Sheffield Wednesday | 2013 | First Qualifying Round | 22-09-2013 | | Sheffield Wednesday | Nettleham | 1-6 | 2014 | First Qualifying Round | 28-09-2014 | | Sheffield Wednesday | Handsworth | 4-1 | Second Qualifying Round | 12-10-2014 | | Farsley Celtic | Sheffield Wednesday | 1-3 | Third Qualifying Round | 02-11-2014 | | Rotherham United | Sheffield Wednesday | 8-0 | 2015 | Second Qualifying Round | 20-09-2015 | | Oughtibridge War Memorial | Sheffield Wednesday | 4-1 | 2016 | Second Qualifying Round | 18-09-2016 | | Sheffield Wednesday | Brighouse Athletic | 4-0 | Third Qualifying Round | 09-10-2016 | | Steel City Wanderers | Sheffield Wednesday | 1-4 | Fourth Qualifying Round | 13-11-2016 | | Wallsend Boys Club | Sheffield Wednesday | 1-2 | First Round | 04-12-2016 | | Radcliffe Olympic | Sheffield Wednesday | 6-0 | 2017 | First Qualifying Round | 03-09-2017 | | Sheffield Wednesday | Yorkshire Amateur AFC | 2-1 | Second Qualifying Round | 17-09-2017 | | Altofts | Sheffield Wednesday | 4-3 | |
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2018 | First Qualifying Round | 02-09-2018 | | Wakefield | Sheffield Wednesday | 0-4 | Second Qualifying Round | 23-09-2018 | | Redcar Town | Sheffield Wednesday | 6-2 | 2019 | Preliminary Round | 01-09-2019 | | Oughtibridge War Memorial | Sheffield Wednesday | 2-1 | 2020 | Preliminary Round | 20-09-2020 | | Sheffield Wednesday | Harworth Colliery | 3-2 | First Qualifying Round | 04-10-2020 | | Sheffield Wednesday | Northwich Vixens | 1-1 | |
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2021 | Second Qualifying Round | 03-10-2021 | | Rotherham United | Sheffield Wednesday | 4-2 | 2022 | First Qualifying Round | 18-09-2022 | | Sheffield Wednesday | Cleethorpes Town | 3-2 | Second Qualifying Round | 02-10-2022 | | Sheffield Wednesday | Morley Town | 0-6 | 2023 | First Qualifying Round | 10-09-2023 | | Kiveton Park | Sheffield Wednesday | 3-0 | 2024 | First Qualifying Round | 01-09-2024 | | Sheffield Wednesday | Millmoor Juniors | W/O | Second Qualifying Round | 22-09-2024 | | Oughtibridge War Memorial | Sheffield Wednesday | 5-3 | |
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