| Tuesday 12th August 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 4-3 | Padiham | Att: 3 |
| Saturday 16th August 2008 | F.A. Challenge Cup Extra Preliminary Round | ||
|---|---|---|---|
| Oldham Town | 2-0 | Ashton Athletic | Att: 44 |
| Saturday 23rd August 2008 | First Division | ||
|---|---|---|---|
| AFC Blackpool | 0-3 | Oldham Town | Att: 3 |
| Saturday 30th August 2008 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Oldham Town | 1-1 | Rossendale United | Att: 75 |
| Tuesday 2nd September 2008 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Rossendale United | 3-0 | Oldham Town | Att: 126 |
| Tuesday 9th September 2008 | First Division | ||
|---|---|---|---|
| Rochdale Town | 2-7 | Oldham Town | Att: 7 |
| Saturday 13th September 2008 | First Division | ||
|---|---|---|---|
| AFC Liverpool | 5-0 | Oldham Town | Att: 0 |
| Saturday 20th September 2008 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| AFC Emley (renamed as Emley) | 2-6 | Oldham Town | Att: 123 |
| Saturday 27th September 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 1-0 | Stone Dominoes | Att: 0 |
| Saturday 4th October 2008 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Oldham Town | 1-0 | Congleton Town | Att: 50 |
| Saturday 18th October 2008 | First Division | ||
|---|---|---|---|
| Bootle | 2-1 | Oldham Town | Att: 1 |
| Saturday 25th October 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 6-0 | Ashton Town | Att: 0 |
| Tuesday 28th October 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 3-1 | Cheadle Town | Att: 1 |
| Saturday 1st November 2008 | First Division | ||
|---|---|---|---|
| Norton United | 2-0 | Oldham Town | Att: 0 |
| Saturday 8th November 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-0 | Daisy Hill | Att: 0 |
| Saturday 15th November 2008 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Bootle | 5-3 | Oldham Town | Att: 101 |
| Saturday 22nd November 2008 | First Division | ||
|---|---|---|---|
| Daisy Hill | 1-5 | Oldham Town | Att: 5 |
| Saturday 6th December 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 2-0 | AFC Blackpool | Att: 0 |
| Saturday 20th December 2008 | First Division | ||
|---|---|---|---|
| Oldham Town | 2-0 | Norton United | Att: 0 |
| Friday 26th December 2008 | First Division | ||
|---|---|---|---|
| Chadderton | 0-0 | Oldham Town | Att: 0 |
| Saturday 17th January 2009 | First Division | ||
|---|---|---|---|
| Irlam | 2-1 | Oldham Town | Att: 1 |
| Saturday 31st January 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 2-1 | AFC Liverpool | Att: 1 |
| Saturday 14th February 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-1 | Wigan Robin Park | Att: 1 |
| Saturday 28th February 2009 | First Division | ||
|---|---|---|---|
| Wigan Robin Park | 1-2 | Oldham Town | Att: 2 |
| Tuesday 10th March 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 5-1 | Leek CSOB | Att: 1 |
| Tuesday 17th March 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-1 | Darwen | Att: 1 |
| Saturday 21st March 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 2-1 | Eccleshall | Att: 1 |
| Tuesday 24th March 2009 | First Division | ||
|---|---|---|---|
| Leek CSOB | 0-1 | Oldham Town | Att: 1 |
| Saturday 28th March 2009 | First Division | ||
|---|---|---|---|
| Darwen | 2-2 | Oldham Town | Att: 2 |
| Wednesday 1st April 2009 | First Division | ||
|---|---|---|---|
| Padiham | 6-0 | Oldham Town | Att: 0 |
| Saturday 4th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-0 | Holker Old Boys | Att: 0 |
| Tuesday 7th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 2-2 | Rochdale Town | Att: 2 |
| Saturday 11th April 2009 | First Division | ||
|---|---|---|---|
| Eccleshall | 2-0 | Oldham Town | Att: 0 |
| Monday 13th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 1-0 | Chadderton | Att: 0 |
| Saturday 18th April 2009 | First Division | ||
|---|---|---|---|
| Stone Dominoes | 5-1 | Oldham Town | Att: 1 |
| Tuesday 21st April 2009 | First Division | ||
|---|---|---|---|
| Ashton Town | 2-0 | Oldham Town | Att: 0 |
| Saturday 25th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-1 | Bootle | Att: 1 |
| Wednesday 29th April 2009 | First Division | ||
|---|---|---|---|
| Cheadle Town | 2-1 | Oldham Town | Att: 1 |
| Saturday 2nd May 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 3-1 | Irlam | Att: 1 |
| Saturday 9th May 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 7-3 | Oldham Town | Att: 3 |
