(became known as Sheffield Senior Cup)

Began in 1877, it was the first regional competition and is the third oldest cup competition in the world (after the FA Cup and Scottish FA Cup).

Wednesday were the great power in the early years, but after the introduction of league football, both Wednesday and United only entered their reserves, and eventually withdrew completely.

Wednesday Wins
1877
1878
1881
1883
1887
1888

Wednesday Reserves Wins
1895
1900
1902
1903
1907
1921
1922
1926
1928
1929
1931
1932

Wednesday 'A' Wins
1954