TAY VALLEY CHALLENGE SHIELD DIVISION TWO
(Presented by Tay Valley AFC)
PAST WINNERS
| 2010/11 | Coldside United |
| 2009/10 | St Michaels AFC |
| 2008/09 | Cup withheld |
| 2007/08 | Bank Street Athletic |
| 2006/07 | Dawson Athletic |
| 2005/06 | St James |
| 2004/05 | Lincraig SC |
| 2003/04 | Newgate Amateurs |
| 2002/03 | Invergowrie |
| 2001/02 | Carnoustie YM |
| 2000/01 | Carnoustie YM/HS |
| 1999/00 | Harris Academy F.P. |
| 1998/99 | Dundee Shamrock |
| 1997/98 | Carnoustie YM/HS |
| 1996/97 | Harris Academy F.P. |
| 1995/96 | T/CSSC |
| 1994/95 | Douglas Amateurs |
| 1993/94 | Fintry Thistle |
| 1992/93 | Birkhead |
| 1991/92 | Letham Lads Club |
| 1990/91 | Kingsway Athletic |
| 1989/90 | Broughty United |
| 1988/89 | Monifieth |
| 1987/88 | Arbroath Harp |
| 1986/87 | Logie Harp |
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