| Grimsby Borough | | 2018 | | First Qualifying Round | 02-09-2018 | | Grimsby Borough | Boston United | 1-4 | | 2019 | | Preliminary Round | 01-09-2019 | | AFC Leicester | Grimsby Borough | 1-3 | | First Qualifying Round | 22-09-2019 | | Rise Park | Grimsby Borough | 3-2 | | 2020 | | Extra Preliminary Round | 06-09-2020 | | Grimsby Borough | Pride Park | W/O | | Preliminary Round | 20-09-2020 | | Beaumont Park | Grimsby Borough | 2-1 | | 2021 | | First Qualifying Round | 12-09-2021 | | Appleby Frodingham | Grimsby Borough | 0-7 | | Second Qualifying Round | 03-10-2021 | | Grimsby Borough | Chesterfield | 1-3 | | 2022 | | First Qualifying Round | 18-09-2022 | | Grimsby Borough | Brighouse Sports | 1-3 | | 2023 | | First Qualifying Round | 10-09-2023 | | Handsworth | Grimsby Borough | 9-0 | | 2024 | | First Qualifying Round | 01-09-2024 | | Chesterfield FC Women | Grimsby Borough | 3-0 |
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