| Saturday 13th August 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-0 | Nelson | Att: 0 |
| Tuesday 16th August 2005 | Second Division | ||
|---|---|---|---|
| Chadderton | 0-1 | Winsford United | Att: 1 |
| Saturday 20th August 2005 | F.A. Challenge Cup Extra Preliminary Round | ||
|---|---|---|---|
| Winsford United | 1-1 | Alsager Town | Att: 119 |
| Tuesday 23rd August 2005 | F.A. Challenge Cup Extra Preliminary Round Replay | ||
|---|---|---|---|
| Alsager Town | 0-1 | Winsford United | Att: 120 |
| Saturday 27th August 2005 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Northallerton Town | 4-0 | Winsford United | Att: 130 |
| Wednesday 31st August 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-2 | FC United of Manchester | Att: 2 |
| Saturday 3rd September 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 4-0 | Norton United | Att: 0 |
| Saturday 10th September 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-0 | Darwen | Att: 0 |
| Saturday 17th September 2005 | Second Division | ||
|---|---|---|---|
| Blackpool Mechanics | 2-0 | Winsford United | Att: 0 |
| Saturday 24th September 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-1 | Holker Old Boys | Att: 1 |
| Sunday 2nd October 2005 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Winsford United | 2-1 | Padiham | Att: 97 |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 8th October 2005 | Second Division | ||
|---|---|---|---|
| Cheadle Town | 0-1 | Winsford United | Att: 1 |
| Saturday 15th October 2005 | Second Division | ||
|---|---|---|---|
| Great Harwood Town | 0-1 | Winsford United | Att: 1 |
| Saturday 22nd October 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-0 | Daisy Hill | Att: 0 |
| Saturday 29th October 2005 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Crook Town | 2-0 | Winsford United | Att: 106 |
| Wednesday 2nd November 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Leek CSOB | Att: 1 |
| Saturday 26th November 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-3 | Padiham | Att: 3 |
| Saturday 10th December 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Ashton Town | Att: 1 |
| Wednesday 14th December 2005 | Second Division | ||
|---|---|---|---|
| Norton United | 2-2 | Winsford United | Att: 2 |
| Monday 26th December 2005 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Eccleshall | Att: 1 |
| Monday 2nd January 2006 | Second Division | ||
|---|---|---|---|
| FC United of Manchester | 2-1 | Winsford United | Att: 1 |
| Saturday 7th January 2006 | Second Division | ||
|---|---|---|---|
| Oldham Town | 0-1 | Winsford United | Att: 1 |
| Saturday 14th January 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-0 | Flixton | Att: 0 |
| Saturday 21st January 2006 | Second Division | ||
|---|---|---|---|
| Darwen | 2-3 | Winsford United | Att: 3 |
| Saturday 28th January 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 1-2 | Blackpool Mechanics | Att: 2 |
| Saturday 4th February 2006 | Second Division | ||
|---|---|---|---|
| Padiham | 1-2 | Winsford United | Att: 2 |
| Saturday 11th February 2006 | Second Division | ||
|---|---|---|---|
| Nelson | 2-1 | Winsford United | Att: 1 |
| Wednesday 15th February 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-1 | New Mills | Att: 1 |
| Saturday 25th February 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 0-2 | Great Harwood Town | Att: 2 |
| Saturday 25th March 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 4-1 | Castleton Gabriels | Att: 1 |
| Tuesday 4th April 2006 | Second Division | ||
|---|---|---|---|
| Leek CSOB | 3-2 | Winsford United | Att: 2 |
| Saturday 8th April 2006 | Second Division | ||
|---|---|---|---|
| Daisy Hill | 1-1 | Winsford United | Att: 1 |
| Saturday 15th April 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-0 | Cheadle Town | Att: 0 |
| Monday 17th April 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 3-0 | Oldham Town | Att: 0 |
| Saturday 22nd April 2006 | Second Division | ||
|---|---|---|---|
| New Mills | 2-1 | Winsford United | Att: 1 |
| Tuesday 25th April 2006 | Second Division | ||
|---|---|---|---|
| Castleton Gabriels | 1-3 | Winsford United | Att: 3 |
| Saturday 29th April 2006 | Second Division | ||
|---|---|---|---|
| Flixton | 3-0 | Winsford United | Att: 0 |
| Monday 1st May 2006 | Second Division | ||
|---|---|---|---|
| Holker Old Boys | 0-4 | Winsford United | Att: 4 |
| Saturday 6th May 2006 | Second Division | ||
|---|---|---|---|
| Winsford United | 2-2 | Chadderton | Att: 2 |
| Monday 8th May 2006 | Second Division | ||
|---|---|---|---|
| Eccleshall | 2-2 | Winsford United | Att: 2 |
| Friday 12th May 2006 | Second Division | ||
|---|---|---|---|
| Ashton Town | 1-0 | Winsford United | Att: 0 |
