| 1 | Tue 17 Feb | 141-1 v BromleyBromley 1-1 Cheltenham Town | Sky Bet League Two |
| 2 | Fri 27 Feb | 141-1 v Harrogate TownHarrogate Town 1-1 Cheltenham Town | Sky Bet League Two |
| 3 | Fri 6 Mar | 142-2 v BarrowCheltenham Town 2-2 Barrow | Sky Bet League Two |
| 4 | Tue 10 Mar | 142-2 v Fleetwood TownFleetwood Town 2-2 Cheltenham Town | Sky Bet League Two |
| 5 | Sat 14 Mar | 142-0 v Shrewsbury TownShrewsbury Town 0-2 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 17 Mar | 141-1 v Crewe AlexandraCheltenham Town 1-1 Crewe Alexandra | Sky Bet League Two |
| 7 | Sat 21 Mar | 142-5 v Notts CountyNotts County 5-2 Cheltenham Town | Sky Bet League Two |
| 8 | Fri 3 Apr | 140-1 v ChesterfieldChesterfield 1-0 Cheltenham Town | Sky Bet League Two |
| 9 | Mon 6 Apr | 141-1 v Cambridge UnitedCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 10 | Sat 11 Apr | 144-0 v WalsallWalsall 0-4 Cheltenham Town | Sky Bet League Two |
| 11 | Tue 14 Apr | 142-1 v GillinghamCheltenham Town 2-1 Gillingham | Sky Bet League Two |
| 12 | Sat 18 Apr | 141-0 v Newport CountyCheltenham Town 1-0 Newport County | Sky Bet League Two |
| 13 | Tue 21 Apr | 141-3 v Tranmere RoversCheltenham Town 1-3 Tranmere Rovers | Sky Bet League Two |
| 14 | Sat 25 Apr | 140-4 v Bristol RoversBristol Rovers 4-0 Cheltenham Town | Sky Bet League Two |
| 15 | Sat 2 May | 141-4 v Colchester UnitedCheltenham Town 1-4 Colchester United | Sky Bet League Two |
| 16 | Sat 8 Aug | 141-3 v Charlton AthleticCheltenham Town 1-3 Charlton Athletic | Carabao Cup First Round |
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