| July |
| D | Sat 12/7/2008 | Frdly | Hutton Cranswick Tom Cooper 41, 51, 80pen Mike Tate 43 |  | 4-4 |  | Scarborough Athletic Richard Medcalf 36 Dave Thompson 37 Rob Ellis 39 Craig Hogg 48 | Att: 224 HT: 2-3 |
| L | Sat 19/7/2008 | Frdly | Frickley Athletic Lee Morris 46 Dean Wilburn 48 |  | 2-0 |  | Scarborough Athletic | Att: 212 HT: 0-0 |
| L | Sat 26/7/2008 | Frdly | Bridlington Town Phil Harrison 78 Chibuzor Chilaka 83 |  | 2-1 |  | Scarborough Athletic Richard Medcalf 52 | Att: 298 HT: 0-0 |
| L | Tue 29/7/2008 | Frdly | Pickering Town Liam Salt 28 |  | 1-0 |  | Scarborough Athletic | Att: 283 HT: 1-0 |
| August |
| L | Sat 2/8/2008 | Frdly | Winterton Rangers Matthew Plant 17 Rob Northen 22, 36 |  | 3-2 |  | Scarborough Athletic Rob Ellis 35 Matthew Plant 41og | Att: 110 HT: 3-2 |
| W | Tue 5/8/2008 | Frdly | Scarborough Athletic Ryan Blott 47 Rob Ellis 53 |  | 2-0 |  | Brodsworth Welfare | Att: 155 HT: 0-0 |
| 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 | Rainworth Miners Welfare Danny Naylor 88 |  | 1-0 |  | Scarborough Athletic | Att: 215 HT: 0-0 |
| W | Tue 19/8/2008 | LC1 | Scarborough Athletic David Kemp 35 Ryan Blott 59 |  | 2-1 |  | Leeds Carnegie Andy Cooper 9 | Att: 274 HT: 1-1 |
| W | Sat 23/8/2008 | NCEL1 | Scarborough Athletic Craig Hogg 24, 37 Scott Phillips 65, 76pen Ryan Blott 87 |  | 5-0 |  | Grimsby Borough | Att: 440 HT: 2-0 |
| W | Mon 25/8/2008 | NCEL1 | Brighouse Town Matthew Hoyle 60pen |  | 1-4 |  | Scarborough Athletic Scott Phillips 42pen, 50pen Craig Hogg 47 Ryan Blott 57 | Att: 341 HT: 0-1 |
| W | Sat 30/8/2008 | NCEL1 | Scarborough Athletic Graham Botham 22, 42, 89 James Waltham 29 |  | 4-0 |  | AFC Emley | Att: 450 HT: 3-0 |
| September |
| W | 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 |
| D | Tue 9/9/2008 | NCEL1 | Scarborough Athletic Graham Botham 9 Scott Phillips 48pen |  | 2-2 |  | Hemsworth Miners Welfare Damion Liddle 53 Lee Mulroe 90 | Att: 389 HT: 1-0 |
| W | Sat 13/9/2008 | NCEL1 | Staveley Miners Welfare |  | 0-4 |  | Scarborough Athletic Scott Phillips 49 Craig Hogg 51, 90 Ryan Blott 81 | Att: 165 HT: 0-0 |
| W | Tue 16/9/2008 | NCEL1 | Glasshoughton Welfare |  | 0-2 |  | Scarborough Athletic Ryan Blott 57 Scott Phillips 77pen | Att: 231 HT: 0-0 |
| W | Sat 20/9/2008 | FAV2Q | Birtley Town Tony Thirkell 31, 43 |  | 2-3 |  | Scarborough Athletic Dave Thompson 8 Rob Ellis 47 Scott Phillips 58 | Att: 240 HT: 2-1 |
| (at Washington FC) |
| W | Sat 27/9/2008 | NCEL1 | Bottesford Town Daniel Hope 19 |  | 1-3 |  | Scarborough Athletic Scott Phillips 38, 70 Dave Thompson 50 | Att: 204 HT: 1-1 |
| October |
| W | Sat 4/10/2008 | FAV1 | Esh Winning Craig Coates 25 |  | 1-2 |  | Scarborough Athletic Robbie Blemmings 74og Daniel Gray 82 | Att: 241 HT: 1-0 |
| W | Wed 8/10/2008 | PC1 | Bottesford Town James Leech 56 |  | 1-7 |  | Scarborough Athletic Graham Botham 15 Daniel Gray 22, 50, 57 Richard Medcalf 62 Rob Ellis 74 Ryan Blott 75 | Att: 148 HT: 0-2 |
| W | Sat 11/10/2008 | NCEL1 | Rossington Main Nathan Millington 35 |  | 1-4 |  | Scarborough Athletic David Hartas 48 Ryan Blott 52, 56, 66 | Att: 198 HT: 1-0 |
| W | Tue 14/10/2008 | NCEL1 | Scarborough Athletic Scott Phillips 4pen David Hartas 47 Ryan Blott 55pen Gary Hepples 69 Richard Medcalf 73, 85 Joel Hartley 89 |  | 7-0 |  | Tadcaster Albion | Att: 442 HT: 1-0 |
| D | Sat 18/10/2008 | NCEL1 | Scarborough Athletic Alex Barnes 53og Ryan Blott 60 |  | 2-2 |  | Staveley Miners Welfare Jamie Smith 23 Daniel Simpson 69 | Att: 522 HT: 0-1 |
| L | Tue 21/10/2008 | WST2 | Yorkshire Amateur Patrick Miller 60pen Allan Laud 90 |  | 2-0 |  | Scarborough Athletic | Att: 134 HT: 0-0 |
| W | Sat 25/10/2008 | NCEL1 | Worsbrough Bridge Athletic |  | 0-3 |  | Scarborough Athletic Ryan Blott 17 Rob Ellis 84 Daniel Gray 90 | Att: 195 HT: 0-1 |
| November |
| W | Sat 1/11/2008 | NCEL1 | Scarborough Athletic Rob Ellis 9, 19 Scott Phillips 13 Ryan Blott 31 Joel Hartley 66 Daniel Gray 80 |  | 6-0 |  | Teversal | Att: 544 HT: 4-0 |
| W | Sat 8/11/2008 | NCEL1 | Yorkshire Amateur Patrick Miller 27pen |  | 1-6 |  | Scarborough Athletic Ryan Blott 12, 50, 57, 80, 90 Scott Phillips 39pen | Att: 220 HT: 1-2 |
| L | 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 | Sun 16/11/2008 | FAV2 | Scarborough Athletic Richard Medcalf 3, 69 Craig Hogg 95 |  | 3-2 (aet) |  | Sunderland Nissan Neil Tarrant 39 Richard Hodgson 65 | Att: 664 HT: 1-1 90: 2-2 |
| L | Wed 26/11/2008 | NRSC2 | Stokesley Sports Club Neil Radigan 55pen, 61pen Karl Lilley 28, 74 |  | 4-3 |  | Scarborough Athletic Dave Thompson 40 Daniel Gray 64 Joel Hartley 71 | Att: 210 HT: 1-1 |
| W | Sat 29/11/2008 | NCEL1 | AFC Emley Lee Hill 30 |  | 1-6 |  | Scarborough Athletic Graham Botham 2 Ryan Blott 20, 77 Daniel Gray 44 Scott Phillips 49pen Mark Griffin 90pen | Att: 461 HT: 1-3 |
| December |
| W | Sat 6/12/2008 | FAV3 | Scarborough Athletic Ryan Blott 9, 35, 45 Daniel Gray 36, 62, 65 |  | 6-1 |  | Blackstones Adam Scotcher 76 | Att: 583 HT: 4-0 |
| W | Tue 9/12/2008 | NCEL1 | Scarborough Athletic Ryan Blott 3 Mark Griffin 13 Daniel Gray 17 Richard Medcalf 65 Gary Hepples 68 Craig Hogg 73 |  | 6-1 |  | Appleby Frodingham Cane Mawer 82 | Att: 304 HT: 3-0 |
| W | Tue 16/12/2008 | NCEL1 | Scarborough Athletic Ryan Blott 31 Richard Medcalf 85 |  | 2-0 |  | Pontefract Collieries | Att: 334 HT: 1-0 |
| W | Sat 20/12/2008 | NCEL1 | Scarborough Athletic Ryan Blott 37, 51, 82 Mark Griffin 53 David Kemp 60 Craig Hogg 88 |  | 6-1 |  | Barton Town Old Boys Carl Giblin 16 | Att: 560 HT: 1-1 |
| W | Sat 27/12/2008 | NCEL1 | Askern Villa |  | 0-3 |  | Scarborough Athletic Ryan Blott 70, 90 Scott Phillips 75pen | Att: 380 HT: 0-0 |
| January |
| W | Sat 3/1/2009 | NCEL1 | Scarborough Athletic Craig Hogg 89 |  | 1-0 |  | Rainworth Miners Welfare | Att: 573 HT: 0-0 |
| L | Sat 17/1/2009 | FAV4 | Bideford Nick Barker 45 |  | 1-0 |  | Scarborough Athletic | Att: 570 HT: 1-0 |
| W | Sat 24/1/2009 | NCEL1 | Tadcaster Albion |  | 0-4 |  | Scarborough Athletic Daniel Gray 8, 90 Ryan Blott 20, 40 | Att: 340 HT: 0-3 |
| W | Sat 31/1/2009 | NCEL1 | Scarborough Athletic Ryan Blott 19pen, 48, 78 Scott Phillips 70 Mark Griffin 89 |  | 5-3 |  | Glasshoughton Welfare Kevin Duckworth 3, 45, 85pen | Att: 521 HT: 1-2 |
| February |
| W | Sat 14/2/2009 | NCEL1 | Scarborough Athletic Rob Ellis 2 David Hartas 56 Ryan Blott 65 Daniel Gray 71, 80 Richard Medcalf 73 |  | 6-0 |  | Bottesford Town | Att: 477 HT: 1-0 |
| W | Sat 21/2/2009 | NCEL1 | Leeds Carnegie Matt Chilton 26 |  | 1-2 |  | Scarborough Athletic Daniel Gray 28 Craig Hogg 86 | Att: 332 HT: 1-1 |
| W | Sat 28/2/2009 | NCEL1 | Scarborough Athletic Dave Thompson 28 |  | 1-0 |  | Rossington Main | Att: 545 HT: 1-0 |
| March |
| W | Tue 3/3/2009 | PC2 | Scarborough Athletic Ryan Blott 4, 90 Craig Hogg 6, 82 David Hartas 39 Dave Thompson 56 Richard Medcalf 62 |  | 7-1 |  | Pickering Town Luke Ibbetson 71 | Att: 425 HT: 3-0 |
| W | Sat 7/3/2009 | NCEL1 | Hemsworth Miners Welfare Damion Liddle 35 |  | 1-3 |  | Scarborough Athletic Daniel Gray 44 Ryan Blott 81 Richard Medcalf 88 | Att: 424 HT: 1-1 |
| D | Wed 11/3/2009 | NCEL1 | Grimsby Borough Luke Mascall 15 Lewis Buckthorpe 50 |  | 2-2 |  | Scarborough Athletic David Kemp 53 Mark Griffin 74 | Att: 166 HT: 1-0 |
| W | Sat 14/3/2009 | NCEL1 | Scarborough Athletic Graham Botham 12 James Waltham 50 Andy Darby 74og Paul Routledge 87, 90 |  | 5-0 |  | Worsbrough Bridge Athletic | Att: 488 HT: 1-0 |
| L | Tue 17/3/2009 | NCEL1 | Barton Town Old Boys Craig Suddaby 52 Gareth Barlow 89 |  | 2-1 |  | Scarborough Athletic David Hartas 90 | Att: 345 HT: 0-0 |
| W | Sat 21/3/2009 | NCEL1 | Teversal Gary Atkins 8 |  | 1-2 |  | Scarborough Athletic Rob Ellis 65, 73 | Att: 320 HT: 1-0 |
| W | Tue 24/3/2009 | NCEL1 | Scarborough Athletic Rob Ellis 1 Daniel Gray 29 David Hartas 58 |  | 3-0 |  | Brighouse Town | Att: 533 HT: 2-0 |
| W | Sat 28/3/2009 | NCEL1 | Scarborough Athletic Rob Hoyle 41pen Ryan Blott 54, 84 Scott Phillips 65 Paul Routledge 68 David Kemp 79 |  | 6-0 |  | Yorkshire Amateur | Att: 503 HT: 1-0 |
| April |
| W | Thu 2/4/2009 | PCSF | Scarborough Athletic David Hartas 10 Craig Hogg 41, 72 Mark Griffin 80 Scott Phillips 84pen |  | 5-1 |  | Hall Road Rangers Jamie Barnwell 86 | Att: 441 HT: 2-0 |
| W | Sat 4/4/2009 | NCEL1 | Pontefract Collieries |  | 0-1 |  | Scarborough Athletic Mark Griffin 17 | Att: 228 HT: 0-1 |
| D | Thu 16/4/2009 | PCF1L | Nostell Miners Welfare James Waltham 36og |  | 1-1 |  | Scarborough Athletic Daniel Gray 31 | Att: 378 HT: 1-1 |
| D | Sat 18/4/2009 | NCEL1 | Scarborough Athletic |  | 0-0 |  | Leeds Carnegie | Att: 791 |
| W | Sat 25/4/2009 | NCEL1 | Appleby Frodingham |  | 0-2 |  | Scarborough Athletic Daniel Gray 80 Craig Hogg 87 | Att: 272 HT: 0-0 |
| L | Tue 28/4/2009 | PCF2L | Scarborough Athletic Daniel Gray 9 |  | 1-2 |  | Nostell Miners Welfare David Watts 4 Francis Johnson 89 | Att: 559 HT: 1-1 |
| (Nostell MW win 3-2 on aggregate) |