| Saturday 14th August 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 1-1 | Rossendale United | |
| Tuesday 17th August 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 0-1 | Newcastle Town | |
| Saturday 21st August 1999 | |||
|---|---|---|---|
| F.A. Challenge Cup Preliminary Round | |||
| Bradford Park Avenue | 1-0 | Prescot Cables | |
| Tuesday 24th August 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Abbey Hey | 1-0 | Prescot Cables | |
| Saturday 28th August 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 1-2 | Mossley | |
| Monday 30th August 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Atherton LR | 1-1 | Prescot Cables | |
| Saturday 4th September 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 6-1 | Kidsgrove Athletic | |
| Tuesday 7th September 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Bootle | 1-0 | Prescot Cables | |
| Saturday 11th September 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 3-1 | Cheadle Town | |
| Tuesday 14th September 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 1-2 | Vauxhall Motors | |
| Friday 17th September 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Maine Road | 0-3 | Prescot Cables | |
| Saturday 25th September 1999 | |||
|---|---|---|---|
| F.A. Carlsberg Vase 2nd Qualifying Round | |||
| Prescot Cables | 2-1 | West Auckland Town | |
| Saturday 2nd October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 1-1 | Ramsbottom United | |
| Thursday 7th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Nantwich Town | 0-1 | Prescot Cables | |
| Saturday 9th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-1 | Leek CSOB | |
| Tuesday 12th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 6-0 | Salford City | |
| Saturday 16th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Atherton Collieries | 1-1 | Prescot Cables | |
| Saturday 23rd October 1999 | |||
|---|---|---|---|
| F.A. Carlsberg Vase 1st Round | |||
| Brandon United | 0-1 | Prescot Cables | |
| Tuesday 26th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Kidsgrove Athletic | 0-0 | Prescot Cables | |
| Saturday 30th October 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Glossop North End | 1-1 | Prescot Cables | |
| Saturday 6th November 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 3-3 | Atherton LR | |
| Tuesday 9th November 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 4-1 | Maine Road | |
| Saturday 13th November 1999 | |||
|---|---|---|---|
| F.A. Carlsberg Vase 2nd Round | |||
| Prescot Cables | 2-3 | Consett | |
| Saturday 20th November 1999 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-2 | Bootle | |
| Monday 27th December 1999 | |||
|---|---|---|---|
| Premier Division | |||
| St Helens Town | 2-3 | Prescot Cables | |
| Monday 3rd January 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 3-1 | Skelmersdale United | |
| Saturday 8th January 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Ramsbottom United | 6-2 | Prescot Cables | |
| Tuesday 18th January 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-0 | Nantwich Town | |
| Saturday 29th January 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 3-1 | Clitheroe | |
| Tuesday 1st February 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Newcastle Town | 1-3 | Prescot Cables | |
| Saturday 5th February 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Skelmersdale United | 5-1 | Prescot Cables | |
| Saturday 12th February 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Salford City | 1-0 | Prescot Cables | |
| Saturday 19th February 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-1 | Abbey Hey | |
| Saturday 26th February 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Vauxhall Motors | 1-2 | Prescot Cables | |
| Saturday 4th March 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Great Harwood Town | 1-1 | Prescot Cables | |
| Tuesday 14th March 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Leek CSOB | 1-1 | Prescot Cables | |
| Saturday 18th March 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-1 | Atherton Collieries | |
| Saturday 25th March 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Rossendale United | 2-3 | Prescot Cables | |
| Tuesday 28th March 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-0 | St Helens Town | |
| Tuesday 11th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Cheadle Town | 1-5 | Prescot Cables | |
| Saturday 15th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Fleetwood Freeport | 3-1 | Prescot Cables | |
| Tuesday 18th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Clitheroe | 0-1 | Prescot Cables | |
| Thursday 20th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Mossley | 2-0 | Prescot Cables | |
| Saturday 22nd April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 6-2 | Great Harwood Town | |
| Monday 24th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 2-0 | Fleetwood Freeport | |
| Saturday 29th April 2000 | |||
|---|---|---|---|
| Premier Division | |||
| Prescot Cables | 1-2 | Glossop North End | |
