Thursday, 1 May 2025
FTMay 1
Middlesbrough CC
Scarborough Athletic Wednesday, 19 Mar 2025
FTMar 19Middlesbrough CC 
Redcar Town Tuesday, 18 Mar 2025
FTMar 18
Redcar AthleticScarborough Athletic Wednesday, 29 Jan 2025
FTJan 29Middlesbrough CC 
Guisborough Town Wednesday, 22 Jan 2025
FTJan 22
Great Ayton UnitedRedcar Town Tuesday, 7 Jan 2025
FTJan 7Scarborough Athletic 
TIBS Wednesday, 18 Dec 2024
FTDec 18Guisborough Town 
Pickering Town Tuesday, 17 Dec 2024
FTDec 17
Fishburn Park
Boro Rangers Wednesday, 27 Nov 2024
FTNov 27Great Ayton United 
Whitby Tuesday, 26 Nov 2024
FTNov 26
Northallerton TownRedcar Athletic Tuesday, 19 Nov 2024
FTNov 19
Marske UnitedMiddlesbrough CC 
