers 3 v 4 Kingshurst St.George
• Match D - Yardley Rovers 3 v 2 Pershore Argyle
• Match E - FC Gosta 2 v 11 Chemsley Wood United
• Match F - St.George Rangers 1 v 11 TR2000
• Match G - Hockley Heath 1 (4) v 1 (3) Alum Rock
• Match H - Custard House 0 v 4 GB Rangers

Sunday 30th November 2008 - Quarter Finals

• Redwood Rangers 0 v 3 Racing Blythe Galaxy
• Yardley Rovers 0 v 9 Kingshurst St.George
• Chemsley Wood United 8 v 5 TR2000
• Hockley Heath 4 v 0 GB Rangers

Sunday 1st March 2009 - Semi Finals

• Kingshurst St.George v Hockley Heath
• Chemsley Wood United v Racing Blythe Galaxy