[1] Starting this season, the Premier Division (step 5) in the league promotes two clubs; one as champions and one via a four-team play-off.
The 2023–24 SCEFL Challenge Cup was contested by all 37 clubs from both the Premier and First divisions (indicated by '(PD)' and '(FD)' respectively in the results listings below).
Defending champions Hollands & Blair (who defeated Fisher in the previous season's final) were knocked-out in the second round.
The cup was won by Erith Town for the second occasion in their history (having previously been winners in the 2007–08 season).
The final match was played at a neutral venue, this season at Star Meadow the home of Hollands & Blair F.C.