| 2018-08-04 15:00:0004/08/18 | Consett v Guisborough Town | 3 - 2 | Division 1 | 2018-19 | Belle View Stadium | | 337 |
| Michael MacKay (14), Matthew Slocombe (67), Daniel Craggs (90+4) |
| Louis Goldsack (36), Joe Ferguson (37) |
| 2018-08-08 19:45:0008/08/18 | Guisborough Town v Shildon | 1 - 4 | Division 1 | 2018-19 | King George V Ground | | 226 |
| Nathan Steel (23) |
| Jack Blackford (12, 74, 81), Matthew Waters (69) |
| 2018-08-11 15:00:0011/08/18 | Guisborough Town v Newton Aycliffe | 3 - 3 | | 2018-19 | King George V Ground | FA CupExtra Preliminary Round Qualifying | 144 |
| Anthony Hume (12, 41): Jordan Nixon (90+4) |
| Matthew Pennal (57, 61), James Rowe (61) |
| 2018-08-14 19:45:5214/08/18 | Newton Aycliffe v Guisborough Town | 0 - 2 | | 2018-19 | Newton Aycliffe Stadium | FA CupExtra Preliminary Round Qualifying - Replay | 201 |
| , , Matthew Pennal sent off (91) |
| Steven Roberts (87), Nathan Steel (89) |
| 2018-08-18 15:00:0018/08/18 | Ashington v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Woodhorn Lane | | |
| 2018-08-22 19:45:0022/08/18 | Bishop Auckland v Guisborough Town | 19:45:007:45 pm | Division 1 | 2018-19 | Heritage Park | | |
| 2018-08-25 15:00:0025/08/18 | Albion Sports v Guisborough Town | 15:00:003:00 pm | | 2018-19 | Throstle Nest | FA CupPreliminary Round Qualifying | |
| 2018-09-01 15:00:0001/09/18 | Stokesley SC v Guisborough Town | 15:00:003:00 pm | | 2018-19 | | FA VaseFirst Qualifying Round | |
| 2018-09-05 19:45:0005/09/18 | Guisborough Town v Hebburn Town | 19:45:007:45 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-09-08 15:00:0008/09/18 | Guisborough Town v Blyth AFC | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-09-12 19:30:0012/09/18 | North Shields v Guisborough Town | 19:30:007:30 pm | Division 1 | 2018-19 | Daren Persson Stadium | | |
| 2018-09-15 15:00:0015/09/18 | Guisborough Town v Penrith | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-09-22 15:00:0022/09/18 | Whickham v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Glebe Sports Ground | | |
| 2018-09-26 19:45:3526/09/18 | Guisborough Town v Redcar Athletic | 19:45:357:45 pm | | 2018-19 | King George V Ground | Brooks Mileson Memorial League CupFirst Round | |
| 2018-09-29 15:00:0029/09/18 | Guisborough Town v Stockton Town | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-10-06 15:00:0006/10/18 | Ryhope CW v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Ryhope Recreation Ground | | |
| 2018-10-13 15:00:0013/10/18 | Guisborough Town v Newcastle Benfield | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-10-20 15:00:0020/10/18 | Seaham Red Star v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Seaham Town Park | | |
| 2018-10-27 15:00:0027/10/18 | Guisborough Town v Dunston UTS | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-11-03 15:00:0003/11/18 | West Auckland Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Wanted Stadium | | |
| 2018-11-10 15:00:0010/11/18 | Guisborough Town v Whitley Bay | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-11-17 15:00:0017/11/18 | Sunderland RCA v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Meadow Park | | |
| 2018-11-24 15:00:0024/11/18 | Guisborough Town v Newton Aycliffe | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-12-01 15:00:0001/12/18 | Shildon v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Dean Street | | |
| 2018-12-08 15:00:0008/12/18 | Guisborough Town v Bishop Auckland | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-12-15 15:00:0015/12/18 | Hebburn Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Hebburn Sports & Social Ground | | |
| 2018-12-22 15:00:0022/12/18 | Guisborough Town v Consett | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2018-12-26 11:00:0026/12/18 | Stockton Town v Guisborough Town | 11:00:0011:00 am | Division 1 | 2018-19 | The Coverall Stadium | | |
| 2019-01-12 15:00:0012/01/19 | Guisborough Town v Ashington | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-01-19 15:00:0019/01/19 | Guisborough Town v North Shields | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-01-26 15:00:0026/01/19 | Blyth AFC v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Woodhorn Lane | | |
| 2019-02-02 15:00:0002/02/19 | Penrith v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | The Frenchfield Stadium | | |
| 2019-02-09 15:00:0009/02/19 | Guisborough Town v Whickham | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-02-23 15:00:0023/02/19 | Guisborough Town v Ryhope CW | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-03-02 15:00:0002/03/19 | Newcastle Benfield v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Sam Smith's Park | | |
| 2019-03-09 15:00:0009/03/19 | Guisborough Town v Seaham Red Star | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-03-16 15:00:0016/03/19 | Dunston UTS v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | The UTS Stadium | | |
| 2019-03-23 15:00:0023/03/19 | Guisborough Town v West Auckland Town | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-03-30 15:00:0030/03/19 | Whitley Bay v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Hillheads Park | | |
| 2019-04-06 15:00:0006/04/19 | Guisborough Town v Sunderland RCA | 15:00:003:00 pm | Division 1 | 2018-19 | King George V Ground | | |
| 2019-04-13 15:00:0013/04/19 | Newton Aycliffe v Guisborough Town | 15:00:003:00 pm | Division 1 | 2018-19 | Newton Aycliffe Stadium | | |
