| 2020-09-05 15:00:0005/09/20 | Heaton Stannington v Carlisle City | 1 - 1 | Division 2 | 2020-21 | Grounsell Park | | 258 |
| Regan Paterson (5) |
| Robert McCartney (47) |
| 2020-09-09 19:45:0009/09/20 | Billingham Synthonia v Carlisle City | 5 - 0 | Division 2 | 2020-21 | Norton (Teesside) Sports Complex | | 73 |
| Kurtis Howes (3) Benjamin Jackson 2 (24, 44) Ian Ward (52) Kieron Olsen og (74) |
| 2020-09-12 15:00:0012/09/20 | Carlisle City v Esh Winning | 2 - 1 | Division 2 | 2020-21 | Gillford Park Stadium | | 89 |
| Robert McCartney (44) Ben Palmer (62) |
| Matthew Allison (67) |
| 2020-09-15 19:45:0015/09/20 | Carlisle City v Washington | 2 - 2 | Division 2 | 2020-21 | Gillford Park Stadium | | 109 |
| Keighran Kerr (10) Robert McCartney (47) |
| Jak Hanson (37) Stuart Cameron (84) |
| 2020-09-19 15:00:5119/09/20 | Carlisle City v Nelson | 3 - 5 | | 2020-21 | Gillford Park Stadium | FA VaseFirst Round Qualifying | 121 |
| Samuel Atkinson (5) Robert McCartney (12) Keighran Kerr (45) |
| Dan Kirkup og (2) Max Cane (47) Jac Clark 2 (52, 62) Sebastian Julian (90) |
| 2020-09-22 19:45:0022/09/20 | Carlisle City v Chester-le-Street | 2 - 0 | Division 2 | 2020-21 | Gillford Park Stadium | | 104 |
| Robert McCartney 2 (24, 56 pen) |
| Joshua Akal sent off |
| 2020-09-26 15:00:0026/09/20 | Sunderland West End v Carlisle City | 2 - 1 | Division 2 | 2020-21 | Ford Hub Sports Complex | | 85 |
| Kieron Martin (44) Owen Imeson (89) |
| Samuel Atkinson (94) |
| 2020-09-29 19:45:0029/09/20 | Carlisle City v Brandon United | 5 - 0 | Division 2 | 2020-21 | Gillford Park Stadium | | 86 |
| Keighran Kerr (2) Jake Simpson (64) Jordan Palmer 2 (66, 73) James Earl (79) |
| 2020-10-03 15:00:0003/10/20 | Carlisle City v Birtley Town | 3 - 0 | Division 2 | 2020-21 | Gillford Park Stadium | | 78 |
| Jordan Palmer (2) Dan Kirup (15) Sam Atkinson (32), Keighran Kerr missed pen (80) |
| 2020-10-07 19:45:0007/10/20 | Willington v Carlisle City | 2 - 3 | Division 2 | 2020-21 | Hall Lane | | 86 |
| Luke Bailey (35) Bradley Burns (68) |
| James Earl (6 pen) Dan Kirkup (37) Jordan Palmer (51) |
| 2020-10-10 15:00:0010/10/20 | Easington Colliery v Carlisle City | 3 - 4 | Division 2 | 2020-21 | Welfare Park | | 117 |
| Jak Ashton (65) Josh Home-Jackson (66) Brennan Ball (72), Ball sent off (86) |
| Jordan Palmer 2 (11, 14) Kiergham Kerr (19) Sam Atkinson (92) |
| 2020-10-24 15:00:0024/10/20 | Crook Town v Carlisle City | 1 - 2 | Division 2 | 2020-21 | The Sir Tom Cowie Millfield | | 150 |
| Joe Hillerby (64) |
| Dan Kirkup (11) Keighren Kerr (26), Kerr sent off (81) |
