| 01 May 1999 | | Ramsey v March Town | Cricketfield Lane, Ramsey | Results |
| 04 Sep 1999 | | Castor and Ailsworth v Kimbolton | Port Lane, Castor | Results |
| 01 May 1999 | | St Ives Town v Kimbolton | St Ivo Outdoor Centre, St Ives | Results |
| 04 Sep 1999 | | Bluntisham v Ramsey | Bluntisham Recreation Ground, Bluntisham | Results |
| 01 May 1999 | | Waresley v Longstanton Grasshoppers | Waresley Park, Waresley | Results |
| 15 May 1999 | | Kimbolton v Bluntisham | The Park, Kimbolton | Results |
| 15 May 1999 | | Ramsey v Waresley | Cricketfield Lane, Ramsey | Results |
| 15 May 1999 | | St Ives Town v Castor and Ailsworth | St Ivo Outdoor Centre, St Ives | Results |
| 22 May 1999 | | Bluntisham v Waresley | Bluntisham Recreation Ground, Bluntisham | Results |
| 22 May 1999 | | Cambridge St Giles Second XI v Ramsey | Cambridge University Press Ground, Cambridge | Results |
| 22 May 1999 | | Godmanchester Town Second XI v Kimbolton | The Parks, Godmanchester | Results |
| 31 Aug 1999 | | Papworth v Castor and Ailsworth | Papworth Cricket Club Ground, Papworth Everard | Results |
| 28 Aug 1999 | | Waresley v St Ives Town | Waresley Park, Waresley | Results |
| 28 Aug 1999 | | Ramsey v Huntingdon | Cricketfield Lane, Ramsey | Results |
| 28 Aug 1999 | | Cambridge Granta Second XI v Kimbolton | Clare College Sports Ground, Cambridge | Results |
| 29 May 1999 | | Burwell v Bluntisham | Mingay Park, Burwell | Results |
| 29 May 1999 | | Ramsey v Cambridge Granta Second XI | Cricketfield Lane, Ramsey | Results |
| 29 May 1999 | | Waresley v Camden | Waresley Park, Waresley | Results |
| 05 Jun 1999 | | Bluntisham v Camden | Bluntisham Recreation Ground, Bluntisham | Results |
| 05 Jun 1999 | | Ramsey v Godmanchester Town Second XI | Cricketfield Lane, Ramsey | Results |
| 05 Jun 1999 | | St Ives Town v Royston | St Ivo Outdoor Centre, St Ives | Results |
| 05 Jun 1999 | | Waresley v Kimbolton | Waresley Park, Waresley | Results |
| 21 Aug 1999 | | Ramsey v City of Ely | Cricketfield Lane, Ramsey | Results |
| 21 Aug 1999 | | March Town v Waresley | The Avenue Sports Club Ground, March | Results |
| 21 Aug 1999 | | Kimbolton v Longstanton Grasshoppers | The Park, Kimbolton | Results |
| 19 Jun 1999 | | Hemingford Park v Castor and Ailsworth | Peace Memorial Field, Hemingford Grey | Results |
| 19 Jun 1999 | | March Town v Kimbolton | The Avenue Sports Club Ground, March | Results |
| 19 Jun 1999 | | Ramsey v Papworth | Cricketfield Lane, Ramsey | Results |
| 19 Jun 1999 | | Waresley v Wisbech Town | Waresley Park, Waresley | Results |
| 20 Jun 1999 | | Cambridge St Giles Second XI v Kimbolton | Dry Drayton Cricket Ground, Dry Drayton | Results |
| 14 Aug 1999 | | Histon v Ramsey | The Recreation Ground, Impington | Results |
| 07 Aug 1999 | | City of Ely v Waresley | Paradise Sports Ground, Ely | Results |
| 26 Jun 1999 | | Burwell v Waresley | Mingay Park, Burwell | Results |
| 26 Jun 1999 | | Castor and Ailsworth v Ramsey | Port Lane, Castor | Results |
| 03 Jul 1999 | | Royston v Kimbolton | Recreation Ground, Therfield | Results |
| 03 Jul 1999 | | St Ives Town v Ramsey | St Ivo Outdoor Centre, St Ives | Results |
| 03 Jul 1999 | | Waresley v Castor and Ailsworth | Waresley Park, Waresley | Results |
| 10 Jul 1999 | | Burwell v Kimbolton | Mingay Park, Burwell | Results |
| 10 Jul 1999 | | Ramsey v Royston | Cricketfield Lane, Ramsey | Results |
| 31 Jul 1999 | | Waresley v Godmanchester Town Second XI | Waresley Park, Waresley | Results |
| 31 Jul 1999 | | Ramsey v Burwell | Cricketfield Lane, Ramsey | Results |
| 24 Jul 1999 | | Waresley v Cambridge St Giles Second XI | Waresley Park, Waresley | Results |
| 24 Jul 1999 | | Longstanton Grasshoppers v Ramsey | Longstanton Recreation Ground, Longstanton | Results |
| 24 Jul 1999 | | Kimbolton v Wisbech Town | The Park, Kimbolton | Results |
| 17 Jul 1999 | | Bluntisham v Wisbech Town | Bluntisham Recreation Ground, Bluntisham | Results |
| 17 Jul 1999 | | Cambridge Granta Second XI v Waresley | Fitzwilliam College Sports Ground, Cambridge | Results |
| 17 Jul 1999 | | Camden v Ramsey | Queen's College Ground, Cambridge | Results |
| 17 Jul 1999 | | Kimbolton v Papworth | The Park, Kimbolton | Results |
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