| 23 May 1906 | Other matches in England 1906 | | Cranleigh School v St John's School, Leatherhead |
| 28 Jun 1924 | Other matches in England 1924 | | Cranleigh School v Dulwich College |
| 17 Jun 1925 | Other matches in England 1925 | | Cranleigh School v Highgate School |
| 01 Jul 1925 | Other matches in England 1925 | | Cranleigh School v Epsom College |
| 11 Jun 1926 | Other matches in England 1926 | | Cranleigh School v St John's School, Leatherhead |
| 19 Jun 1926 | Other matches in England 1926 | | Cranleigh School v Mill Hill School |
| 15 Jun 1927 | Other matches in England 1927 | | Cranleigh School v Highgate School |
| 18 Jun 1927 | Other matches in England 1927 | | Cranleigh School v Christ's Hospital |
| 17 Jun 1931 | Other matches in England 1931 | | Cranleigh School v Highgate School |
| 22 Jun 1932 | Other matches in England 1932 | | Cranleigh School v Mill Hill School |
| 26 Jun 1935 | Other matches in England 1935 | | Cranleigh School v Highgate School |
| 30 Jun 1937 | Other matches in England 1937 | | Cranleigh School v Highgate School |
| 25 May 1940 | Other matches in England 1940 | | Cranleigh School v Brighton College |
| 22 May 1941 | Other matches in England 1941 | | Cranleigh School v Brighton College |
| 13 Jun 1942 | Other matches in England 1942 | | Cranleigh School v Brighton College |
| 04 Jul 1951 | Other matches in England 1951 | | Cranleigh School v Christ's Hospital |
| 24 Jul 1982 | Other matches in England 1982 | | Old Cranleighans v Nomads |
| 10 Jul 1965 | Other matches in England 1965 | | Cranleigh School v St John's School, Leatherhead |
| 09 Jun 1964 | Other matches in England 1964 | | Cranleigh School v Marylebone Cricket Club |
| 19 Jun 2010 | Other matches in England 2010 | | Cranleigh School v Tonbridge School |
| 09 Jul 2012 | Other matches in England 2012 | | Old Cranleighans v Millfield School Old Boys |
| 23 Jun 2002 | Brewers Cup 2002 | First Round | Old Cranleighans v Old Johnians |
| 20 Jul 2003 | Brewers Cup 2003 | Quarter-Final | Old Cranleighans v Old Aldenhamians |
| 20 Jun 2004 | Brewers Cup 2004 | First Round | Old Cranleighans v Old Johnians |
| 10 Jul 2012 | Other matches in England 2012 | | Cranleigh School v Marylebone Cricket Club |
| 08 Jul 1931 | Other matches in England 1931 | | Cranleigh School v Incogniti |
| 11 Jul 1931 | Other matches in England 1931 | | Cranleigh School v Grasshoppers |
| 21 May 1996 | Other matches in England 1996 | | Cranleigh School v The Forty Club |
| 01 Jul 1931 | Other matches in England 1931 | | Cranleigh School v Christ's Hospital |
| 27 Jun 1931 | Other matches in England 1931 | | Cranleigh School v Epsom College |
| 15 Jun 1931 | Other matches in England 1931 | | Cranleigh School v Marylebone Cricket Club |
| 03 Jun 1931 | Other matches in England 1931 | | Cranleigh School v Cryptics |
| 06 Jul 2014 | Other matches in England 2014 | | Old Cranleighans v Eton Ramblers |
| 01 Jun 2014 | Other matches in England 2014 | | Arabs v Marylebone Cricket Club |
| 28 Jul 1979 | Other matches in England 1979 | | Old Cranleighans v Nomads |
| 26 Jul 1980 | Other matches in England 1980 | | Old Cranleighans v Nomads |
| 25 Jul 1981 | Other matches in England 1981 | | Old Cranleighans v Nomads |
| 21 Jun 2014 | Other matches in England 2014 | | Cranleigh School v Royal Grammar School, Guildford |
| 26 Jun 2014 | Other matches in England 2014 | | Cranleigh School Under-15s v Portsmouth Grammar School Under-15s |
| 01 Jul 2014 | Other matches in England 2014 | | Cranleigh School v Charterhouse School |
| 03 Jul 2014 | Other matches in England 2014 | | Cranleigh School v Old Cranleighans |
| 05 Jul 2015 | Other matches in England 2015 | | Old Cranleighans v Eton Ramblers |
| 07 May 2016 | Other matches in England 2016 | | Cranleigh School v Tonbridge School |
| 26 Apr 2014 | Other matches in England 2014 | | Cranleigh School v Tonbridge School |
| 24 Jun 1932 | Other matches in England 1932 | | Cranleigh School v Marylebone Cricket Club |
| 05 Jul 1933 | Other matches in England 1933 | | Cranleigh School v Marylebone Cricket Club |
| 09 Jul 2017 | Other matches in England 2017 | | Old Cranleighans v Eton Ramblers |
| 11 Jul 2021 | Other matches in England 2021 | | Old Cranleighans v Eton Ramblers |
| 04 Aug 1922 | Other matches in England 1922 | | Old Cranleighans v Old Felstedians |
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