| August |
| D | Sat 2/8/2008 | Frdly | Nostell Miners Welfare Oli Johnson 12 Francis Johnson 51 |  | 2-2 |  | Askern Villa Unknown 35, 44 | Att: 67 HT: 1-2 |
| D | Sat 9/8/2008 | NCEL1 | Scarborough Athletic Dave Thompson 15, 18 |  | 2-2 |  | Askern Villa Andy Waulkden 72 Gary Evans 74 | Att: 454 HT: 2-0 |
| L | Tue 12/8/2008 | NCEL1 | Askern Villa Michael Evans 7 Craig Fisher 90 |  | 2-3 |  | AFC Emley Andy Farrell 44, 45 Neil Redfern 58 | Att: 83 HT: 1-2 |
| L | Sat 16/8/2008 | NCEL1 | Askern Villa Craig Fisher 59 Mark Vickerage 82 |  | 2-4 |  | Worsbrough Bridge Athletic Ryan Pleasants 6, 24 Lee Garside 54 Ryan Poskitt 89 | Att: 40 HT: 0-2 |
| D | Sat 23/8/2008 | NCEL1 | Askern Villa Michael Evans 43 |  | 1-1 |  | Appleby Frodingham Ryan Hibbard 89 | Att: 22 HT: 1-0 |
| D | Mon 25/8/2008 | NCEL1 | Askern Villa Curtis Walker 73 Mark Vickerage 87 |  | 2-2 |  | Barton Town Old Boys Tom Lee 45 Gareth Barlow 72 | Att: 50 HT: 0-1 |
| W | Sat 30/8/2008 | NCEL1 | Teversal |  | 0-6 |  | Askern Villa Curtis Walker 24, 75 Graeme Severn 41 Steve Knifton 56 Tom McLaughlin 65 Daniel Taylor 90 | Att: 58 HT: 0-2 |
| September |
| L | Tue 2/9/2008 | WST1 | Askern Villa Mel Cotton 74 |  | 1-2 |  | Scarborough Athletic Ryan Blott 33 Richard Medcalf 57 | Att: 191 HT: 0-1 |
| W | Sat 6/9/2008 | NCEL1 | Rossington Main |  | 0-3 |  | Askern Villa Tom McLaughlin 76 Lee Wilkinson 80 Michael Evans 90 | Att: 107 HT: 0-0 |
| W | Sat 20/9/2008 | NCEL1 | Askern Villa Mark Vickerage 61 Daniel Taylor 79 |  | 2-0 |  | Grimsby Borough | Att: 37 HT: 0-0 |
| W | Sat 27/9/2008 | NCEL1 | Brighouse Town Daniel Bentley 54 Scott Swann 59 |  | 2-5 |  | Askern Villa Michael Evans 13 Daniel Ferguson 35, 56, 84 Graeme Severn 42 | Att: 50 HT: 0-3 |
| October |
| W | Sat 4/10/2008 | NCEL1 | Askern Villa Curtis Walker 18 |  | 1-0 |  | Pontefract Collieries | Att: 43 HT: 1-0 |
| D | Tue 7/10/2008 | NCEL1 | Rainworth Miners Welfare Julian McDonald 86 |  | 1-1 |  | Askern Villa Tom McLaughlin 25 | Att: 75 HT: 0-1 |
| W | Sat 11/10/2008 | NCEL1 | Glasshoughton Welfare |  | 0-2 |  | Askern Villa Mark Vickerage 50pen Daniel Ferguson 55 | Att: 55 HT: 0-0 |
| L | Sat 18/10/2008 | NCEL1 | Askern Villa |  | 0-1 |  | Hemsworth Miners Welfare Andy Davis 75 | Att: 60 HT: 0-0 |
| W | Sat 25/10/2008 | NCEL1 | Bottesford Town Craig Mitchell 76, 87 |  | 2-3 |  | Askern Villa Daniel Ferguson 37, 60, 90 | Att: 61 HT: 0-1 |
| L | Tue 28/10/2008 | WRCC1 | Liversedge Kieran Corley 23 Ryan Sugden 46, 59 Marcus Walmsley 90 |  | 4-2 |  | Askern Villa Ryan Watton 61 Curtis Walker 65 | Att: 42 HT: 1-0 |
| November |
| W | Sat 1/11/2008 | NCEL1 | Askern Villa Andy Waulkden 34 Curtis Walker 90 |  | 2-0 |  | Leeds Carnegie | Att: 25 HT: 1-0 |
| W | Sat 8/11/2008 | NCEL1 | Hemsworth Miners Welfare Damion Liddle 55 |  | 1-2 |  | Askern Villa Daniel Ferguson 24 Mel Cotton 76 | Att: 166 HT: 0-1 |
| W | Tue 11/11/2008 | LC2 | Askern Villa Daniel Ferguson 2, 109 |  | 2-1 (aet) |  | Scarborough Athletic Rob Ellis 35 | Att: 76 HT: 1-1 90: 1-1 |
| W | Sat 15/11/2008 | NCEL1 | Askern Villa Mel Cotton 83 |  | 1-0 |  | Staveley Miners Welfare | Att: 42 HT: 0-0 |
| D | Tue 18/11/2008 | NCEL1 | Askern Villa Mark Vickerage 78 Lee Wilkinson 85 |  | 2-2 |  | Tadcaster Albion Matthew Suggitt 1 Kevin Smith 5 | Att: 39 HT: 0-2 |
| W | Sat 22/11/2008 | NCEL1 | Worsbrough Bridge Athletic Nicky Murray 82 |  | 1-2 |  | Askern Villa Daniel Ferguson 46 Michael Evans 62 | Att: 45 HT: 0-0 |
| W | Sat 29/11/2008 | NCEL1 | Askern Villa Curtis Walker 15, 68 |  | 2-0 |  | Teversal | Att: 39 HT: 1-0 |
| December |
| W | Sat 20/12/2008 | NCEL1 | Pontefract Collieries |  | 0-1 |  | Askern Villa Daniel Ferguson 29 | Att: 41 HT: 0-1 |
| L | Sat 27/12/2008 | NCEL1 | Askern Villa |  | 0-3 |  | Scarborough Athletic Ryan Blott 70, 90 Scott Phillips 75pen | Att: 380 HT: 0-0 |
| January |
| D | Sat 3/1/2009 | NCEL1 | AFC Emley |  | 0-0 |  | Askern Villa | Att: 140 |
| W | Sat 17/1/2009 | NCEL1 | Barton Town Old Boys |  | 0-1 |  | Askern Villa Daniel Ferguson 75 | Att: 100 HT: 0-0 |
| W | Tue 20/1/2009 | LC3 | Askern Villa Mark Vickerage 106 |  | 1-0 (aet) |  | Armthorpe Welfare | Att: 68 HT: 0-0 90: 0-0 |
| W | Tue 27/1/2009 | NCEL1 | Askern Villa Curtis Walker 5, 36, 45, 70 Mark Vickerage 87 |  | 5-0 |  | Bottesford Town | Att: 27 HT: 3-0 |
| D | Sat 31/1/2009 | NCEL1 | Askern Villa Mark Vickerage 36pen |  | 1-1 |  | Rainworth Miners Welfare Jermain Hollis 90 | Att: 50 HT: 1-0 |
| February |
| W | Sat 21/2/2009 | NCEL1 | Tadcaster Albion Chris Harkin 26 |  | 1-2 |  | Askern Villa Daniel Ferguson 43, 57 | Att: 51 HT: 1-1 |
| W | Sat 28/2/2009 | NCEL1 | Askern Villa Graeme Severn 5 Craig Fisher 17 |  | 2-0 |  | Glasshoughton Welfare | Att: 52 HT: 2-0 |
| March |
| W | Tue 10/3/2009 | NCEL1 | Askern Villa Chris Dickman 62 |  | 1-0 |  | Brighouse Town | Att: 30 HT: 0-0 |
| W | Sat 14/3/2009 | NCEL1 | Yorkshire Amateur |  | 0-2 |  | Askern Villa Curtis Walker 26 Michael Evans 86 | Att: 39 HT: 0-1 |
| W | Tue 17/3/2009 | NCEL1 | Appleby Frodingham |  | 0-1 |  | Askern Villa Curtis Walker 53 | Att: 33 HT: 0-0 |
| D | Mon 23/3/2009 | NCEL1 | Leeds Carnegie Chris Thackray 77 |  | 1-1 |  | Askern Villa Michael Evans 38 | Att: 79 HT: 0-1 |
| D | Sat 28/3/2009 | NCEL1 | Askern Villa Curtis Walker 21 Mark Vickerage 70pen |  | 2-2 |  | Rossington Main Jason Stokes 27 Matthew Lodge 36 | Att: 60 HT: 1-2 |
| L | Tue 31/3/2009 | LC4 | Askern Villa |  | 0-2 |  | Mickleover Sports Karl Ashton 21, 34 | Att: 48 HT: 0-2 |
| April |
| L | Sat 4/4/2009 | NCEL1 | Staveley Miners Welfare Lee Gregory 60, 83, 90 |  | 3-1 |  | Askern Villa Daniel Robinson 33og | Att: 75 HT: 0-1 |
| L | Wed 15/4/2009 | NCEL1 | Grimsby Borough Luke Fanthorpe 28 |  | 1-0 |  | Askern Villa | Att: 16 HT: 1-0 |
| W | Sat 25/4/2009 | NCEL1 | Askern Villa Unknown 5og Mark Vickerage 20 |  | 2-0 |  | Yorkshire Amateur | Att: 36 HT: 2-0 |