| Woolton | | 2013 | | First Qualifying Round | 22-09-2013 | | Bury Girls & Ladies | Woolton | 1-2 | | Second Qualifying Round | 06-10-2013 | | Brighouse Town | Woolton | 4-1 | |
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| 2014 | | First Qualifying Round | 28-09-2014 | | Woolton | Middleton Athletic | 2-1 | | Second Qualifying Round | 12-10-2014 | | Woolton | Penrith AFC | 1-0 | | Third Qualifying Round | 02-11-2014 | | Sheffield United Community | Woolton | 2-0 | | 2015 | | First Qualifying Round | 06-09-2015 | | Woolton | Blackpool | 6-0 | | Second Qualifying Round | 20-09-2015 | | Woolton | Mersey Girls | 4-2 | | Third Qualifying Round | 11-10-2015 | | Woolton | Boldon | 1-0 | | Fourth Qualifying Round | 08-11-2015 | | Whitley Bay | Woolton | 1-0 | | MSB Woolton | | 2016 | | First Qualifying Round | 04-09-2016 | | Wigan Athletic | MSB Woolton | 1-0 | | 2017 | | Second Qualifying Round | 17-09-2017 | | Manchester Stingers | MSB Woolton | 0-6 | | Third Qualifying Round | 08-10-2017 | | West Didsbury & Chorlton | MSB Woolton | 6-3 | | 2023 | | First Qualifying Round | 10-09-2023 | | Rochdale AFC | MSB Woolton | 2-1 | | 2024 | | 1st Qualifying Round | 01-09-2024 | | FC Northern | MSB Woolton | 1-2 |
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