FA Cup 2015/16, Extra Preliminary Round |
 | 15.08.2015 | | Sherborne Town | – | New Milton Town | | 2:0 |
| Sherborne |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | New Milton Town | – | Newport Isle of Wight | | 0:2 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 23.08.2011 | | New Milton Town | – | Alton Town | | 0:6 * |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Alton Town | – | New Milton Town | | 1:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 17.08.2010 | | Longwell Green Sports | – | New Milton Town | | 3:2 * |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | New Milton Town | – | Longwell Green Sports | | 1:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Witney United | – | New Milton Town | | 3:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | New Milton Town | – | Cowes Sports | | 4:1 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | New Milton Town | – | Downton | | 1:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | New Milton Town | – | Amesbury Town | | 5:0 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | New Milton Town | – | AFC Totton | | 1:5 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 03.10.2006 | | Basingstoke Town | – | Lymington & New Milton | | 1:0 * |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Lymington & New Milton | – | Basingstoke Town | | 0:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Cowes Sports | – | Lymington & New Milton | | 1:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Lymington & New Milton | – | Shoreham | | 4:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Lymington & New Milton | – | Dover Athletic | | 0:2 |
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FA Cup 2004/05, Fourth Qualifying Round |
| | | Woking | – | Lymington & New Milton | | 4:2 (2:1) * |
| |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Lymington & New Milton | – | Woking | | 1:1 (0:1) |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Merthyr Tydfil | – | Lymington & New Milton | | 0:1 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Lymington & New Milton | – | Chippenham Town | | 3:2 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Molesey | – | Lymington & New Milton | | 0:2 |
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FA Cup 2004/05, Preliminary Round |
| | | Sittingbourne | – | Lymington & New Milton | | 1:2 * |
| |
FA Cup 2004/05, Preliminary Round |
| | | Lymington & New Milton | – | Sittingbourne | | 1:1 |
| |
FA Cup 2003/04, Fourth Qualifying Round |
| | | Salisbury City | – | Lymington & New Milton | | 5:1 (2:1) |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Lymington & New Milton | – | Highworth Town | | 2:0 (0:0) |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Lymington & New Milton | – | Clevedon United | | 8:2 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Lymington & New Milton | – | Erith & Belvedere | | 1:0 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Whitehawk | – | Lymington & New Milton | | 0:2 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Reading Town | – | Lymington & New Milton | | 1:2 |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Lymington & New Milton | – | Crawley Town | | 0:2 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Lymington & New Milton | – | Cheshunt | | 3:1 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Hillingdon Borough | – | Lymington & New Milton | | 2:3 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Dulwich Hamlet | – | Lymington & New Milton | | 1:3 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Lymington & New Milton | – | Dulwich Hamlet | | 1:1 |
| |
FA Cup 2002/03, Extra Preliminary Round |
| | | East Preston | – | Lymington & New Milton | | 1:2 * |
| |
FA Cup 2002/03, Extra Preliminary Round |
| | | Lymington & New Milton | – | East Preston | | 2:2 |
| |
FA Cup 2001/02, Extra Preliminary Round |
| | | Lymington & New Milton | – | Burgess Hill Town | | 0:6 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Lymington & New Milton | – | Oxford City | | 0:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Lymington & New Milton | – | Didcot Town | | 2:1 |
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FA Cup 1999/00, Fourth Qualifying Round |
| | | Lymington & New Milton | – | Aldershot Town | | 1:3 (1:1) |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Lymington & New Milton | – | Clevedon Town | | 3:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Tuffley Rovers | – | Lymington & New Milton | | 0:5 * |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Lymington & New Milton | – | Tuffley Rovers | | 1:1 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Lymington & New Milton | – | Bideford | | 3:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Bridgwater Town | – | Lymington & New Milton | | 0:5 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Lymington & New Milton | – | Sheppey United | | 1:2 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Sheppey United | – | Lymington & New Milton | | 0:0 |
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