FA Cup 2023/24, Second Qualifying Round |
 | 16.09.2023 | | Tamworth | – | Harborough Town | | 2:1 (0:1) |
| Tamworth |
FA Cup 2023/24, First Qualifying Round |
| 02.09.2023 | | Harborough Town | – | Stamford | | 3:1 (0:0) |
| Market Harborough |
FA Cup 2023/24, Preliminary Round |
| 19.08.2023 | | Newark and Sherwood United | – | Harborough Town | | 0:4 (0:2) |
| Newark-on-Trent Lowfields |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Alvechurch | – | Harborough Town | | 4:0 (2:0) |
| Alvechurch |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Lye Town | – | Harborough Town | | 1:2 (1:1) |
| Lye |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Harborough Town | – | Bottesford Town | | 6:1 (3:1) |
| Market Harborough |
FA Cup 2022/23, Extra Preliminary Round |
| 09.08.2022 | | Harborough Town | – | Boston Town | | 3:0 (1:0) * |
| Market Harborough |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Boston Town | – | Harborough Town | | 0:0 |
| Boston |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Harborough Town | – | Biggleswade | | 0:3 (0:1) |
| Market Harborough |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Harborough Town | – | Rothwell Corinthians | | 2:0 (1:0) |
| Market Harborough |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | AFC Sudbury | – | Harborough Town | | 4:2 |
| Sudbury |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Wellingborough Whitworth | – | Harborough Town | | 1:6 |
| Wellingborough |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Harborough Town | – | Deeping Rangers | | 1:2 (1:2) |
| Market Harborough |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Harborough Town | – | Cambridge City | | 1:2 (0:0) |
| Market Harborough |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Wellingborough Whitworth | – | Harborough Town | | 0:1 (0:0) |
| Wellingborough |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Yaxley | – | Harborough Town | | 5:3 (3:2) |
| Yaxley |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Northampton Sileby Rangers | – | Harborough Town | | 0:5 |
| Northampton |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Leicester Road | – | Harborough Town | | 3:1 |
| Barwell Leicester Road Stadium |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Anstey Nomads | – | Harborough Town | | 1:3 |
| Anstey |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Harborough Town | – | Oadby Town | | 0:2 (0:0) |
| Market Harborough |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Harborough Town | – | Shirebrook Town | | 3:2 (0:1) |
| Market Harborough |
FA Cup 2014/15, Extra Preliminary Round |
| 19.08.2014 | | Harborough Town | – | Blaby & Whetstone Athletic | | 1:6 * |
| Market Harborough |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Blaby & Whetstone Athletic | – | Harborough Town | | 2:2 |
| Whetstone |
FA Cup 2013/14, Preliminary Round |
| 01.09.2013 | | Mickleover Sports | – | Harborough Town | | 8:0 |
| Mickleover |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Harborough Town | – | Teversal | | 2:1 |
| Market Harborough |
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