| 11 Aug 1954 | Canada in England 1954 | | Leicestershire and Rutland v Canadians |
| 30 Apr 1956 | Other matches in England 1956 | | Leicestershire v Northamptonshire |
| 29 Jun 1949 | Other matches in England 1949 | | Leicestershire Second XI v Lincolnshire |
| 21 Jun 1950 | Other matches in England 1950 | | Leicestershire Second XI v Nottinghamshire Second XI |
| 18 Jul 1951 | Other matches in England 1951 | | Leicestershire Second XI v Northamptonshire Second XI |
| 14 May 1952 | Other matches in England 1952 | | Leicestershire Second XI v Northamptonshire Second XI |
| 18 Jun 1953 | Other matches in England 1953 | | Leicestershire Second XI v Northamptonshire Second XI |
| 23 Aug 1954 | Other matches in England 1954 | | Leicestershire Second XI v Northamptonshire Second XI |
| 02 Aug 1994 | India Under-17s in England 1994 | | England Under-17s v India Under-17s |
| 03 Jun 1993 | Other matches in England 1993 | | National Association of Young Cricketers North v National Association of Young Cricketers South |
| 28 Jul 1859 | All England Eleven matches 1859 | | Rutland v All England Eleven |
| 23 Apr 2005 | Bews Brown Cup 2005 | First Round | Oakham v Long Sutton |
| 24 Jun 1933 | Other matches in England 1933 | | Rutland v Leicestershire Club and Ground |
| 15 Sep 1933 | Other matches in England 1933 | | Rutland v Leicestershire Club and Ground |
| 12 Jun 1882 | Other matches in England 1882 | | Rutland v Bedfordshire |
| 03 Jul 1885 | Other matches in England 1885 | | Rutland v Marylebone Cricket Club |
| 24 Jun 1886 | Other matches in England 1886 | | Rutland v Staffordshire |
| 29 Jul 1948 | Other matches in England 1948 | | Rutland v Leicestershire Club and Ground |
| 23 Jun 1949 | Other matches in England 1949 | | Rutland v Leicestershire Club and Ground |
| 01 Jun 1950 | Other matches in England 1950 | | Rutland v Leicestershire Club and Ground |
| 11 Jul 1974 | Other matches in England 1974 | | Oakham v Leicestershire Club and Ground |
| 06 Aug 1996 | National Association of Young Cricketers Two-Day Competition 1996 | | Leicestershire Young Cricketers v Nottinghamshire Cricket Association Under-19s |
| 21 Aug 1959 | Pakistan Eaglets in England and Ireland 1959 | | Rutland v Pakistan Eaglets |
| 17 Apr 2010 | Other matches in England 2010 | | Oakham v Oakham School |
| 12 Apr 2008 | Other matches in England 2008 | | Oakham v Oakham School |
| 07 Jul 1949 | Other matches in England 1949 | | Oakham v Oakham School |
| 27 May 1954 | Other matches in England 1954 | | Oakham v Oakham School |
| 24 May 1956 | Other matches in England 1956 | | Oakham v Oakham School |
| 23 May 1957 | Other matches in England 1957 | | Oakham v Oakham School |
| 22 May 1958 | Other matches in England 1958 | | Oakham v Oakham School |
| 01 Jul 1937 | Other matches in England 1937 | | Oakham v Oakham School |
| 11 May 1940 | Other matches in England 1940 | | Oakham v Oakham School |
| 30 May 1940 | Other matches in England 1940 | | Oakham v Oakham School |
| 10 Jul 1941 | Other matches in England 1941 | | Oakham v Oakham School |
| 12 Jun 1943 | Other matches in England 1943 | | Oakham v Oakham School |
| 22 Jul 1943 | Other matches in England 1943 | | Oakham School v Kingswood School |
| 17 Jun 1944 | Other matches in England 1944 | | Oakham v Oakham School |
| 10 May 1945 | Other matches in England 1945 | | Oakham v Oakham School |
| 16 Jun 1945 | Other matches in England 1945 | | Oakham v Oakham School |
| 11 May 1946 | Other matches in England 1946 | | Oakham v Oakham School |
| 04 Jul 1914 | Other matches in England 1914 | | Oakham v Oakham School |
| 01 Jul 1915 | Other matches in England 1915 | | Oakham Second XI v Oakham School Second XI |
| 08 Jul 1915 | Other matches in England 1915 | | Oakham v Oakham School |
| 14 Jun 1919 | Other matches in England 1919 | | Oakham v Oakham School |
| 26 Jun 1920 | Other matches in England 1920 | | Oakham v Oakham School |
| 26 Jun 1909 | Other matches in England 1909 | | Oakham v Oakham School |
| 02 Jun 1910 | Other matches in England 1910 | | Oakham v Oakham School |
| 29 Jun 1911 | Other matches in England 1911 | | Oakham v Oakham School |
| 04 Jul 1912 | Other matches in England 1912 | | Oakham v Oakham School |
| 21 Jun 1913 | Other matches in England 1913 | | Oakham v Oakham School |
| 26 May 1983 | Other matches in England 1983 | | Oakham School v Derbyshire Friars |
| 24 May 1984 | Other matches in England 1984 | | Oakham School v Kimbolton School |
| 10 Jun 1982 | Other matches in England 1982 | | Oakham School v Notts Amateurs |
| 18 Jun 1981 | Other matches in England 1981 | | Oakham Club and Ground v Oakham School Thursday XI |
| 25 Jun 1981 | Other matches in England 1981 | | Oakham Club and Ground v Southwell Clergy |
| 24 Sep 1881 | Other matches in England 1881 | | Rutland v Burghley Park |
| 15 Aug 1958 | Pakistan Eaglets in England 1958 | | Rutland v Pakistan Eaglets |
| 05 Jul 1977 | Other matches in England 1977 | | Oakham v The Forty Club |
| 12 Jul 2004 | The Forty Club Inter-District Tournament 2004 | Northern Festival Semi-Final | The Forty Club North East v The Forty Club Scotland |
| 29 Aug 2006 | The Forty Club Inter-District Tournament 2006 | Semi-Final | The Forty Club Kent and East Sussex v The Forty Club North West |
| 23 Jul 2009 | Cricketers' Club of New South Wales in England 2009 | | The Forty Club v Cricketers' Club of New South Wales |
| 07 Aug 1882 | Other matches in England 1882 | | Rutland v Notts Amateurs |
| 01 Aug 1881 | Other matches in England 1881 | | Rutland v Notts Amateurs |
| 26 Apr 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Kegworth Town Second XI |
| 10 May 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Newtown Linford Second XI |
| 24 May 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Syston Town Second XI |
| 07 Jun 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Stoughton and Thurnby Second XI |
| 28 Jun 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Cosby |
| 05 Jul 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Illston Abey |
| 19 Jul 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Mountsorrel Castle |
| 02 Aug 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Electricity Sports |
| 16 Aug 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Uppingham Town |
| 23 Aug 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Quorn |
| 06 Sep 2014 | Leicestershire and Rutland Cricket League Division Three 2014 | | Oakham v Egerton Park |
| 11 May 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Quorn |
| 25 May 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Stoughton and Thurnby Second XI |
| 08 Jun 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Electricity Sports |
| 22 Jun 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Kegworth Town Second XI |
| 06 Jul 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Shepshed Messengers |
| 13 Jul 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Cosby |
| 20 Jul 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Bitteswell |
| 03 Aug 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Newtown Linford Second XI |
| 17 Aug 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Lutterworth Second XI |
| 31 Aug 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Billesdon |
| 14 Sep 2013 | Everards Leicestershire County Cricket League Division Three 2013 | | Oakham v Mountsorrel Castle |
| 05 May 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Bitteswell |
| 19 May 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Newtown Linford Second XI |
| 09 Jun 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Shepshed Messengers |
| 23 Jun 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Stoughton and Thurnby Second XI |
| 07 Jul 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Barwell |
| 14 Jul 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Market Bosworth |
| 28 Jul 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Cosby |
| 11 Aug 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Ibstock Town Second XI |
| 18 Aug 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Enderby |
| 01 Sep 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Billesdon |
| 15 Sep 2012 | Everards Leicestershire County Cricket League Division Three 2012 | | Oakham v Kegworth Town Second XI |
| 18 Apr 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Ibstock Town |
| 02 May 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Ashby Hastings |
| 16 May 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Lutterworth Second XI |
| 30 May 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Narborough and Littlethorpe |
| 13 Jun 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Countesthorpe |
| 20 Jun 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Leicester Ivanhoe Second XI |
| 11 Jul 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Loughborough Carillon |
| 25 Jul 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Sileby Town Second XI |
| 08 Aug 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Uppingham Town |
| 29 Aug 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Billesdon |
| 05 Sep 2015 | Leicestershire and Rutland Cricket League Division Two 2015 | | Oakham v Shepshed Town |
| 08 Jul 1970 | Staggerers in Denmark and England 1970 | | Leicestershire Gentlemen v Staggerers |
| 27 Sep 1882 | Other matches in England 1882 | | Rutland v Rutland Next XXII |
| 27 Jun 1888 | Other matches in England 1888 | | Oakham Institute v Oakham School |
| 28 Jul 1887 | Other matches in England 1887 | | Oakham Amateurs v Oakham School |
| 02 Jun 1886 | Other matches in England 1886 | | Oakham School v J Furley's XI |
| 07 Jul 1886 | Other matches in England 1886 | | Oakham School v Oakham Institute |
| 14 Jul 1886 | Other matches in England 1886 | | Oakham School v Kettering Town |
| 26 Jul 1886 | Other matches in England 1886 | | Oakham School v HW Fitch's XI |
| 28 Jul 1886 | Other matches in England 1886 | | Oakham School v Old Oakhamians |
| 15 Jun 1889 | Other matches in England 1889 | | Oakham Amateurs v Oakham School |
| 25 Jun 1891 | Other matches in England 1891 | | Oakham v Oakham School |
| 15 Jul 1891 | Other matches in England 1891 | | Oakham School v Oakham Amateurs |
| 18 May 1892 | Other matches in England 1892 | | Oakham School v Oakham Amateurs |
| 04 Jun 1892 | Other matches in England 1892 | | Oakham School v Oakham Amateurs |
| 08 Jun 1892 | Other matches in England 1892 | | Oakham School v Oundle School |
| 11 Jun 1892 | Other matches in England 1892 | | Oakham v Oakham School |
| 11 Jul 1894 | Other matches in England 1894 | | Oakham v Oakham School |
| 22 Jun 1977 | Staggerers in Europe 1977 | | Leicestershire Gentlemen v Staggerers |
| 13 Jul 2004 | The Forty Club Inter-District Tournament 2004 | Northern Festival 3rd Place Play-off | The Forty Club East Midlands v The Forty Club Scotland |
| 23 Apr 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Leicester Ivanhoe Second XI |
| 07 May 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Lutterworth Second XI |
| 14 May 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Countesthorpe |
| 28 May 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Langtons |
| 11 Jun 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Billesdon |
| 25 Jun 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Barwell |
| 23 Jul 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Kirby Muxloe |
| 06 Aug 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Narborough and Littlethorpe |
| 20 Aug 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Loughborough Carillon |
| 03 Sep 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Egerton Park |
| 10 Sep 2016 | Leicestershire and Rutland Cricket League Division Two 2016 | | Oakham v Ibstock Town |
| 05 Jul 1906 | Other matches in England 1906 | | Oakham Second XI v Oakham School Second XI |
| 15 Aug 2020 | Leicestershire and Rutland Cricket League 2020 | Group 3 | Oakham v Kibworth |
| 29 Aug 2020 | Leicestershire and Rutland Cricket League 2020 | Group 3 | Oakham v Syston Town |
| 05 Aug 1956 | Other matches in England 1956 | | Oakham v Little Stoke |
| 20 Sep 2023 | Other matches in England 2023 | | Leicestershire Over-50s v The Forty Club |
| 11 Jun 1935 | Other matches in England 1935 | | Oakham v Leicestershire Gentlemen |
| 25 Jul 1935 | Other matches in England 1935 | | Rutland v Leicestershire |
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