FA Cup 2016/17, First Qualifying Round |
 | 03.09.2016 | | Gillingham Town | – | Cirencester Town | | 0:2 |
| Gillingham |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Gillingham Town | – | AFC Totton | | 2:0 |
| Gillingham |
FA Cup 2016/17, Extra Preliminary Round |
| 09.08.2016 | | Gillingham Town | – | Bristol Manor Farm | | 4:3 * |
| Gillingham |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Bristol Manor Farm | – | Gillingham Town | | 1:1 |
| Bristol |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Andover Town | – | Gillingham Town | | 3:0 |
| Andover |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | AFC Totton | – | Gillingham Town | | 2:0 |
| Totton |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Gillingham Town | – | Almondsbury UWE | | 4:1 |
| Gillingham |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Corsham Town | – | Gillingham Town | | 3:2 |
| Corsham |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Gillingham Town | – | Sholing | | 1:3 (0:1) |
| Gillingham |
FA Cup 2012/13, First Qualifying Round |
| 11.09.2012 | | Taunton Town | – | Gillingham Town | | 1:3 (0:1) * |
| Taunton |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Gillingham Town | – | Taunton Town | | 0:0 |
| Gillingham |
FA Cup 2012/13, Preliminary Round |
| 28.08.2012 | | Bishop Sutton | – | Gillingham Town | | 2:3 * |
| Bishop Sutton |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Gillingham Town | – | Bishop Sutton | | 3:3 |
| Gillingham |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Gillingham Town | – | Tavistock | | 5:0 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Gillingham Town | – | Newbury | | 1:2 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Larkhall Athletic | – | Gillingham Town | | 5:1 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 29.09.2009 | | Mangotsfield United | – | Gillingham Town | | 3:0 * |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Gillingham Town | – | Mangotsfield United | | 3:3 |
| |
FA Cup 2009/10, First Qualifying Round |
| 15.09.2009 | | Gillingham Town | – | Saltash United | | 6:5 * |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Saltash United | – | Gillingham Town | | 1:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Gillingham Town | – | Portishead Town | | 6:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Gillingham Town | – | Cullompton Rangers | | 5:1 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Bridport | – | Gillingham Town | | 3:0 aet |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 19.08.2008 | | Saltash United | – | Gillingham Town | | 2:4 * |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Gillingham Town | – | Saltash United | | 2:2 |
| |
