| 09 May 2009 | | Addington Village Second XI v Chestfield Second XI | Park Road, Addington | Results |
| 09 May 2009 | | Catford and Cyphers Second XI v Old Wilsonians Second XI | Rubens Street Oval, Catford | Results |
| 09 May 2009 | | Downham and Bellingham Second XI v Bexley Fourth XI | Rangefield Road, Downham | Results |
| 09 May 2009 | | High Halstow Second XI v HSBC Second XI | Rayners Meadow, High Halstow | Results |
| 09 May 2009 | | Old Dunstonians and CUACO Second XI v Blackheath Fourth XI | St Dunstan's Lane, Beckenham | Results |
| 16 May 2009 | | Bexley Fourth XI v Addington Village Second XI | Loring Sports Ground, Sidcup | Results |
| 16 May 2009 | | Blackheath Fourth XI v Catford and Cyphers Second XI | Royal Artillery Barracks, Woolwich | Results |
| 16 May 2009 | | Chestfield Second XI v High Halstow Second XI | Grasmere Road, Chestfield | Results |
| 16 May 2009 | | HSBC Second XI v Old Dunstonians and CUACO Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 16 May 2009 | | Old Wilsonians Second XI v Downham and Bellingham Second XI | Hayes Hill, Hayes | Results |
| 23 May 2009 | | Addington Village Second XI v Downham and Bellingham Second XI | Park Road, Addington | Results |
| 23 May 2009 | | Catford and Cyphers Second XI v Bexley Fourth XI | Rubens Street Oval, Catford | Results |
| 23 May 2009 | | Chestfield Second XI v HSBC Second XI | Grasmere Road, Chestfield | Results |
| 23 May 2009 | | High Halstow Second XI v Blackheath Fourth XI | Rayners Meadow, High Halstow | Results |
| 23 May 2009 | | Old Dunstonians and CUACO Second XI v Old Wilsonians Second XI | St Dunstan's Lane, Beckenham | Results |
| 30 May 2009 | | Bexley Fourth XI v Old Dunstonians and CUACO Second XI | Loring Sports Ground, Sidcup | Results |
| 30 May 2009 | | Blackheath Fourth XI v Chestfield Second XI | Royal Artillery Barracks, Woolwich | Results |
| 30 May 2009 | | Downham and Bellingham Second XI v Catford and Cyphers Second XI | Rangefield Road, Downham | Results |
| 30 May 2009 | | HSBC Second XI v Addington Village Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 30 May 2009 | | Old Wilsonians Second XI v High Halstow Second XI | Hayes Hill, Hayes | Results |
| 06 Jun 2009 | | Addington Village Second XI v Blackheath Fourth XI | Park Road, Addington | Results |
| 06 Jun 2009 | | Chestfield Second XI v Bexley Fourth XI | Grasmere Road, Chestfield | Results |
| 06 Jun 2009 | | High Halstow Second XI v Downham and Bellingham Second XI | Rayners Meadow, High Halstow | Results |
| 06 Jun 2009 | | HSBC Second XI v Old Wilsonians Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 06 Jun 2009 | | Old Dunstonians and CUACO Second XI v Catford and Cyphers Second XI | St Dunstan's Lane, Beckenham | Results |
| 13 Jun 2009 | | Bexley Fourth XI v High Halstow Second XI | Loring Sports Ground, Sidcup | Results |
| 13 Jun 2009 | | Blackheath Fourth XI v HSBC Second XI | Royal Artillery Barracks, Woolwich | Results |
| 13 Jun 2009 | | Catford and Cyphers Second XI v Addington Village Second XI | Rubens Street Oval, Catford | Results |
| 13 Jun 2009 | | Downham and Bellingham Second XI v Old Dunstonians and CUACO Second XI | Rangefield Road, Downham | Results |
| 13 Jun 2009 | | Old Wilsonians Second XI v Chestfield Second XI | Hayes Hill, Hayes | Results |
| 20 Jun 2009 | | Bexley Fourth XI v Old Wilsonians Second XI | Loring Sports Ground, Sidcup | Results |
| 20 Jun 2009 | | Catford and Cyphers Second XI v HSBC Second XI | Rubens Street Oval, Catford | Results |
| 20 Jun 2009 | | Downham and Bellingham Second XI v Blackheath Fourth XI | Rangefield Road, Downham | Results |
| 20 Jun 2009 | | High Halstow Second XI v Addington Village Second XI | Rayners Meadow, High Halstow | Results |
| 20 Jun 2009 | | Old Dunstonians and CUACO Second XI v Chestfield Second XI | St Dunstan's Lane, Beckenham | Results |
| 27 Jun 2009 | | Addington Village Second XI v Old Dunstonians and CUACO Second XI | Park Road, Addington | Results |
| 27 Jun 2009 | | Blackheath Fourth XI v Old Wilsonians Second XI | Royal Artillery Barracks, Woolwich | Results |
| 27 Jun 2009 | | Chestfield Second XI v Downham and Bellingham Second XI | Grasmere Road, Chestfield | Results |
| 27 Jun 2009 | | High Halstow Second XI v Catford and Cyphers Second XI | Rayners Meadow, High Halstow | Results |
| 27 Jun 2009 | | HSBC Second XI v Bexley Fourth XI | HSBC Sports and Social Club, Beckenham | Results |
| 04 Jul 2009 | | Bexley Fourth XI v Blackheath Fourth XI | Loring Sports Ground, Sidcup | Results |
| 04 Jul 2009 | | Catford and Cyphers Second XI v Chestfield Second XI | Rubens Street Oval, Catford | Results |
| 04 Jul 2009 | | Downham and Bellingham Second XI v HSBC Second XI | Rangefield Road, Downham | Results |
| 04 Jul 2009 | | Old Dunstonians and CUACO Second XI v High Halstow Second XI | St Dunstan's Lane, Beckenham | Results |
| 04 Jul 2009 | | Old Wilsonians Second XI v Addington Village Second XI | Hayes Hill, Hayes | Results |
| 11 Jul 2009 | | Bexley Fourth XI v Downham and Bellingham Second XI | Loring Sports Ground, Sidcup | Results |
| 11 Jul 2009 | | Blackheath Fourth XI v Old Dunstonians and CUACO Second XI | Royal Artillery Barracks, Woolwich | Results |
| 11 Jul 2009 | | Chestfield Second XI v Addington Village Second XI | Grasmere Road, Chestfield | Results |
| 11 Jul 2009 | | HSBC Second XI v High Halstow Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 11 Jul 2009 | | Old Wilsonians Second XI v Catford and Cyphers Second XI | Hayes Hill, Hayes | Results |
| 18 Jul 2009 | | Addington Village Second XI v Bexley Fourth XI | Park Road, Addington | Results |
| 18 Jul 2009 | | Catford and Cyphers Second XI v Blackheath Fourth XI | Rubens Street Oval, Catford | Results |
| 18 Jul 2009 | | Downham and Bellingham Second XI v Old Wilsonians Second XI | Rangefield Road, Downham | Results |
| 18 Jul 2009 | | High Halstow Second XI v Chestfield Second XI | Rayners Meadow, High Halstow | Results |
| 18 Jul 2009 | | Old Dunstonians and CUACO Second XI v HSBC Second XI | St Dunstan's Lane, Beckenham | Results |
| 25 Jul 2009 | | Bexley Fourth XI v Catford and Cyphers Second XI | Loring Sports Ground, Sidcup | Results |
| 25 Jul 2009 | | Blackheath Fourth XI v High Halstow Second XI | Royal Artillery Barracks, Woolwich | Results |
| 25 Jul 2009 | | Downham and Bellingham Second XI v Addington Village Second XI | Rangefield Road, Downham | Results |
| 25 Jul 2009 | | HSBC Second XI v Chestfield Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 25 Jul 2009 | | Old Wilsonians Second XI v Old Dunstonians and CUACO Second XI | Hayes Hill, Hayes | Results |
| 01 Aug 2009 | | Addington Village Second XI v HSBC Second XI | Park Road, Addington | Results |
| 01 Aug 2009 | | Catford and Cyphers Second XI v Downham and Bellingham Second XI | Rubens Street Oval, Catford | Results |
| 01 Aug 2009 | | Chestfield Second XI v Blackheath Fourth XI | Grasmere Road, Chestfield | Results |
| 01 Aug 2009 | | High Halstow Second XI v Old Wilsonians Second XI | Rayners Meadow, High Halstow | Results |
| 01 Aug 2009 | | Old Dunstonians and CUACO Second XI v Bexley Fourth XI | St Dunstan's Lane, Beckenham | Results |
| 08 Aug 2009 | | Bexley Fourth XI v Chestfield Second XI | Loring Sports Ground, Sidcup | Results |
| 08 Aug 2009 | | Blackheath Fourth XI v Addington Village Second XI | Royal Artillery Barracks, Woolwich | Results |
| 08 Aug 2009 | | Catford and Cyphers Second XI v Old Dunstonians and CUACO Second XI | Rubens Street Oval, Catford | Results |
| 08 Aug 2009 | | Downham and Bellingham Second XI v High Halstow Second XI | Rangefield Road, Downham | Results |
| 08 Aug 2009 | | Old Wilsonians Second XI v HSBC Second XI | Hayes Hill, Hayes | Results |
| 15 Aug 2009 | | Addington Village Second XI v Catford and Cyphers Second XI | Park Road, Addington | Results |
| 15 Aug 2009 | | Chestfield Second XI v Old Wilsonians Second XI | Grasmere Road, Chestfield | Results |
| 15 Aug 2009 | | High Halstow Second XI v Bexley Fourth XI | Rayners Meadow, High Halstow | Results |
| 15 Aug 2009 | | HSBC Second XI v Blackheath Fourth XI | HSBC Sports and Social Club, Beckenham | Results |
| 15 Aug 2009 | | Old Dunstonians and CUACO Second XI v Downham and Bellingham Second XI | St Dunstan's Lane, Beckenham | Results |
| 22 Aug 2009 | | Addington Village Second XI v High Halstow Second XI | Park Road, Addington | Results |
| 22 Aug 2009 | | Blackheath Fourth XI v Downham and Bellingham Second XI | Royal Artillery Barracks, Woolwich | Results |
| 22 Aug 2009 | | Chestfield Second XI v Old Dunstonians and CUACO Second XI | Grasmere Road, Chestfield | Results |
| 22 Aug 2009 | | HSBC Second XI v Catford and Cyphers Second XI | HSBC Sports and Social Club, Beckenham | Results |
| 22 Aug 2009 | | Old Wilsonians Second XI v Bexley Fourth XI | Hayes Hill, Hayes | Results |
| 29 Aug 2009 | | Bexley Fourth XI v HSBC Second XI | Loring Sports Ground, Sidcup | Results |
| 29 Aug 2009 | | Catford and Cyphers Second XI v High Halstow Second XI | Rubens Street Oval, Catford | Results |
| 29 Aug 2009 | | Downham and Bellingham Second XI v Chestfield Second XI | Rangefield Road, Downham | Results |
| 29 Aug 2009 | | Old Dunstonians and CUACO Second XI v Addington Village Second XI | St Dunstan's Lane, Beckenham | Results |
| 29 Aug 2009 | | Old Wilsonians Second XI v Blackheath Fourth XI | Hayes Hill, Hayes | Results |
| 05 Sep 2009 | | Addington Village Second XI v Old Wilsonians Second XI | Park Road, Addington | Results |
| 05 Sep 2009 | | Blackheath Fourth XI v Bexley Fourth XI | Royal Artillery Barracks, Woolwich | Results |
| 05 Sep 2009 | | Chestfield Second XI v Catford and Cyphers Second XI | Grasmere Road, Chestfield | Results |
| 05 Sep 2009 | | High Halstow Second XI v Old Dunstonians and CUACO Second XI | Rayners Meadow, High Halstow | Results |
| 05 Sep 2009 | | HSBC Second XI v Downham and Bellingham Second XI | HSBC Sports and Social Club, Beckenham | Results |
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