| Saturday 16th August 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 0-4 | Oldham Town | |
| Wednesday 20th August 2003 | Second Division | ||
|---|---|---|---|
| Eccleshall | 1-2 | Winsford United | |
| Friday 22nd August 2003 | Second Division | ||
|---|---|---|---|
| Maine Road | 0-3 | Winsford United | |
| Wednesday 27th August 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Norton United | |
| Saturday 30th August 2003 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Tadcaster Albion | 0-4 | Winsford United | Att: 50 |
| Saturday 6th September 2003 | Second Division | ||
|---|---|---|---|
| Blackpool Mechanics | 2-2 | Winsford United | |
| Wednesday 10th September 2003 | Second Division | ||
|---|---|---|---|
| Norton United | 2-2 | Winsford United | |
| Saturday 13th September 2003 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Winsford United | 2-1 | Marske United | Att: 189 |
| Saturday 20th September 2003 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Selby Town | 5-2 | Winsford United | Att: 59 |
| (After Extra Time, 2-2 after 90 mins) | |||
| Saturday 27th September 2003 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Whitby Town | 3-0 | Winsford United | Att: 282 |
| Saturday 4th October 2003 | Second Division | ||
|---|---|---|---|
| Flixton | 1-1 | Winsford United | |
| Saturday 11th October 2003 | Second Division | ||
|---|---|---|---|
| Cheadle Town | 1-2 | Winsford United | |
| Wednesday 15th October 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Formby | |
| Saturday 18th October 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 6-2 | Darwen | |
| Wednesday 22nd October 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-0 | Castleton Gabriels | |
| Wednesday 29th October 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-2 | Chadderton | |
| Saturday 8th November 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 0-2 | Nelson | |
| Saturday 15th November 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 4-4 | Ashton Town | |
| Saturday 22nd November 2003 | Second Division | ||
|---|---|---|---|
| Formby | 1-0 | Winsford United | |
| Saturday 6th December 2003 | Second Division | ||
|---|---|---|---|
| Padiham | 4-3 | Winsford United | |
| Saturday 13th December 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-0 | Blackpool Mechanics | |
| Friday 26th December 2003 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-0 | Leek CSOB | |
| Saturday 3rd January 2004 | Second Division | ||
|---|---|---|---|
| Darwen | 1-0 | Winsford United | |
| Saturday 10th January 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Padiham | |
| Saturday 24th January 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-2 | Colne | |
| Saturday 7th February 2004 | Second Division | ||
|---|---|---|---|
| Ashton Town | 5-1 | Winsford United | |
| Saturday 14th February 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-2 | Daisy Hill | |
| Wednesday 18th February 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-3 | Flixton | |
| Saturday 21st February 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-4 | Maine Road | |
| Tuesday 24th February 2004 | Second Division | ||
|---|---|---|---|
| Chadderton | 1-2 | Winsford United | |
| Saturday 28th February 2004 | Second Division | ||
|---|---|---|---|
| Oldham Town | 2-2 | Winsford United | |
| Saturday 6th March 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Great Harwood Town | |
| Tuesday 9th March 2004 | Second Division | ||
|---|---|---|---|
| Castleton Gabriels | 2-5 | Winsford United | |
| Saturday 13th March 2004 | Second Division | ||
|---|---|---|---|
| Nelson | 0-2 | Winsford United | |
| Saturday 20th March 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Holker Old Boys | |
| Saturday 27th March 2004 | Second Division | ||
|---|---|---|---|
| Great Harwood Town | 0-0 | Winsford United | |
| Saturday 3rd April 2004 | Second Division | ||
|---|---|---|---|
| Colne | 1-0 | Winsford United | |
| Wednesday 7th April 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Cheadle Town | |
| Saturday 10th April 2004 | Second Division | ||
|---|---|---|---|
| Holker Old Boys | 1-1 | Winsford United | |
| Monday 12th April 2004 | Second Division | ||
|---|---|---|---|
| Leek CSOB | 1-0 | Winsford United | |
| Wednesday 14th April 2004 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-2 | Eccleshall | |
| Saturday 17th April 2004 | Second Division | ||
|---|---|---|---|
| Daisy Hill | 3-0 | Winsford United | |
