| 13 Jun 2003 | Bertie Joel Cup 2003 | Second Round | Old Wimbledonians v Chiswick and Latymer |
| 25 Jun 2003 | Bertie Joel Cup 2003 | Quarter-Final | Old Wimbledonians v Waltham |
| 23 Jun 2006 | Bertie Joel Cup 2006 | Second Round | Old Wimbledonians v AJ Sports |
| 04 Jun 2010 | Bertie Joel Cup 2010 | First Round | Old Wimbledonians v Egham |
| 30 Jun 1896 | Other matches in England 1896 | | Albert and Edmunds Troupe v Westminster Wanderers |
| 24 Jun 2011 | Bertie Joel Cup 2011 | Second Round | Old Wimbledonians v East Molesey |
| 01 Aug 2011 | Bertie Joel Cup 2011 | Quarter-Final | Old Wimbledonians v AJ Sports |
| 29 Jul 1958 | Other matches in England 1958 | | English Schools Cricket Association South Under-15s v English Schools Cricket Association North Under-15s |
| 06 Jun 2012 | Bertie Joel Cup 2012 | Second Round | Old Wimbledonians v South Woodford |
| 27 May 2013 | Bertie Joel Cup 2013 | Second Round | Old Wimbledonians v Sutton |
| 10 May 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Staines and Laleham |
| 07 Jun 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Woking and Horsell |
| 21 Jun 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Ashford |
| 28 Jun 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Streatham and Marlborough |
| 12 Jul 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Addiscombe |
| 19 Jul 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Old Rutlishians |
| 26 Jul 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Bank of England |
| 30 Aug 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Egham |
| 06 Sep 2014 | Surrey Championship Division Three 2014 | | Old Wimbledonians v Pyrford |
| 20 May 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Egham |
| 27 May 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Warlingham |
| 10 Jun 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Maori Oxshott |
| 24 Jun 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Old Emanuel |
| 01 Jul 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Farncombe |
| 15 Jul 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Kingstonian |
| 22 Jul 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Horsley and Send |
| 05 Aug 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Worcester Park |
| 12 Aug 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Warlingham |
| 26 Aug 2006 | Surrey Championship Division Three 2006 | | Old Wimbledonians v Churt |
| 19 May 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Maori Oxshott |
| 02 Jun 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Warlingham |
| 09 Jun 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Epsom |
| 07 Jul 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Farncombe |
| 21 Jul 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Alleyn and Honor Oak |
| 04 Aug 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Egham |
| 18 Aug 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Worcester Park |
| 01 Sep 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Bank of England |
| 08 Sep 2007 | Surrey Championship Division Three 2007 | | Old Wimbledonians v Streatham and Marlborough |
| 10 May 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Mitcham |
| 24 May 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Cranleigh |
| 14 Jun 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Farncombe |
| 05 Jul 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Streatham and Marlborough |
| 19 Jul 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Worcester Park |
| 02 Aug 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Chessington |
| 09 Aug 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Leatherhead |
| 23 Aug 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Egham |
| 06 Sep 2008 | Surrey Championship Division Three 2008 | | Old Wimbledonians v Warlingham |
| 09 May 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Worcester Park |
| 16 May 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Ashford |
| 30 May 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Mitcham |
| 20 Jun 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Streatham and Marlborough |
| 04 Jul 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Old Rutlishians |
| 11 Jul 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Metropolitan Police |
| 18 Jul 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Bank of England |
| 15 Aug 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Chessington |
| 22 Aug 2009 | Surrey Championship Division Three 2009 | | Old Wimbledonians v Warlingham |
| 08 May 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Churt |
| 29 May 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Old Rutlishians |
| 19 Jun 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Horsley and Send |
| 03 Jul 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Bank of England |
| 10 Jul 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Trinity Mid-Whitgiftian |
| 17 Jul 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Metropolitan Police |
| 31 Jul 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Valley End |
| 07 Aug 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Ashford |
| 21 Aug 2010 | Surrey Championship Division Three 2010 | | Old Wimbledonians v Streatham and Marlborough |
| 07 May 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Trinity Mid-Whitgiftian |
| 28 May 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Old Rutlishians |
| 04 Jun 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Addiscombe |
| 25 Jun 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Chessington |
| 09 Jul 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Woking and Horsell |
| 16 Jul 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Bank of England |
| 30 Jul 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Horsley and Send |
| 13 Aug 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Churt |
| 03 Sep 2011 | Surrey Championship Division Three 2011 | | Old Wimbledonians v Egham |
| 05 May 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Cranleigh |
| 12 May 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Old Emanuel |
| 09 Jun 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Churt |
| 23 Jun 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Staines and Laleham |
| 07 Jul 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Bank of England |
| 14 Jul 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Chessington |
| 21 Jul 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Epsom |
| 18 Aug 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Addiscombe |
| 25 Aug 2012 | Surrey Championship Division Three 2012 | | Old Wimbledonians v Woking and Horsell |
| 11 May 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Churt |
| 25 May 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Staines and Laleham |
| 08 Jun 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Epsom |
| 22 Jun 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Woking and Horsell |
| 06 Jul 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Streatham and Marlborough |
| 20 Jul 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Addiscombe |
| 03 Aug 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Chipstead Coulsdon and Old Walcountians |
| 17 Aug 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Cobham Avorians |
| 31 Aug 2013 | Surrey Championship Division Three 2013 | | Old Wimbledonians v Bank of England |
| 09 May 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Trinity Mid-Whitgiftian |
| 16 May 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Addiscombe |
| 30 May 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Bank of England |
| 20 Jun 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Staines and Laleham |
| 27 Jun 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Streatham and Marlborough |
| 18 Jul 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Oxted and Limpsfield |
| 08 Aug 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Horsley and Send |
| 29 Aug 2015 | Surrey Championship Division Three 2015 | | Old Wimbledonians v Egham |
| 14 May 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Trinity Mid-Whitgiftian |
| 04 Jun 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Staines and Laleham |
| 25 Jun 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Dorking |
| 02 Jul 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Streatham and Marlborough |
| 16 Jul 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Addiscombe |
| 23 Jul 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Oxted and Limpsfield |
| 30 Jul 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Horsley and Send |
| 13 Aug 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Cheam |
| 03 Sep 2016 | Surrey Championship Division Three 2016 | | Old Wimbledonians v Ashford |
| 07 May 2017 | The Conference Cup for the Bertie Joel Trophy 2017 | First Round | Old Wimbledonians v Bickley Park |
| 18 Jun 2017 | The Conference Cup for the Bertie Joel Trophy 2017 | Second Round | Old Wimbledonians v Harpenden |
| 09 Jul 2017 | The Conference Cup for the Bertie Joel Trophy 2017 | Third Round | Old Wimbledonians v Sunbury |
| 08 Jul 2020 | Other matches in England 2020 | | Sticky Wicket XI v Lord's Taverners |
| 21 Jul 2021 | Other matches in England 2021 | | Sticky Wicket XI v Lord's Taverners |
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