| Date | Home Team | Home Score | | Away Score | Away Team | ATT | MOTM & Comments |
| 19/07/08 | Mossley | 3 | - | 4 | Droylsden FC | - | (Pre-Season Friendly) |
| 21/07/08 | Bradford Park Avenue | 2 | - | 0 | Droylsden FC | - | (Pre-Season Friendly) |
| 24/07/08 | Abbey Hey | 1 | - | 4 | Droylsden FC | - | (Pre-Season Friendly) |
| 26/07/08 | Ashton United | 0 | - | 4 | Droylsden FC | - | Tony Downes Memorial Trophy (Pre-Season Friendly) |
| 29/07/08 | Chasetown | 1 | - | 3 | Droylsden FC | - | (Pre-Season Friendly) |
| 02/08/08 | Skelmersdale United | 1 | - | 2 | Droylsden FC | - | (Pre-Season Friendly) |
| 09/08/08 | Droylsden FC | 1 | - | 1 | Tamworth | 414 | - |
| 13/08/08 | Gateshead | 1 | - | 1 | Droylsden FC | 360 | N/A |
| 16/08/08 | King’s Lynn | 2 | - | 2 | Droylsden FC | 1035 | N/A |
| 23/08/08 | Droylsden FC | 2 | - | 1 | Hyde United | 467 | Home: Jamie McGuire Away: Chris Simm |
| 25/08/08 | Hucknall Town | 1 | - | 1 | Droylsden FC | 314 | N/A |
| 30/08/08 | Droylsden FC | 1 | - | 0 | AFC Telford United | 544 | Home: Mike Byron Away: Gavin Cowan |
| 01/09/08 | Droylsden FC | 1 | - | 1 | Workington | 386 | - |
| 08/09/08 | Droylsden FC | 1 | - | 2 | Gateshead | 190 | (Setanta Shield 1st Round) Home: Kevin Townson Away: - |
| 13/09/08 | Farsey Celtic | 1 | - | 1 | Droylsden FC | 259 | N/A |
| 20/09/08 | Droylsden FC | 0 | - | 1 | Stafford Rangers | 443 | Home: Mike Byron Away: Wayne Daniel |
| 27/09/08 | Droylsden FC | 2 | - | 1 | Bradford Park Avenue | 425 | (FA Cup 2nd Qualifying Round) Home: Ashley Burbeary Away: Carl Ruffer |
| 04/10/08 | Alfreton Town | 2 | - | 3 | Droylsden FC | 318 | N/A |
| 11/10/08 | Droylsden FC | 3 | - | 2 | Gateshead | 370 | (FA Cup 3rd Qualifying Round) Home: Neil Sorvel Away: James Curtis |
| 18/10/08 | Droylsden FC | 3 | - | 2 | Gainsborough Trinity | 337 | Home: Steve Beck Away: Adam Smith |
| 20/10/08 | Droylsden FC | 2 | - | 1 | Irlam | 172 | (MPCC 1st Round) Home: - Away: - |
| 25/10/08 | Droylsden FC | 0 | - | 0 | Belper Town | 557 | (FA Cup 4th Qualifying Round) Home: Craig Mawson Away: Paul Pettinger |
| 28/10/08 | Belper Town | 1 | - | 2 | Droylsden FC | 568 | (FA Cup 4th Qualifying Round - Replay) |
| 01/11/08 | Droylsden FC | 2 | - | 0 | Blyth Spartans | 337 | Home: Domaine Rouse Away: Alex Gildea |
| 08/11/08 | Darlington | 0 | - | 0 | Droylsden FC | 2479 | (FA Cup 1st Round Proper) |
| 11/11/08 | Solihull Moors | 2 | - | 1 | Droylsden FC | 148 | N/A |
| 15/11/08 | Droylsden FC | 2 | - | 2 | Redditch United | 339 | Home: Mike Byron Away: Liam Murray |
| 18/11/08 | Droylsden FC | 1 | - | 0 | Darlington | 1672 | (FA Cup 1st Round Proper - Replay) Home: All 18 Named Players Away: Liam Hitch |
| 22/11/08 | Farsley Celtic | 2 | - | 0 | Droylsden FC | 207 | (FA Trophy 3rd Round) |
| 29/11/08 | Chesterfield | 0 | - | 1 | Droylsden FC | 3633 | (FA Cup 2nd Round Proper 1) Abandoned (HT) Fog |
| 06/12/08 | Droylsden FC | 2 | - | 1 | Harrogate Town | 324 | - |
| 09/12/08 | Chesterfield | 2 | - | 2 | Droylsden FC | 5698 | (FA Cup 2nd Round Proper 2) |
| 16/12/08 | Droylsden FC | 0 | - | 2 | Chesterfield | 2261 | (FA Cup 2nd Round Proper - Replay 1) Abandoned (73) Floodlight Failure |
| 20/12/08 | Tamworth | 2 | - | 0 | Droylsden FC | 690 | N/A |
| 23/12/08 | Droylsden FC | 2 | - | 1 | Chesterfield | 2824 | (FA Cup 2nd Round Proper - Replay 2) |
| 26/12/08 | Droylsden FC | 1 | - | 2 | Vauxhall Motors | 306 | - |
| 13/01/09 | Trafford | 1 | - | 5 | Droylsden FC | 115 | (MPCC 1/4 Final) |
| 17/01/09 | Droylsden FC | 0 | - | 0 | Gateshead | 295 | - |
| 20/01/09 | Burscough | 0 | - | 1 | Droylsden FC | 270 | N/A |
| 24/01/09 | Redditch United | 0 | - | 4 | Droylsden FC | 205 | N/A |
| 27/01/09 | Gainsborough Trinity | 1 | - | 0 | Droylsden FC | 244 | N/A |
| 31/01/09 | Droylsden FC | 3 | - | 1 | Burscough | 295 | - |
| 19/02/09 | Curzon Ashton | 0 | - | 1 | Droylsden FC | 197 | (MPCC Semi Final) |
| 21/02/09 | Droylsden FC | 2 | - | 0 | Farsley Celtic | 326 | - |
| 24/02/09 | Workington | 1 | - | 1 | Droylsden FC | 281 | N/A |
| 28/02/09 | Fleetwood Town | 2 | - | 1 | Droylsden FC | 1407 | N/A |
| 03/03/09 | Vauxhall Motors | 1 | - | 4 | Droylsden FC | 149 | N/A |
| 07/03/09 | Droylsden FC | 2 | - | 0 | Alfreton Town | 354 | - |
| 09/03/09 | Hincklet United | 1 | - | 0 | Droylsden FC | 351 | N/A |
| 14/03/09 | Stafford Rangers | 0 | - | 0 | Droylsden FC | 474 | N/A |
| 16/03/09 | Droylsden FC | 1 | - | 1 | Stalybridge Celtic | 772 | - |
| 21/03/09 | Droylsden FC | 0 | - | 0 | Southport | 489 | - |
| 26/03/09 | Droylsden FC | 3 | - | 0 | Hinckley United | 270 | - |
| 28/03/09 | AFC Telford | 2 | - | 0 | Droylsden FC | 556 | N/A |
| 30/03/09 | Droylsden FC | 1 | - | 0 | Kings Lynn | 278 | - |
| 04/04/09 | Droylsden FC | 2 | - | 1 | Solihull Moors | 280 | - |
| 07/04/09 | Southport | 3 | - | 1 | Droylsden FC | 619 | N/A |
| 09/04/09 | Blyth Spartans | 0 | - | 2 | Droylsden FC | 512 | N/A |
| 11/04/09 | Hyde United | 1 | - | 3 | Droylsden FC | 557 | N/A |
| 13/04/09 | Droylsden FC | 5 | - | 1 | Hucknall Town | 307 | - |
| 18/04/09 | Harrogate Town | 1 | - | 1 | Droylsden FC | 362 | N/A |
| 21/04/09 | Stalybridge Celtic | 2 | - | 2 | Droylsden FC | 614 | N/A |
| 25/04/09 | Droylsden FC | 1 | - | 3 | Fleetwood Town | 632 | - |
| 29/04/09 | Droylsden FC | 2 | - | 1 | Mossley | - | MPCC Final (Boundary Park) |