Penrith AFC | 2005 | First Qualifying Round | 11-09-2005 | | Penrith AFC | Windscale | 2-4 | |
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2006 | First Qualifying Round | 24-09-2006 | | Durham City | Penrith AFC | 2-3 | Second Qualifying Round | 08-10-2006 | | Forest Hall | Penrith AFC | 2-4 | First Round | 29-10-2006 | | Chesterfield | Penrith AFC | 2-3 | Second Round | 12-11-2006 | | Whitley Bay | Penrith AFC | 2-0 | 2008 | First Qualifying Round | 28-09-2008 | | Penrith AFC | Wirral | 3-1 | Second Qualifying Round | 12-10-2008 | | Penrith AFC | Middleton Athletic | 2-1 | Third Qualifying Round | 26-10-2008 | | Liverpool Feds | Penrith AFC | 4-0 | 2010 | Second Qualifying Round | 24-10-2010 | | Penrith AFC | Blackpool | 3-2 | Third Qualifying Round | 14-11-2010 | | Morecambe | Penrith AFC | 4-3 | 2011 | First Qualifying Round | 02-10-2011 | | Durham Wildcats | Penrith AFC | 4-0 | 2012 | Second Qualifying Round | 14-10-2012 | | Prudhoe Town | Penrith AFC | 2-5 | Third Qualifying Round | 11-11-2012 | | Penrith AFC | Morecambe | 2-6 | 2013 | First Qualifying Round | 22-09-2013 | | Whickham Fellside | Penrith AFC | 2-2 | Second Qualifying Round | 06-10-2013 | | Penrith AFC | Kader | 2-2 | |
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2014 | First Qualifying Round | 28-09-2014 | | Blackpool | Penrith AFC | 2-3 | Second Qualifying Round | 12-10-2014 | | Woolton | Penrith AFC | 1-0 | |
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2015 | First Qualifying Round | 06-09-2015 | | Penrith AFC | Middleton Athletic | 3-0 | Second Qualifying Round | 20-09-2015 | | Penrith AFC | Burnley | 3-3 | Third Qualifying Round | 11-10-2015 | | Mossley Hill | Penrith AFC | 4-0 | |
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2016 | Second Qualifying Round | 18-09-2016 | | Penrith AFC | Bishop Auckland | 1-0 | Third Qualifying Round | 09-10-2016 | | Penrith AFC | Boldon CA | 4-2 | Fourth Qualifying Round | 13-11-2016 | | Penrith AFC | Norton & Stockton Ancients | 0-4 | |
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2017 | First Qualifying Round | 03-09-2017 | | Penrith AFC | South Park Rangers | 4-2 | Second Qualifying Round | 17-09-2017 | | Norton & Stockton Ancients | Penrith AFC | 3-2 | |
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2018 | First Qualifying Round | 02-09-2018 | | Penrith AFC | Wallsend Boys Club | 5-1 | Second Qualifying Round | 23-09-2018 | | Brighouse Town | Penrith AFC | 5-0 | 2019 | Preliminary Round | 01-09-2019 | | Penrith AFC | Bishop Auckland | 2-4 | 2020 | Preliminary Round | 20-09-2020 | | CLS Amazons | Penrith AFC | 1-2 | First Qualifying Round | 04-10-2020 | | Penrith AFC | South Shields | 1-2 | 2021 | First Qualifying Round | 12-09-2021 | | Penrith AFC | Leam Rangers | 7-2 | Second Qualifying Round | 03-10-2021 | | Gateshead Rutherford | Penrith AFC | 0-2 | Third Qualifying Round | 24-10-2021 | | Alnwick Town | Penrith AFC | 6-0 | 2022 | First Qualifying Round | 18-09-2022 | | Penrith AFC | Cramlington United | 6-0 | Second Qualifying Round | 02-10-2022 | | Sunderland West End | Penrith AFC | 2-4 | Third Qualifying Round | 23-10-2022 | | Bolton Wanderers | Penrith AFC | 2-2 | First Round | 13-11-2022 | | Stockport County | Penrith AFC | 7-3 | |
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2023 | Second Qualifying Round | 01-10-2023 | | Workington Reds | Penrith AFC | 4-5 | Third Qualifying Round | 22-10-2023 | | Penrith AFC | Mancunian Unity | 3-5 |
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