| Year | Premier Division | Division 1 | Swindon Adver Cup | George Thomas Memorial / Don Rogers Cup |
| 1990/91 | GENESIS | |||
| 1991/92 | GENESIS | IVY LEAF | ||
| 1992/93 | MONKEY CLUB | W.H SMITH | ||
| 1993/94 | OLD NICK | WHITE HART, LYNEHAM | PINEHURST COMMUNITY CENTRE | |
| 1994/95 | OLD NICK | NEW INN | OLD NICK | JOHN O’FLYNN |
| 1995/96 | IVY LEAF | MOONRAKERS | IVY LEAF | JACOBS LADDER |
| 1996/97 | JACOBS LADDER | WROUGHTON | FC VENUS | WROUGHTON |
| 1997/98 | JACOBS LADDER | PRINCESS HOTEL / COUNTY GROUND HOTEL | JACOBS LADDER | BLISS MENSWEAR |
| 1998/99 | HUNT STREET CLUB | BLISS MENSWEAR | SWINDON EAGLES | |
| 1999/00 | A.F.C DOLPHIN | SWINDON EAGLES | COUNTY GROUND A.F.C | ARTOIS ATHLETIC |
| 2000/01 | COUNTY GROUND A.F.C | FUSION COLEVIEW | LIDEN | QUEENSTOWN |
| 2001/02 | COUNTY GROUND A.F.C | BULLDOG | WHEATSHEAF SPORTS | BULLDOG |
| 2002/03 | 147 CLUB | QUEENSTOWN | CUSTOM HOMES | THE REGENT |
| 2003/04 | ZURICH | COUNTY GROUND A.F.C RESERVES | WINDMILL | WROUGHTON |
| 2004/05 | WINDMILL | SHIELD AND DAGGER | ZURICH | RIDGEWAY |
| 2005/06 | SHIELD & DAGGER | THE MERLIN | ZURICH | LIDEN FC |
| 2006/07 | QUEENSFIELD | FRATELLOS | FRATELLOS | RODBOURNE ARMS |
| 2007/08 | RODBOURNE ARMS | BULLDOG | RODBOURNE ARMS | SOUTH SWINDON |
| 2008/09 | FRATELLOS | PINEHURST ATHLETIC | QUEENSTOWN | MOONRAKERS |
| 2009/10 | QUEENSFIELD | CRUMPLED HORN | OLD TOWN WANDERERS | QUEENSTOWN |
| 2010/11 | QUEENSFIELD | No Competiton | QUEENSFIELD UNITED | SWINDON AUTO ENGINE TUNE |
| 2011/12 | FRATELLOS | No Competiton | QUEENSFIELD UNITED | SPECTRUM |
| 2012/13 | FRATELLOS | OLD TOWN UNITED | FRATELLOS | FERNDALE WORKING MENS CLUB |
| 2013/14 | FRATELLOS | LOWER STRATTON | FRATELLOS | LOWER STRATTON |
| 2014/15 | AVTAR CONSTRUCTION | KS MILTAX | AVTAR CONSTRUCTION | OLD TOWN UNITED |
| 2015/16 | TAWNY OWL | SWINDON SPITFIRES | TAWNY OWL | BASSETT BULLDOGS |
| 2016/17 | TAWNY OWL | SPORT 4 PINEHURST | TAWNY OWL | WROUGHTON RESERVES |
| 2017/18 | TAWNY OWL | RUBY REMOVALS | BAKERS ARMS | DORCAN |