| Thrapston Town | | 2016 | | Second Qualifying Round | 18-09-2016 | | Kettering Town | Thrapston Town | 4-0 | | 2017 | | First Qualifying Round | 03-09-2017 | | Acle United | Thrapston Town | 4-1 | | 2018 | | First Qualifying Round | 02-09-2018 | | Histon | Thrapston Town | 2-1 | | 2019 | | Preliminary Round | 01-09-2019 | | Peterborough United | Thrapston Town | 14-0 | | 2021 | | First Qualifying Round | 12-09-2021 | | Thrapston Town | Rugby Borough | 2-0 | | Second Qualifying Round | 03-10-2021 | | Thrapston Town | Stewarts & Lloyds AFC | W/O | | Third Qualifying Round | 24-10-2021 | | Thrapston Town | Sporting Khalsa | 1-5 | | 2022 | | Second Qualifying Round | 02-10-2022 | | Thrapston Town | Arnold Eagles | 2-5 | | 2023 | | First Qualifying Round | 10-09-2023 | | Peterborough Sports | Thrapston Town | O-W | | Second Qualifying Round | 01-10-2023 | | Yaxley Phoenix | Thrapston Town | 0-11 | | Third Qualifying Round | 22-10-2023 | | Coundon Court | Thrapston Town | 2-0 | |
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| 2024 | | First Qualifying Round | 01-09-2024 | | AFC Rushden & Diamonds | Thrapston Town | 1-4 | | Second Qualifying Round | 22-09-2024 | | Asfordby Amateurs | Thrapston Town | 2-1 |
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