| 1 | Sat 19 Sep 2020 | 150-1 v Hull CityHull City 1-0 Crewe Alexandra | Sky Bet League One |
| 2 | Tue 3 Nov 2020 | 150-1 v GillinghamCrewe Alexandra 0-1 Gillingham | Sky Bet League One |
| 3 | Tue 10 Nov 2020 | 153-4 v Shrewsbury TownCrewe Alexandra 3-4 Shrewsbury Town | Papa John’s Trophy Group 8 |
| 4 | Sat 21 Nov 2020 | 151-4 v PortsmouthPortsmouth 4-1 Crewe Alexandra | Sky Bet League One |
| 5 | Tue 24 Nov 2020 | 150-1 v Accrington StanleyAccrington Stanley 1-0 Crewe Alexandra | Sky Bet League One |
| 6 | Tue 8 Dec 2020 | 150-0 v Hull CityHull City 0-0 Crewe Alexandra | Papa John’s Trophy Second Round |
| 7 | Sat 30 Jan 2021 | 101-0 v Exeter CityCarlisle United 1-0 Exeter City | Sky Bet League Two |
| 8 | Tue 2 Feb 2021 | 101-2 v Forest Green RoversCarlisle United 1-2 Forest Green Rovers | Sky Bet League Two |
| 9 | Tue 16 Feb 2021 | 100-1 v Harrogate TownHarrogate Town 1-0 Carlisle United | Sky Bet League Two |
| 10 | Sat 20 Feb 2021 | 101-1 v Salford CitySalford City 1-1 Carlisle United | Sky Bet League Two |
| 11 | Tue 23 Feb 2021 | 102-3 v Tranmere RoversCarlisle United 2-3 Tranmere Rovers | Sky Bet League Two |
| 12 | Sat 27 Feb 2021 | 101-3 v Oldham AthleticCarlisle United 1-3 Oldham Athletic | Sky Bet League Two |
| 13 | Sat 6 Mar 2021 | 101-3 v MorecambeMorecambe 3-1 Carlisle United | Sky Bet League Two |
| 14 | Tue 9 Mar 2021 | 101-1 v Grimsby TownCarlisle United 1-1 Grimsby Town | Sky Bet League Two |
| 15 | Sat 13 Mar 2021 | 10 3-1 v Bradford CityCarlisle United 3-1 Bradford City | Sky Bet League Two |
| 16 | Tue 16 Mar 2021 | 10 1-1 v Mansfield TownMansfield Town 1-1 Carlisle United | Sky Bet League Two |
| 17 | Sat 20 Mar 2021 | 101-3 v StevenageStevenage 3-1 Carlisle United | Sky Bet League Two |
| 18 | Tue 23 Mar 2021 | 100-1 v Leyton OrientCarlisle United 0-1 Leyton Orient | Sky Bet League Two |
| 19 | Sat 27 Mar 2021 | 10 1-2 v Cambridge UnitedCarlisle United 1-2 Cambridge United | Sky Bet League Two |
| 20 | Tue 30 Mar 2021 | 102-0 v Crawley TownCarlisle United 2-0 Crawley Town | Sky Bet League Two |
| 21 | Sat 3 Apr 2021 | 102-0 v Southend UnitedSouthend United 0-2 Carlisle United | Sky Bet League Two |
| 22 | Tue 6 Apr 2021 | 102-0 v Scunthorpe UnitedCarlisle United 2-0 Scunthorpe United | Sky Bet League Two |
| 23 | Sat 10 Apr 2021 | 102-2 v BarrowBarrow 2-2 Carlisle United | Sky Bet League Two |
| 24 | Tue 13 Apr 2021 | 100-0 v Newport CountyNewport County 0-0 Carlisle United | Sky Bet League Two |
| 25 | Sat 17 Apr 2021 | 100-0 v Port ValeCarlisle United 0-0 Port Vale | Sky Bet League Two |
| 26 | Sat 24 Apr 2021 | 101-1 v Harrogate TownCarlisle United 1-1 Harrogate Town | Sky Bet League Two |
| 27 | Tue 27 Apr 2021 | 101-1 v Cheltenham TownCheltenham Town 1-1 Carlisle United | Sky Bet League Two |
| 28 | Sat 1 May 2021 | 103-2 v Leyton OrientLeyton Orient 2-3 Carlisle United | Sky Bet League Two |
| 29 | Tue 10 Aug 2021 | 101-0 v Scunthorpe UnitedBarrow 1-0 Scunthorpe United | Carabao Cup First Round |
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