| Saturday 15th August 1998 | First Division | ||
|---|---|---|---|
| Abbey Hey | 3-2 | Fleetwood Freeport | |
| Tuesday 18th August 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 1-1 | Nelson | |
| Saturday 22nd August 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 4-2 | Curzon Ashton | |
| Saturday 29th August 1998 | First Division | ||
|---|---|---|---|
| Woodley Sports | 0-1 | Fleetwood Freeport | |
| Monday 31st August 1998 | First Division | ||
|---|---|---|---|
| Ashton Town | 1-0 | Fleetwood Freeport | |
| Saturday 5th September 1998 | First Division | ||
|---|---|---|---|
| Daisy Hill | 1-1 | Fleetwood Freeport | |
| Wednesday 9th September 1998 | First Division | ||
|---|---|---|---|
| Nelson | 2-3 | Fleetwood Freeport | |
| Saturday 12th September 1998 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Goole AFC | 1-0 | Fleetwood Freeport | |
| Saturday 19th September 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 4-0 | Tetley Walker | |
| Tuesday 22nd September 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 0-0 | Darwen | |
| Saturday 3rd October 1998 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-6 | Fleetwood Freeport | |
| Saturday 10th October 1998 | First Division | ||
|---|---|---|---|
| Warrington Town | 1-0 | Fleetwood Freeport | |
| Saturday 17th October 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 3-1 | Woodley Sports | |
| Saturday 7th November 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 4-0 | Bacup Borough | |
| Tuesday 10th November 1998 | First Division | ||
|---|---|---|---|
| Bacup Borough | 1-4 | Fleetwood Freeport | |
| Saturday 14th November 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 2-0 | Formby | |
| Saturday 21st November 1998 | First Division | ||
|---|---|---|---|
| Colne | 2-1 | Fleetwood Freeport | |
| Saturday 28th November 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 8-1 | Daisy Hill | |
| Saturday 5th December 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 13-0 | Oldham Town | |
| Saturday 12th December 1998 | First Division | ||
|---|---|---|---|
| Squires Gate | 0-3 | Fleetwood Freeport | |
| Saturday 19th December 1998 | First Division | ||
|---|---|---|---|
| Maghull | 0-4 | Fleetwood Freeport | |
| Saturday 26th December 1998 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 7-0 | Blackpool Mechanics | |
| Saturday 2nd January 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 2-1 | Abbey Hey | |
| Saturday 16th January 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 2-0 | Colne | |
| Saturday 23rd January 1999 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Fleetwood Freeport | |
| Saturday 30th January 1999 | First Division | ||
|---|---|---|---|
| Tetley Walker | 3-0 | Fleetwood Freeport | |
| Saturday 13th February 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 1-1 | Chadderton | |
| Saturday 20th February 1999 | First Division | ||
|---|---|---|---|
| Curzon Ashton | 2-2 | Fleetwood Freeport | |
| Saturday 27th February 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 1-1 | Warrington Town | |
| Saturday 27th March 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 4-2 | Castleton Gabriels | |
| Saturday 3rd April 1999 | First Division | ||
|---|---|---|---|
| Formby | 2-2 | Fleetwood Freeport | |
| Monday 5th April 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 0-1 | Squires Gate | |
| Tuesday 13th April 1999 | First Division | ||
|---|---|---|---|
| Blackpool Mechanics | 1-8 | Fleetwood Freeport | |
| Saturday 17th April 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 1-2 | Ashton Town | |
| Saturday 24th April 1999 | First Division | ||
|---|---|---|---|
| Darwen | 0-1 | Fleetwood Freeport | |
| Saturday 1st May 1999 | First Division | ||
|---|---|---|---|
| Castleton Gabriels | 1-2 | Fleetwood Freeport | |
| Monday 3rd May 1999 | First Division | ||
|---|---|---|---|
| Fleetwood Freeport | 4-0 | Maghull | |
