The Southern Counties Challenge Cup is contested by the sixteen member clubs of the South of Scotland League plus Dalbeattie Star, Edusport Academy and Queen of the South.
The format is straight knockout.
2018-19 COMPETITION (2016-17, 2017-18)
First Round (Dec 1)
- Abbey Vale 1-2 Mid Annandale
- Lochmaben 1-4 St Cuthbert Wanderers
- Newton Stewart 0-8 Dalbeattie Star
Second Round (Jan 19)
- Annan Athletic 0-2 Lochar Thistle (Jan 18)
- Queen of the South XI 3-2 Threave Rovers (Jan 18)
- Bonnyton Thistle 13-1 Dumfries YMCA
- Dalbeattie Star 6-1 Creetown
- Edusport Academy 3-0 St Cuthbert Wanderers
- Heston Rovers 3-0 Mid Annandale
- Upper Annandale 3-1 Nithsdale Wanderers
- Wigtown & Bladnoch 0-3 Stranraer (Feb 9, post Jan 19)
Third Round
- Heston Rovers 2-3 Queen of the South (Feb 8)
- Dalbeattie Star 2-4 Lochar Thistle (Feb 9)
- Stranraer 1-3 Bonnyton Thistle (Mar 27)
- Upper Annandale 1-3 Edusport Academy (Apr 6, post Feb 9)
Semi Finals
- Bonnyton Thistle 3-0 Lochar Thistle (Apr 15)
- Queen of the South 1-0 Edusport Academy (Apr 17)
Final
- Bonnyton Thistle 1-1(4-2p) Queen of the South (May 29 @ Lorimer Park, Sanquhar)