Senior Cup 1930-1931
Round 1
	Old Bancroftians		Old Grocers	2―5
	Alleyn Old Boys		Old Derbeians	7―3
	Old Guildfordians		Old Stationers	0―5
	Old Westminster Citizens		Old Oxford Citizens	8―2
	Old Owens		Old Finchleians	3―3
	Old Rutlishians		Old Colfeians	3―1
Round 2
	Alleyn Old Boys		Old Rutlishians	3―0
	Old Owens		Old Stationers	4―4, 1―2
	Old Westminster Citizens		Old Mercers	11―0
	Old Grocers		Old Grammarians	10―1
Semi-Finals
	Old Grocers		Old Stationers	3―2
	Old Westminster Citizens		Alleyn Old Boys	2―2, 1―2
Final
	Old Grocers		Alleyn Old Boys	1―0
Senior Cup 1931-1932
Round 1
	Old Derbeians		Old Grammarians	W―L
	Old Bancroftians		Old Guildfordians	5―5, 1―3
	Old Westminster Citizens		Old Oxford Citizens	W―L
	Old Stationers		Old Chigwellians	6―1
	Old Owens		Old Mercers	W―L
	Old Colfeians		Old Rutlishians	4―1
	Old Ardinians		Old Grocers	W―L
	Old Finchleians		Alleyn Old Boys	2―1
Round 2
	Old Guildfordians		Old Owens	3―2
	Old Colfeians		Old Westminster Citizens	3―2
	Old Stationers		Old Derbeians	9―1
	Old Finchleians		Old Ardinians	3―6
Semi-Finals
	Old Colfeians		Old Ardinians	1―3
	Old Guildfordians		Old Stationers	0―6
Final
	Old Stationers		Old Ardinians	5―4
Senior Cup 1932-1933
Round 1
	Old Guildfordians		Alleyn Old Boys	L―W
	Old Oxford Citizens		Old Westminster Citizens	?―?
	Old Grocers		Old Finchleians	1―0
	Old Mercers		Old Derbeians	W―L
	Old Ardinians		Old Grammarians	W―L
	Old Chigwellians		Old Stationers	1―1, 3―1
Round 2
	Alleyn Old Boys		Winner of Game 2	W―L
	Old Ardinians		Old Grocers	W―L
	Old Mercers		Old Colfeians	1―2
	Old Chigwellians		Old Owens	L―W
Semi-Finals
	Old Ardinians		Alleyn Old Boys	4―0
	Old Owens		Old Colfeians	4―2
Final
	Old Ardinians		Old Owens	3―2
Senior Cup 1933-1934
Round 1
	Old Grocers		Old Colfeians	4―0
	Old Stationers		Old Grammarians	8―0
	Old Finchleians		Brighton Old Grammarians	3―3, 2―7
	Old Guildfordians		Old Owens	L―W
	Old Mercers		unknown	W―L
Round 2
	Old Finchleians		Old Grocers	1―1, 0―0, W―L
	Old Brentwoods		Old Owens	1―3
	Old Mercers		unknown	W―L
	Old Stationers		Old Derbeians	0―2
Semi-Finals
	Old Owens		Old Finchleians	4―1
	Old Mercers		Old Derbeians	W―L
Final
	Old Owens		Old Mercers	2―1
Senior Cup 1934-1935
Round 1
	Old Stationers		Old Mercers	L―W
	Old Derbeians		Old Colfeians	3―1
	Brighton Old Grammarians		Old Guildfordians	?―?
	Alleyn Old Boys		Old Westminster Citizens	0―5
	Old Oxford Citizens		Old Grocers	?―?
	Old Owens		Old Chigwellians	W―L
	Old Brentwoods		Old Grammarians	L―W
	Old Olavians		Old Finchleians	1―2
Round 2
	Old Derbeians		Old Finchleians	2―1
	Old Owens		Winner of Game 5	W―L
	Old Mercers		Old Westminster Citizens	2―0
	Winner of Game 3		Old Grammarians	L―W
Semi-Finals
	Old Owens		Old Derbeians	W―L
	Old Grammarians		Old Mercers	6―4
Final
	Old Owens		Old Grammarians	4―0
Senior Cup 1935-1936
Round 1
	Brighton Old Grammarians		Old Colfeians	0―3
	Old Stationers		Old Guildfordians	3―1
	Old Mercers		Old Chigwellians	W―L
	Old Grammarians		Old Owens	2―5
	Old Olavians		Old Finchleians	0―0, 0―1
	Alleyn Old Boys		Old Oxford Citizens	W―L
	Old Bromleians		Old Grocers	2―4
	Old Westminster Citizens		Old Derbeians	1―0
Round 2
	Old Stationers		Old Westminster Citizens	3―2
	Alleyn Old Boys		Old Finchleians	2―2, 3―4
	Old Colfeians		Old Owens	0―4
	Old Mercers		Old Grocers	0―3
Semi-Finals
	Old Finchleians		Old Stationers	1―3
	Old Grocers		Old Owens	2―4
Final
	Old Owens		Old Stationers	4―0
Senior Cup 1936-1937
Round 1
	Old Guildfordians		Old Mercers	3―1
	Old Grocers		Old Oxford Citizens	W―L
	Old Olavians		Old Bromleians	1―2
	Old Derbeians		Old Colfeians	W―L
	Old Finchleians		Old Grammarians	1―2
	Old Owens		Old Westminster Citizens	0―1
	Old Stationers		Old Libertians	8―3
	Alleyn Old Boys		Brighton Old Grammarians	10―3
Round 2
	Old Grocers		Old Bromleians	2―1
	Old Guildfordians		Old Grammarians	1―3
	Old Derbeians		Alleyn Old Boys	L―W
	Old Stationers		Old Westminster Citizens	4―3
Semi-Finals
	Old Stationers		Old Grocers	1―0
	Alleyn Old Boys		Old Grammarians	0―2
Final
	Old Stationers		Old Grammarians	4―2
Senior Cup 1937-1938
Round 1
	Old Derbeians		Old Olavians	14―0
	Alleyn Old Boys		Old Guildfordians	2―1
	Old Finchleians		Old Grocers	1―7
	Old Bromleians		Old Libertians	5―0
	Old Oxford Citizens		Old Westminster Citizens	2―7
	Old Mercers		Old Colfeians	6―2
	Old Owens		Brighton Old Grammarians	4―3
	Old Grammarians		Old Stationers	3―1
Round 2
	Old Mercers		Old Grocers	0―4
	Old Bromleians		Old Derbeians	1―2
	Alleyn Old Boys		Old Grammarians	0―1
	Old Owens		Old Westminster Citizens	2―0
Semi-Finals
	Old Owens		Old Grocers	2―1
	Old Grammarians		Old Derbeians	6―1
Final
	Old Owens		Old Grammarians	2―1
Senior Cup 1938-1939
Preliminary Round
	Old Bromleians		Old Westminster Citizens	1―3
Round 1
	Old Mercers		Old Westminster Citizens	1―1, 0―4
	Old Oxford Citizens		Old Libertians	?―?
	Old Finchleians		Old Olavians	?―?
	Old Latymerians		Old Owens	W―L
	Old Guildfordians		Alleyn Old Boys	W―L
	Brighton Old Grammarians		Old Grammarians	L―W
	Old Derbeians		Old Colfeians	3―1
	Old Grocers		Old Stationers	0―2
Round 2
	Old Derbeians		Old Latymerians	2―4
	Old Stationers		Winner of Game 2	W―L
	Winner of Game 3		Alleyn Old Boys	L―W
	Old Westminster Citizens		Old Grammarians	7―2
Semi-Finals
	Old Latymerians		Alleyn Old Boys	7―2
	Old Stationers		Old Westminster Citizens	3―2
Final
	Old Latymerians		Old Stationers	3―2