| 2020-09-01 19:45:5201/09/20 | Penrith v Pickering Town | 3 - 2 | | 2020-21 | The Frenchfield Stadium | FA CupExtra Preliminary Round Qualifying | 161 |
| Max Brown (6) Richard Faustino (19) Luke Brown (31) |
| Adam Warrilow (36) Wayne Brooksby (56) |
| 2020-09-09 19:45:0009/09/20 | Thornaby v Penrith | 1 - 2 | Division 1 | 2020-21 | Teesdale Park | | 150 |
| Lewis Murphy (4) |
| Kyle May (14) Max Brown (60) |
| 2020-09-12 15:00:2712/09/20 | Penrith v West Allotment Celtic | 1 - 3 | | 2020-21 | The Frenchfield Stadium | FA CupPreliminary Round Qualifying | 167 |
| Ryan Errington (72) |
| Dean Walker (30) Michael Baxter 2 (74, 90) |
| 2020-09-16 19:45:0016/09/20 | Penrith v Sunderland Ryhope C.W. | 1 - 3 | Division 1 | 2020-21 | The Frenchfield Stadium | | 135 |
| Max Brown (25) |
| Bradley Hird 2 (30 pen, 59) James Ellis (80) |
| 2020-09-19 15:00:2319/09/20 | West Allotment Celtic v Penrith | 3 - 3 | | 2020-21 | Druid Park | FA VaseFirst Round Qualifying | 70 |
| Matthew Hayton (25) Michael Baxter (43) Mikel Thompson (82) |
| Matthew Story (4) Shaun Gardner 2 (18, 58) |
| 2020-09-23 19:45:0023/09/20 | Penrith v Ashington | 0 - 2 | Division 1 | 2020-21 | The Frenchfield Stadium | | 100 |
| Ben Harmison (2) Dean Briggs (15) |
| 2020-09-26 15:00:0026/09/20 | Penrith v Guisborough Town | 2 - 4 | Division 1 | 2020-21 | The Frenchfield Stadium | | 108 |
| Max Brown 83) Michael Williamson (95) |
| Sonni Coleman 3 (22, 35, 42) Joshua Rowbotham (50) |
| 2020-09-29 19:45:0029/09/20 | Sunderland RCA v Penrith | 4 - 0 | Division 1 | 2020-21 | Sunderland LGV Park | | 146 |
| Nathan O'Neill 2 (8, 64) Stephen Callen (67) Ryan Leonard (73) |
| 2020-10-03 15:00:0003/10/20 | Hebburn Town v Penrith | 9 - 0 | Division 1 | 2020-21 | The Green Energy Sports Ground | | 137 |
| Cedwyn Scott (9) Lee Mason 2 (20, 28) Graeme Armstrong 3 (37, 53, 70) Michael McKeown (45) Robbie Spence (57) Olly Martin (88) |
| 2020-10-07 19:45:0007/10/20 | Penrith v Newcastle Benfield | 1 - 2 | Division 1 | 2020-21 | The Frenchfield Stadium | | 90 |
| Max Brown (8), Adam Main sent off (82) |
| Kyle May (41 og) Peter Glen-Ravenhill (56), Paul Brayson missed pen (86) |
| 2020-10-10 15:00:1310/10/20 | Brandon United v Penrith | 1 - 2 | | 2020-21 | Welfare Ground | FA VaseSecond Qualifying Round | 50 |
| Shane Taylor (35) |
| Shaun Gardner (59) James Best (87) |
| 2020-10-17 15:00:0017/10/20 | Consett v Penrith | 2 - 1 | Division 1 | 2020-21 | Belle View Stadium | | 150 |
| Ross Wilkinson (31) Jake Orrell (92) |
| Michael Williamson (33) |
| 2020-10-21 19:45:0021/10/20 | Penrith v Billingham Town | 5 - 2 | Division 1 | 2020-21 | The Frenchfield Stadium | | 132 |
| Ryan Errington (5), Kingsley Grandison 2 (10, 78), Grant Davidson (13), Max Brown (74) |
| Harry Close (33), Daniel Boyle (36) |
| 2020-10-28 19:45:0028/10/20 | Penrith v Whitley Bay | 1 - 4 | Division 1 | 2020-21 | The Frenchfield Stadium | | 120 |
| Luke Firth (3) |
| Matthew Weir (28) Richard Coulson (37) Adam Shanks 2 (40, 67) |
| 2020-10-31 15:00:4031/10/20 | Sunderland Ryhope C.W. v Penrith | 3 - 0 | | 2020-21 | Ryhope Recreation Ground | FA VaseFirst Round | 59 |
| Bailey Judson 2 (2, 14) Bradley Hird (93), Hird missed pen (55) |
| 2020-11-04 19:45:0004/11/20 | Penrith v Northallerton Town | 2 - 1 | Division 1 | 2020-21 | The Frenchfield Stadium | | 120 |
| Kingsley Grandison 2 (38, 66 pen) |
| Michael Rae (30) |
