| Cheltenham Civil Service | | 2012 | | First Qualifying Round | 30-09-2012 | | Cheltenham Civil Service | Brislington | 0-6 | | 2013 | | Preliminary Round | 15-09-2013 | | Wootton Bassett Town | Cheltenham Civil Service | 1-0 | | 2014 | | Preliminary Round | 07-09-2014 | | Frome Town | Cheltenham Civil Service | 2-0 | | 2015 | | First Qualifying Round | 06-09-2015 | | Cheltenham Civil Service | Basingstoke Town | 1-3 | | 2016 | | Second Qualifying Round | 18-09-2016 | | Buckland Athletic | Cheltenham Civil Service | W/O | |
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| 2024 | | First Qualifying Round | 01-09-2024 | | Bristol & West | Cheltenham Civil Service | 3-3 | | First Qualifying Round | 08-09-2024 | | Bristol & West | Cheltenham Civil Service | 2-4 | | Second Qualifying Round | 22-09-2024 | | Downend Flyers | Cheltenham Civil Service | 3-1 | |
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