| Saturday 9th August 2008 | First Division | ||
|---|---|---|---|
| Wigan Robin Park | 0-3 | Bootle | Att: 3 |
| Saturday 16th August 2008 | F.A. Challenge Cup Extra Preliminary Round | ||
|---|---|---|---|
| Bootle | 5-1 | Eccleshall | Att: 55 |
| Saturday 23rd August 2008 | First Division | ||
|---|---|---|---|
| Bootle | 0-0 | Padiham | Att: 0 |
| Saturday 30th August 2008 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Bootle | 1-0 | Padiham | Att: 80 |
| Tuesday 2nd September 2008 | First Division | ||
|---|---|---|---|
| Darwen | 0-6 | Bootle | Att: 6 |
| Saturday 13th September 2008 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Buxton | 3-1 | Bootle | Att: 412 |
| Saturday 20th September 2008 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Atherton Collieries | 0-3 | Bootle | Att: 47 |
| Wednesday 24th September 2008 | First Division | ||
|---|---|---|---|
| Irlam | 2-2 | Bootle | Att: 2 |
| Saturday 27th September 2008 | First Division | ||
|---|---|---|---|
| Bootle | 2-0 | Chadderton | Att: 0 |
| Saturday 4th October 2008 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Bootle | 2-1 | Ramsbottom United | Att: 73 |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 18th October 2008 | First Division | ||
|---|---|---|---|
| Bootle | 2-1 | Oldham Town | Att: 1 |
| Tuesday 21st October 2008 | First Division | ||
|---|---|---|---|
| Bootle | 2-1 | Wigan Robin Park | Att: 1 |
| Saturday 25th October 2008 | First Division | ||
|---|---|---|---|
| Stone Dominoes | 3-0 | Bootle | Att: 0 |
| Saturday 1st November 2008 | First Division | ||
|---|---|---|---|
| Bootle | 4-2 | Holker Old Boys | Att: 2 |
| Saturday 15th November 2008 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Bootle | 5-3 | Oldham Town | Att: 101 |
| Tuesday 18th November 2008 | First Division | ||
|---|---|---|---|
| Bootle | 5-1 | Ashton Town | Att: 1 |
| Saturday 22nd November 2008 | First Division | ||
|---|---|---|---|
| Cheadle Town | 0-4 | Bootle | Att: 4 |
| Saturday 29th November 2008 | First Division | ||
|---|---|---|---|
| Chadderton | 1-1 | Bootle | Att: 1 |
| Saturday 6th December 2008 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| Long Eaton United | 0-1 | Bootle | |
| Saturday 20th December 2008 | First Division | ||
|---|---|---|---|
| AFC Blackpool | 1-3 | Bootle | Att: 3 |
| Saturday 27th December 2008 | First Division | ||
|---|---|---|---|
| Bootle | 3-4 | AFC Liverpool | Att: 4 |
| Saturday 3rd January 2009 | First Division | ||
|---|---|---|---|
| Bootle | 3-0 | Rochdale Town | Att: 0 |
| Tuesday 13th January 2009 | First Division | ||
|---|---|---|---|
| Bootle | 4-1 | Stone Dominoes | Att: 1 |
| Saturday 17th January 2009 | F.A. Carlsberg Vase 4th Round | ||
|---|---|---|---|
| Bootle | 1-3 | Whitley Bay | Att: 272 |
| Saturday 31st January 2009 | First Division | ||
|---|---|---|---|
| Bootle | 1-2 | Irlam | Att: 2 |
| Saturday 21st February 2009 | First Division | ||
|---|---|---|---|
| Bootle | 2-1 | Norton United | Att: 1 |
| Saturday 28th February 2009 | First Division | ||
|---|---|---|---|
| Ashton Town | 1-1 | Bootle | Att: 1 |
| Saturday 7th March 2009 | First Division | ||
|---|---|---|---|
| Leek CSOB | 0-1 | Bootle | Att: 1 |
| Saturday 14th March 2009 | First Division | ||
|---|---|---|---|
| Bootle | 4-0 | Daisy Hill | Att: 0 |
| Wednesday 18th March 2009 | First Division | ||
|---|---|---|---|
| AFC Liverpool | 0-1 | Bootle | Att: 1 |
| Saturday 21st March 2009 | First Division | ||
|---|---|---|---|
| Bootle | 4-0 | Darwen | Att: 0 |
| Tuesday 24th March 2009 | First Division | ||
|---|---|---|---|
| Norton United | 0-4 | Bootle | Att: 4 |
| Saturday 28th March 2009 | First Division | ||
|---|---|---|---|
| Padiham | 0-2 | Bootle | Att: 2 |
| Tuesday 31st March 2009 | First Division | ||
|---|---|---|---|
| Bootle | 2-0 | Eccleshall | Att: 0 |
| Saturday 4th April 2009 | First Division | ||
|---|---|---|---|
| Bootle | 1-0 | Cheadle Town | Att: 0 |
| Tuesday 7th April 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 3-1 | Bootle | Att: 1 |
| Saturday 11th April 2009 | First Division | ||
|---|---|---|---|
| Bootle | 1-0 | Leek CSOB | Att: 0 |
| Monday 13th April 2009 | First Division | ||
|---|---|---|---|
| Rochdale Town | 1-3 | Bootle | Att: 3 |
| Saturday 18th April 2009 | First Division | ||
|---|---|---|---|
| Bootle | 2-0 | AFC Blackpool | Att: 0 |
| Saturday 25th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-1 | Bootle | Att: 1 |
| Saturday 2nd May 2009 | First Division | ||
|---|---|---|---|
| Daisy Hill | 1-2 | Bootle | Att: 2 |
| Saturday 9th May 2009 | First Division | ||
|---|---|---|---|
| Eccleshall | 1-1 | Bootle | Att: 1 |
