| 03 May 2009 | First Round | Middleton Cheney Women v Shrewsbury Women | Astrop Road, Middleton Cheney | Results |
| 03 May 2009 | First Round | Plumtree Women v Brackley Women Second XI | Bradmore Lane, Plumtree | Results |
| 03 May 2009 | First Round | Shifnal Women v Stourport-on-Severn Women | Priorslee Road, Shifnal | Results |
| 03 May 2009 | First Round | Wellingborough Town Women v Astwood Bank Women | Redwell Road, Wellingborough | Results |
| 24 May 2009 | Second Round | Brackley Women Second XI v Five Ways Old Edwardians Women | Westminster Road, Brackley | Results |
| 24 May 2009 | Second Round | Burton Latimer Women v Moseley Ashfield Women | Hall Field, Burton Latimer | Results |
| 24 May 2009 | Second Round | Cannock Women v Middleton Cheney Women | The Morris Ground, Cannock | Results |
| 24 May 2009 | Second Round | Meir Heath Women Second XI v Moseley Women | Willow Lane, Meir Heath | Results |
| 24 May 2009 | Second Round | Oxford Women v Stourport-on-Severn Women | Rover Cowley Sports and Social Club Ground, Cowley | Results |
| 24 May 2009 | Second Round | Pershore Women v Bloxwich Women | The Bottoms, Pershore | Results |
| 24 May 2009 | Second Round | Sileby Town Women v Old Hill Women | Mill Lane, Sileby | Results |
| 24 May 2009 | Second Round | Wellingborough Town Women v Lutterworth Women | Redwell Road, Wellingborough | Results |
| 09 Aug 2009 | Quarter-Final | Bloxwich Women v Stourport-on-Severn Women | Stafford Road, Bloxwich | Results |
| 09 Aug 2009 | Quarter-Final | Cannock Women v Lutterworth Women | The Morris Ground, Cannock | Results |
| 09 Aug 2009 | Quarter-Final | Five Ways Old Edwardians Women v Old Hill Women | Mass House, Hopwood | Results |
| 09 Aug 2009 | Quarter-Final | Meir Heath Women Second XI v Burton Latimer Women | Willow Lane, Meir Heath | Results |
| 16 Aug 2009 | Semi-Final | Bloxwich Women v Lutterworth Women | Stafford Road, Bloxwich | Results |
| 06 Sep 2009 | Semi-Final | Five Ways Old Edwardians Women v Meir Heath Women Second XI | Mass House, Hopwood | Results |
| 13 Sep 2009 | Final | Five Ways Old Edwardians Women v Lutterworth Women | Mass House, Hopwood | Results |
| 02 Aug 2009 | Plate First Round | Astwood Bank Women v Moseley Ashfield Women | Samborne Lane, Astwood Bank | Results |
| 02 Aug 2009 | Plate First Round | Middleton Cheney Women v Shifnal Women | Astrop Road, Middleton Cheney | Results |
| 02 Aug 2009 | Plate First Round | Plumtree Women v Sileby Town Women | Bradmore Lane, Plumtree | Results |
| 02 Aug 2009 | Plate First Round | Shrewsbury Women v Moseley Women | London Road, Shrewsbury | Results |
| 09 Aug 2009 | Plate Quarter-Final | Brackley Women Second XI v Shifnal Women | Westminster Road, Brackley | Results |
| 09 Aug 2009 | Plate Quarter-Final | Moseley Ashfield Women v Oxford Women | Yardley Wood Road, Moseley | Results |
| 09 Aug 2009 | Plate Quarter-Final | Moseley Women v Pershore Women | Scorers, Shirley | Results |
| 09 Aug 2009 | Plate Quarter-Final | Wellingborough Town Women v Plumtree Women | Redwell Road, Wellingborough | Results |
| 23 Aug 2009 | Plate Semi-Final | Moseley Ashfield Women v Shifnal Women | Yardley Wood Road, Moseley | Results |
| 23 Aug 2009 | Plate Semi-Final | Wellingborough Town Women v Moseley Women | Redwell Road, Wellingborough | Results |
| 13 Sep 2009 | Plate Final | Moseley Ashfield Women v Moseley Women | Yardley Wood Road, Moseley | Results |
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