The Southern Counties Challenge Cup is contested by the twelve member clubs of the South of Scotland League and other senior clubs who are members of the Southern Counties FA.
Despite moving to the West of Scotland League for this season, Threave Rovers continue to participate.
The format is straight knockout. Lowland League side Dalbeattie Star won the cup last season and are current holders.
2022-23 COMPETITION (2016-17, 2017-18, 2018-19, 2019-20, 2020-21 not played, 2021-22)
First Round (Jan 21)
- Lochmaben 2-3 Stranraer (Feb 18, post Jan 21)
- Nithsdale Wanderers 1-4 Queen of the South (Feb 18, post Jan 21)
- St Cuthbert Wanderers 3-1 Threave Rovers (Feb 18)
- Dalbeattie Star 1-0 Creetown (Feb 22, post Jan 21 @ Palmerston Park)
- Mid Annandale 2-7 Caledonian Braves (Feb 22, post Jan 20)
- Wigtown & Bladnoch 1-1(4-3p) Newton Stewart (Mar 1, post Jan 21)
- Upper Annandale 3-5 Abbey Vale (Mar 11, post Jan 21)
Bye : Lochar Thistle
- Wigtown & Bladnoch 1-4 Queen of the South (Apr 8)
- St Cuthbert Wanderers 0-2 Dalbeattie Star (Apr 12)
- Lochar Thistle 2-1 Stranraer (Apr 22)
- Abbey Vale 2-4 Caledonian Braves (May 3)
- Dalbeattie Star 2-0 Lochar Thistle (May 3)
- Caledonian Braves 6-1 Queen of the South (May 9)
- Dalbeattie Star 1-3 Caledonian Braves (@ Galabank, Annan)