| Saturday 15th August 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-5 | Vauxhall GM | |
| Tuesday 18th August 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-3 | Bootle | |
| Saturday 22nd August 1998 | Premier Division | ||
|---|---|---|---|
| Atherton Collieries | 1-2 | Maine Road | |
| Tuesday 25th August 1998 | Premier Division | ||
|---|---|---|---|
| Glossop North End | 2-2 | Maine Road | |
| Saturday 29th August 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 3-3 | Rossendale United | |
| Tuesday 1st September 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-1 | Newcastle Town | |
| Saturday 5th September 1998 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Ramsbottom United | 0-0 | Maine Road | |
| F.A. Challenge Cup Preliminary Round Replay | |||
|---|---|---|---|
| Maine Road | 2-1 | Ramsbottom United |
| Saturday 12th September 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 2-1 | Nantwich Town | |
| Tuesday 15th September 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-1 | Workington | |
| Tuesday 22nd September 1998 | Premier Division | ||
|---|---|---|---|
| Holker Old Boys | 0-2 | Maine Road | |
| Saturday 26th September 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-3 | Mossley | |
| Tuesday 29th September 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 4-1 | Clitheroe | |
| Saturday 10th October 1998 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Shildon | 2-3 | Maine Road | |
| Tuesday 13th October 1998 | Premier Division | ||
|---|---|---|---|
| Kidsgrove Athletic | 1-0 | Maine Road | |
| Saturday 17th October 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 3-2 | Skelmersdale United | |
| Saturday 31st October 1998 | Premier Division | ||
|---|---|---|---|
| Mossley | 1-0 | Maine Road | |
| Wednesday 4th November 1998 | Premier Division | ||
|---|---|---|---|
| St Helens Town | 3-1 | Maine Road | |
| Saturday 7th November 1998 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Maine Road | 2-2 | Brodsworth Welfare | |
| (After Extra Time, 2-2 after 90 mins) | |||
| Tuesday 10th November 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Brodsworth Welfare | 1-3 | Maine Road | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 14th November 1998 | Premier Division | ||
|---|---|---|---|
| Bootle | 0-1 | Maine Road | |
| Saturday 21st November 1998 | Premier Division | ||
|---|---|---|---|
| Newcastle Town | 1-3 | Maine Road | |
| Saturday 28th November 1998 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Dunston Federation Brewery | 2-1 | Maine Road | |
| Saturday 12th December 1998 | Premier Division | ||
|---|---|---|---|
| Prescot Cables | 6-1 | Maine Road | |
| Saturday 19th December 1998 | Premier Division | ||
|---|---|---|---|
| Atherton LR | 1-1 | Maine Road | |
| Saturday 26th December 1998 | Premier Division | ||
|---|---|---|---|
| Maine Road | 2-1 | Salford City | |
| Monday 28th December 1998 | Premier Division | ||
|---|---|---|---|
| Cheadle Town | 0-4 | Maine Road | |
| Saturday 2nd January 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 2-1 | Leek CSOB | |
| Tuesday 5th January 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 2-0 | Atherton LR | |
| Saturday 23rd January 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-4 | Kidsgrove Athletic | |
| Saturday 30th January 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-2 | Prescot Cables | |
| Tuesday 2nd February 1999 | Premier Division | ||
|---|---|---|---|
| Nantwich Town | 4-1 | Maine Road | |
| Saturday 13th February 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 3-0 | Holker Old Boys | |
| Saturday 20th February 1999 | Premier Division | ||
|---|---|---|---|
| Skelmersdale United | 2-3 | Maine Road | |
| Saturday 27th February 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 1-0 | Atherton Collieries | |
| Saturday 13th March 1999 | Premier Division | ||
|---|---|---|---|
| Vauxhall GM | 5-1 | Maine Road | |
| Saturday 20th March 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-1 | St Helens Town | |
| Tuesday 23rd March 1999 | Premier Division | ||
|---|---|---|---|
| Ramsbottom United | 1-0 | Maine Road | |
| Saturday 27th March 1999 | Premier Division | ||
|---|---|---|---|
| Workington | 2-0 | Maine Road | |
| Saturday 3rd April 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 0-0 | Cheadle Town | |
| Monday 5th April 1999 | Premier Division | ||
|---|---|---|---|
| Salford City | 2-1 | Maine Road | |
| Tuesday 13th April 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 1-2 | Glossop North End | |
| Saturday 24th April 1999 | Premier Division | ||
|---|---|---|---|
| Leek CSOB | 1-1 | Maine Road | |
| Thursday 29th April 1999 | Premier Division | ||
|---|---|---|---|
| Maine Road | 1-2 | Ramsbottom United | |
| Wednesday 5th May 1999 | Premier Division | ||
|---|---|---|---|
| Rossendale United | 1-1 | Maine Road | |
| Saturday 8th May 1999 | Premier Division | ||
|---|---|---|---|
| Clitheroe | 4-1 | Maine Road | |
