1990–91 Highland Football League

• Aberdeen 'A'¹
• Black Watch
• Caledonian²
• Cameron Highlanders
• Elgin City³
• Elgin Caledonian
• Highland Light Infantry
• Highland Garrison Training Battalion
• Inverness Celtic
• Inverness Citadel
• Inverness Thistle²
• Inverness Union⁴
• King's Own Scottish Borderers
• Peterhead³
• RAF Kinloss
• Ross County³
• Sutherland Highlanders

Defunct teams in italics. ¹Reserve team of Aberdeen. ²Teams merged to form Inverness Caledonian Thistle. ³Currently playing in the Scottish Professional Football League. ⁴Merged with Inverness Thistle in 1895

• 1990-91
• 1991-92
• 1992-93
• 1993-94
• 1994-95
• 1995-96
• 1996-97
• 1997-98
• 1998–99
• 1999–2000
• 2000–01
• 2001–02
• 2002–03
• 2003–04
• 2004–05
• 2005–06
• 2006–07
• 2007–08
• 2008–09
• 2009–10
• 2010–11
• 2011–12
• 2012–13
• 2013–14
• 2014–15