| Saturday 15th August 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 0-3 | Maghull | |
| Tuesday 18th August 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 0-0 | Daisy Hill | |
| Saturday 22nd August 1998 | First Division | ||
|---|---|---|---|
| Warrington Town | 1-3 | Chadderton | |
| Tuesday 25th August 1998 | First Division | ||
|---|---|---|---|
| Woodley Sports | 5-1 | Chadderton | |
| Tuesday 1st September 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 1-0 | Castleton Gabriels | |
| Saturday 5th September 1998 | First Division | ||
|---|---|---|---|
| Darwen | 0-0 | Chadderton | |
| Tuesday 8th September 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 1-0 | Ashton Town | |
| Saturday 12th September 1998 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Liversedge | 3-2 | Chadderton | |
| Saturday 19th September 1998 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Chadderton | 1-1 | Ryhope Community Association | |
| Tuesday 22nd September 1998 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Ryhope Community Association | 2-1 | Chadderton | |
| Tuesday 29th September 1998 | First Division | ||
|---|---|---|---|
| Curzon Ashton | 1-1 | Chadderton | |
| Saturday 3rd October 1998 | First Division | ||
|---|---|---|---|
| Bacup Borough | 0-0 | Chadderton | |
| Saturday 10th October 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Formby | |
| Saturday 17th October 1998 | First Division | ||
|---|---|---|---|
| Formby | 2-2 | Chadderton | |
| Saturday 7th November 1998 | First Division | ||
|---|---|---|---|
| Castleton Gabriels | 2-2 | Chadderton | |
| Tuesday 10th November 1998 | First Division | ||
|---|---|---|---|
| Blackpool Mechanics | 0-2 | Chadderton | |
| Saturday 14th November 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 0-0 | Nelson | |
| Saturday 21st November 1998 | First Division | ||
|---|---|---|---|
| Squires Gate | 2-1 | Chadderton | |
| Saturday 12th December 1998 | First Division | ||
|---|---|---|---|
| Ashton Town | 1-1 | Chadderton | |
| Saturday 19th December 1998 | First Division | ||
|---|---|---|---|
| Colne | 2-1 | Chadderton | |
| Saturday 26th December 1998 | First Division | ||
|---|---|---|---|
| Chadderton | 4-1 | Oldham Town | |
| Saturday 2nd January 1999 | First Division | ||
|---|---|---|---|
| Maghull | 3-2 | Chadderton | |
| Saturday 23rd January 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Fleetwood Freeport | |
| Saturday 30th January 1999 | First Division | ||
|---|---|---|---|
| Nelson | 1-1 | Chadderton | |
| Saturday 13th February 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 1-1 | Chadderton | |
| Tuesday 16th February 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 0-1 | Woodley Sports | |
| Saturday 20th February 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 3-1 | Blackpool Mechanics | |
| Saturday 27th February 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Squires Gate | |
| Saturday 13th March 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 3-1 | Colne | |
| Tuesday 16th March 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-0 | Tetley Walker | |
| Saturday 20th March 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Bacup Borough | |
| Tuesday 23rd March 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 0-0 | Warrington Town | |
| Saturday 3rd April 1999 | First Division | ||
|---|---|---|---|
| Tetley Walker | 1-2 | Chadderton | |
| Monday 5th April 1999 | First Division | ||
|---|---|---|---|
| Oldham Town | 1-0 | Chadderton | |
| Thursday 15th April 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-0 | Abbey Hey | |
| Saturday 17th April 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-0 | Curzon Ashton | |
| Thursday 22nd April 1999 | First Division | ||
|---|---|---|---|
| Abbey Hey | 0-0 | Chadderton | |
| Tuesday 27th April 1999 | First Division | ||
|---|---|---|---|
| Daisy Hill | 2-2 | Chadderton | |
| Saturday 1st May 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-2 | Darwen | |
