| 24 Apr 1999 | | Aigburth v Prescot and Odyssey | Southwood Road, Liverpool | Results |
| 01 May 1999 | | Ainsdale v Aigburth | Liverpool Road, Ainsdale | Results |
| 01 May 1999 | | Crosby St Mary's v Wavertree | Gorsey Lane, Hightown | Results |
| 01 May 1999 | | Old Parkonians v Sutton | HM Curphey Memorial Ground, Oxton | Results |
| 01 May 1999 | | Port Sunlight v Cheshire Lines | Leverhulme Sports Ground, Bromborough | Results |
| 01 May 1999 | | Prescot and Odyssey v Caldy | Burrows Lane, Prescot | Results |
| 01 May 1999 | | Prestatyn v Runcorn | Beach Close, Prestatyn | Results |
| 01 May 1999 | | St Asaph v Irby | Elwy Grove Park, St Asaph | Results |
| 03 May 1999 | | Aigburth v St Asaph | Southwood Road, Liverpool | Results |
| 03 May 1999 | | Caldy v Ainsdale | Paton Field, Caldy | Results |
| 03 May 1999 | | Cheshire Lines v Prescot and Odyssey | Southmead Road, Allerton | Results |
| 03 May 1999 | | Irby v Sutton | Mill Hill Road, Irby | Results |
| 03 May 1999 | | Prestatyn v Old Parkonians | Beach Close, Prestatyn | Results |
| 03 May 1999 | | Runcorn v Crosby St Mary's | Runcorn Sports Club, Runcorn | Results |
| 03 May 1999 | | Wavertree v Port Sunlight | Sandown Lane, Wavertree | Results |
| 08 May 1999 | | Ainsdale v Cheshire Lines | Liverpool Road, Ainsdale | Results |
| 08 May 1999 | | Crosby St Mary's v Prestatyn | Gorsey Lane, Hightown | Results |
| 08 May 1999 | | Old Parkonians v Irby | HM Curphey Memorial Ground, Oxton | Results |
| 08 May 1999 | | Port Sunlight v Runcorn | Leverhulme Sports Ground, Bromborough | Results |
| 08 May 1999 | | Prescot and Odyssey v Wavertree | Burrows Lane, Prescot | Results |
| 08 May 1999 | | St Asaph v Caldy | Elwy Grove Park, St Asaph | Results |
| 08 May 1999 | | Sutton v Aigburth | New Street, Sutton | Results |
| 15 May 1999 | | Aigburth v Irby | Southwood Road, Liverpool | Results |
| 15 May 1999 | | Caldy v Sutton | Paton Field, Caldy | Results |
| 15 May 1999 | | Cheshire Lines v St Asaph | Southmead Road, Allerton | Results |
| 15 May 1999 | | Crosby St Mary's v Old Parkonians | Gorsey Lane, Hightown | Results |
| 15 May 1999 | | Prestatyn v Port Sunlight | Beach Close, Prestatyn | Results |
| 15 May 1999 | | Runcorn v Prescot and Odyssey | Runcorn Sports Club, Runcorn | Results |
| 15 May 1999 | | Wavertree v Ainsdale | Sandown Lane, Wavertree | Results |
| 22 May 1999 | | Ainsdale v Runcorn | Liverpool Road, Ainsdale | Results |
| 22 May 1999 | | Irby v Caldy | Mill Hill Road, Irby | Results |
| 22 May 1999 | | Old Parkonians v Aigburth | HM Curphey Memorial Ground, Oxton | Results |
| 22 May 1999 | | Port Sunlight v Crosby St Mary's | Leverhulme Sports Ground, Bromborough | Results |
| 22 May 1999 | | Prescot and Odyssey v Prestatyn | Burrows Lane, Prescot | Results |
| 22 May 1999 | | St Asaph v Wavertree | Elwy Grove Park, St Asaph | Results |
| 22 May 1999 | | Sutton v Cheshire Lines | New Street, Sutton | Results |
| 29 May 1999 | | Caldy v Aigburth | Paton Field, Caldy | Results |
| 29 May 1999 | | Cheshire Lines v Irby | Southmead Road, Allerton | Results |
| 29 May 1999 | | Crosby St Mary's v Prescot and Odyssey | Gorsey Lane, Hightown | Results |
| 29 May 1999 | | Port Sunlight v Old Parkonians | Leverhulme Sports Ground, Bromborough | Results |
| 29 May 1999 | | Prestatyn v Ainsdale | Beach Close, Prestatyn | Results |
| 29 May 1999 | | Runcorn v St Asaph | Runcorn Sports Club, Runcorn | Results |
| 29 May 1999 | | Wavertree v Sutton | Sandown Lane, Wavertree | Results |
| 31 May 1999 | | Aigburth v Cheshire Lines | Southwood Road, Liverpool | Results |
| 31 May 1999 | | Ainsdale v Crosby St Mary's | Liverpool Road, Ainsdale | Results |
| 31 May 1999 | | Irby v Wavertree | Mill Hill Road, Irby | Results |
| 31 May 1999 | | Old Parkonians v Caldy | HM Curphey Memorial Ground, Oxton | Results |
| 31 May 1999 | | Prescot and Odyssey v Port Sunlight | Burrows Lane, Prescot | Results |
| 31 May 1999 | | St Asaph v Prestatyn | Elwy Grove Park, St Asaph | Results |
| 31 May 1999 | | Sutton v Runcorn | New Street, Sutton | Results |
| 05 Jun 1999 | | Cheshire Lines v Caldy | Southmead Road, Allerton | Results |
| 05 Jun 1999 | | Crosby St Mary's v St Asaph | Gorsey Lane, Hightown | Results |
| 05 Jun 1999 | | Port Sunlight v Ainsdale | Leverhulme Sports Ground, Bromborough | Results |
| 05 Jun 1999 | | Prescot and Odyssey v Old Parkonians | Burrows Lane, Prescot | Results |
| 05 Jun 1999 | | Prestatyn v Sutton | Beach Close, Prestatyn | Results |
| 05 Jun 1999 | | Runcorn v Irby | Runcorn Sports Club, Runcorn | Results |
| 05 Jun 1999 | | Wavertree v Aigburth | Sandown Lane, Wavertree | Results |
| 12 Jun 1999 | | Aigburth v Runcorn | Southwood Road, Liverpool | Results |
| 12 Jun 1999 | | Ainsdale v Prescot and Odyssey | Liverpool Road, Ainsdale | Results |
| 12 Jun 1999 | | Caldy v Wavertree | Paton Field, Caldy | Results |
| 12 Jun 1999 | | Irby v Prestatyn | Mill Hill Road, Irby | Results |
| 12 Jun 1999 | | Old Parkonians v Cheshire Lines | HM Curphey Memorial Ground, Oxton | Results |
| 12 Jun 1999 | | St Asaph v Port Sunlight | Elwy Grove Park, St Asaph | Results |
| 12 Jun 1999 | | Sutton v Crosby St Mary's | New Street, Sutton | Results |
| 19 Jun 1999 | | Ainsdale v Old Parkonians | Liverpool Road, Ainsdale | Results |
| 19 Jun 1999 | | Cheshire Lines v Wavertree | Southmead Road, Allerton | Results |
| 19 Jun 1999 | | Crosby St Mary's v Irby | Gorsey Lane, Hightown | Results |
| 19 Jun 1999 | | Port Sunlight v Sutton | Leverhulme Sports Ground, Bromborough | Results |
| 19 Jun 1999 | | Prescot and Odyssey v St Asaph | Burrows Lane, Prescot | Results |
| 19 Jun 1999 | | Prestatyn v Aigburth | Beach Close, Prestatyn | Results |
| 19 Jun 1999 | | Runcorn v Caldy | Runcorn Sports Club, Runcorn | Results |
| 26 Jun 1999 | | Aigburth v Crosby St Mary's | Southwood Road, Liverpool | Results |
| 26 Jun 1999 | | Caldy v Prestatyn | Paton Field, Caldy | Results |
| 26 Jun 1999 | | Cheshire Lines v Runcorn | Southmead Road, Allerton | Results |
| 26 Jun 1999 | | Irby v Port Sunlight | Mill Hill Road, Irby | Results |
| 26 Jun 1999 | | Old Parkonians v Wavertree | HM Curphey Memorial Ground, Oxton | Results |
| 26 Jun 1999 | | St Asaph v Ainsdale | Elwy Grove Park, St Asaph | Results |
| 26 Jun 1999 | | Sutton v Prescot and Odyssey | New Street, Sutton | Results |
| 03 Jul 1999 | | Ainsdale v Irby | Liverpool Road, Ainsdale | Results |
| 03 Jul 1999 | | Crosby St Mary's v Cheshire Lines | Gorsey Lane, Hightown | Results |
| 03 Jul 1999 | | Port Sunlight v Caldy | Leverhulme Sports Ground, Bromborough | Results |
| 03 Jul 1999 | | Prescot and Odyssey v Aigburth | Burrows Lane, Prescot | Results |
| 03 Jul 1999 | | Prestatyn v Wavertree | Beach Close, Prestatyn | Results |
| 03 Jul 1999 | | Runcorn v Old Parkonians | Runcorn Sports Club, Runcorn | Results |
| 03 Jul 1999 | | St Asaph v Sutton | Elwy Grove Park, St Asaph | Results |
| 10 Jul 1999 | | Aigburth v Ainsdale | Southwood Road, Liverpool | Results |
| 10 Jul 1999 | | Caldy v Prescot and Odyssey | Paton Field, Caldy | Results |
| 10 Jul 1999 | | Cheshire Lines v Port Sunlight | Southmead Road, Allerton | Results |
| 10 Jul 1999 | | Irby v St Asaph | Mill Hill Road, Irby | Results |
| 10 Jul 1999 | | Runcorn v Prestatyn | Runcorn Sports Club, Runcorn | Results |
| 10 Jul 1999 | | Sutton v Old Parkonians | New Street, Sutton | Results |
| 10 Jul 1999 | | Wavertree v Crosby St Mary's | Sandown Lane, Wavertree | Results |
| 17 Jul 1999 | | Ainsdale v Caldy | Liverpool Road, Ainsdale | Results |
| 17 Jul 1999 | | Crosby St Mary's v Runcorn | Gorsey Lane, Hightown | Results |
| 17 Jul 1999 | | Old Parkonians v Prestatyn | HM Curphey Memorial Ground, Oxton | Results |
| 17 Jul 1999 | | Port Sunlight v Wavertree | Leverhulme Sports Ground, Bromborough | Results |
| 17 Jul 1999 | | Prescot and Odyssey v Cheshire Lines | Burrows Lane, Prescot | Results |
| 17 Jul 1999 | | St Asaph v Aigburth | Elwy Grove Park, St Asaph | Results |
| 17 Jul 1999 | | Sutton v Irby | New Street, Sutton | Results |
| 24 Jul 1999 | | Aigburth v Sutton | Southwood Road, Liverpool | Results |
| 24 Jul 1999 | | Caldy v St Asaph | Paton Field, Caldy | Results |
| 24 Jul 1999 | | Cheshire Lines v Ainsdale | Southmead Road, Allerton | Results |
| 24 Jul 1999 | | Irby v Old Parkonians | Mill Hill Road, Irby | Results |
| 24 Jul 1999 | | Prestatyn v Crosby St Mary's | Beach Close, Prestatyn | Results |
| 24 Jul 1999 | | Runcorn v Port Sunlight | Runcorn Sports Club, Runcorn | Results |
| 24 Jul 1999 | | Wavertree v Prescot and Odyssey | Sandown Lane, Wavertree | Results |
| 31 Jul 1999 | | Ainsdale v Wavertree | Liverpool Road, Ainsdale | Results |
| 31 Jul 1999 | | Irby v Aigburth | Mill Hill Road, Irby | Results |
| 31 Jul 1999 | | Old Parkonians v Crosby St Mary's | HM Curphey Memorial Ground, Oxton | Results |
| 31 Jul 1999 | | Port Sunlight v Prestatyn | Leverhulme Sports Ground, Bromborough | Results |
| 31 Jul 1999 | | Prescot and Odyssey v Runcorn | Burrows Lane, Prescot | Results |
| 31 Jul 1999 | | St Asaph v Cheshire Lines | Elwy Grove Park, St Asaph | Results |
| 31 Jul 1999 | | Sutton v Caldy | New Street, Sutton | Results |
| 07 Aug 1999 | | Aigburth v Old Parkonians | Southwood Road, Liverpool | Results |
| 07 Aug 1999 | | Caldy v Irby | Paton Field, Caldy | Results |
| 07 Aug 1999 | | Cheshire Lines v Sutton | Southmead Road, Allerton | Results |
| 07 Aug 1999 | | Crosby St Mary's v Port Sunlight | Gorsey Lane, Hightown | Results |
| 07 Aug 1999 | | Prestatyn v Prescot and Odyssey | Beach Close, Prestatyn | Results |
| 07 Aug 1999 | | Runcorn v Ainsdale | Runcorn Sports Club, Runcorn | Results |
| 07 Aug 1999 | | Wavertree v St Asaph | Sandown Lane, Wavertree | Results |
| 14 Aug 1999 | | Aigburth v Caldy | Southwood Road, Liverpool | Results |
| 14 Aug 1999 | | Ainsdale v Prestatyn | Liverpool Road, Ainsdale | Results |
| 14 Aug 1999 | | Irby v Cheshire Lines | Mill Hill Road, Irby | Results |
| 14 Aug 1999 | | Old Parkonians v Port Sunlight | HM Curphey Memorial Ground, Oxton | Results |
| 14 Aug 1999 | | Prescot and Odyssey v Crosby St Mary's | Burrows Lane, Prescot | Results |
| 14 Aug 1999 | | St Asaph v Runcorn | Elwy Grove Park, St Asaph | Results |
| 14 Aug 1999 | | Sutton v Wavertree | New Street, Sutton | Results |
| 21 Aug 1999 | | Caldy v Old Parkonians | Paton Field, Caldy | Results |
| 21 Aug 1999 | | Cheshire Lines v Aigburth | Southmead Road, Allerton | Results |
| 21 Aug 1999 | | Crosby St Mary's v Ainsdale | Gorsey Lane, Hightown | Results |
| 21 Aug 1999 | | Port Sunlight v Prescot and Odyssey | Leverhulme Sports Ground, Bromborough | Results |
| 21 Aug 1999 | | Prestatyn v St Asaph | Beach Close, Prestatyn | Results |
| 21 Aug 1999 | | Runcorn v Sutton | Runcorn Sports Club, Runcorn | Results |
| 21 Aug 1999 | | Wavertree v Irby | Sandown Lane, Wavertree | Results |
| 28 Aug 1999 | | Aigburth v Wavertree | Southwood Road, Liverpool | Results |
| 28 Aug 1999 | | Ainsdale v Port Sunlight | Liverpool Road, Ainsdale | Results |
| 28 Aug 1999 | | Caldy v Cheshire Lines | Paton Field, Caldy | Results |
| 28 Aug 1999 | | Irby v Runcorn | Mill Hill Road, Irby | Results |
| 28 Aug 1999 | | Old Parkonians v Prescot and Odyssey | HM Curphey Memorial Ground, Oxton | Results |
| 28 Aug 1999 | | St Asaph v Crosby St Mary's | Elwy Grove Park, St Asaph | Results |
| 28 Aug 1999 | | Sutton v Prestatyn | New Street, Sutton | Results |
| 30 Aug 1999 | | Cheshire Lines v Old Parkonians | Southmead Road, Allerton | Results |
| 30 Aug 1999 | | Crosby St Mary's v Sutton | Gorsey Lane, Hightown | Results |
| 30 Aug 1999 | | Port Sunlight v St Asaph | Leverhulme Sports Ground, Bromborough | Results |
| 30 Aug 1999 | | Prescot and Odyssey v Ainsdale | Burrows Lane, Prescot | Results |
| 30 Aug 1999 | | Prestatyn v Irby | Beach Close, Prestatyn | Results |
| 30 Aug 1999 | | Runcorn v Aigburth | Runcorn Sports Club, Runcorn | Results |
| 30 Aug 1999 | | Wavertree v Caldy | Sandown Lane, Wavertree | Results |
| 04 Sep 1999 | | Aigburth v Prestatyn | Southwood Road, Liverpool | Results |
| 04 Sep 1999 | | Caldy v Runcorn | Paton Field, Caldy | Results |
| 04 Sep 1999 | | Irby v Crosby St Mary's | Mill Hill Road, Irby | Results |
| 04 Sep 1999 | | Old Parkonians v Ainsdale | HM Curphey Memorial Ground, Oxton | Results |
| 04 Sep 1999 | | St Asaph v Prescot and Odyssey | Elwy Grove Park, St Asaph | Results |
| 04 Sep 1999 | | Sutton v Port Sunlight | New Street, Sutton | Results |
| 04 Sep 1999 | | Wavertree v Cheshire Lines | Sandown Lane, Wavertree | Results |
| 11 Sep 1999 | | Ainsdale v St Asaph | Liverpool Road, Ainsdale | Results |
| 11 Sep 1999 | | Crosby St Mary's v Aigburth | Gorsey Lane, Hightown | Results |
| 11 Sep 1999 | | Port Sunlight v Irby | Leverhulme Sports Ground, Bromborough | Results |
| 11 Sep 1999 | | Prescot and Odyssey v Sutton | Burrows Lane, Prescot | Results |
| 11 Sep 1999 | | Prestatyn v Caldy | Beach Close, Prestatyn | Results |
| 11 Sep 1999 | | Runcorn v Cheshire Lines | Runcorn Sports Club, Runcorn | Results |
| 11 Sep 1999 | | Wavertree v Old Parkonians | Sandown Lane, Wavertree | Results |
| 18 Sep 1999 | | Aigburth v Port Sunlight | Southwood Road, Liverpool | Results |
| 18 Sep 1999 | | Caldy v Crosby St Mary's | Paton Field, Caldy | Results |
| 18 Sep 1999 | | Cheshire Lines v Prestatyn | Southmead Road, Allerton | Results |
| 18 Sep 1999 | | Irby v Prescot and Odyssey | Mill Hill Road, Irby | Results |
| 18 Sep 1999 | | Old Parkonians v St Asaph | HM Curphey Memorial Ground, Oxton | Results |
| 18 Sep 1999 | | Sutton v Ainsdale | New Street, Sutton | Results |
| 18 Sep 1999 | | Wavertree v Runcorn | Sandown Lane, Wavertree | Results |
| 24 Apr 1999 | | Caldy v Port Sunlight | Paton Field, Caldy | Results |
| 24 Apr 1999 | | Cheshire Lines v Crosby St Mary's | Southmead Road, Allerton | Results |
| 24 Apr 1999 | | Irby v Ainsdale | Mill Hill Road, Irby | Results |
| 24 Apr 1999 | | Old Parkonians v Runcorn | HM Curphey Memorial Ground, Oxton | Results |
| 24 Apr 1999 | | Wavertree v Prestatyn | Sandown Lane, Wavertree | Results |
| 24 Apr 1999 | | Sutton v St Asaph | New Street, Sutton | Results |
| 17 Apr 1999 | | Port Sunlight v Aigburth | Leverhulme Sports Ground, Bromborough | Results |
| 17 Apr 1999 | | Prescot and Odyssey v Irby | Burrows Lane, Prescot | Results |
| 17 Apr 1999 | | St Asaph v Old Parkonians | Elwy Grove Park, St Asaph | Results |
| 17 Apr 1999 | | Runcorn v Wavertree | Runcorn Sports Club, Runcorn | Results |
| 17 Apr 1999 | | Crosby St Mary's v Caldy | Gorsey Lane, Hightown | Results |
| 17 Apr 1999 | | Prestatyn v Cheshire Lines | Beach Close, Prestatyn | Results |
| 17 Apr 1999 | | Ainsdale v Sutton | Liverpool Road, Ainsdale | Results |
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