1st Round
16.10.2021	Old Sennockians		1 - 7		Old Chigwellians
23.10.2021	Old Westminsters		1 - 2		Old Ardinians
23.10.2021	Old Aldenhamians		1 - 4		Old Berkhamstedians
23.10.2021	Old Amplefordians		L - W		KCS Old Boys
23.10.2021	Old Cholmeleians		4 - 1		Old Rugbeians
23.10.2021	Old Radleians		2 - 5		Old Reptonians
23.10.2021	Old Wykehamists		6 - 2		Old Eastbournians
23.10.2021	Old Foresters		0 - 2		Old Tonbridgians
23.10.2021	Old Bradfieldians		8 - 0		Old Kingstonians
30.10.2021	Old Merchant Taylors		1 - 2		Old Shirburnians
30.10.2021	Old Salopians		4 - 0		Old Kimboltonians
30.10.2021	Lancing Old Boys		8 - 1		Old Malvernians
2nd Round
30.10.2021	Old Brentwoods		2 - 1		Old Harrovians
18.12.2021	KCS Old Boys		4 - 2		Old Wykehamists
18.12.2021	Old Alleynians		3 - 4		Old Chigwellians
18.12.2021	Old Etonians		2 - 1		Lancing Old Boys
18.12.2021	Old Berkhamstedians		1 - 6		Old Reptonians
18.12.2021	Old Shirburnians		W - L		Old Cholmeleians
18.12.2021	Old Bradfieldians		†5 - 3†		Old Ardinians
18.12.2021	Old Brentwoods		3 - 2		Old Tonbridgians
Quarter-Finals
12.02.2022	Old Etonians		4 - 3		KCS Old Boys
12.02.2022	Old Bradfieldians		5 - 2		Old Brentwoods
19.02.2022	Old Shirburnians		1 - 3		Old Reptonians
19.02.2022	Old Salopians		1 - 2		Old Chigwellians
Semi-Final
12.03.2022	Old Etonians		†5 - 5†		Old Bradfieldians
16.04.2022	Old Bradfieldians		1 - 2		Old Etonians
12.03.2022	Old Chigwellians		1 - 3		Old Reptonians
Final (Merchant Taylors School, Northwood)
30.04.2022	Old Etonians		1 - 7		Old Reptonians