| 1 | Mon 3 Aug | 1 0-2 v Crawley TownYork City 0-2 Crawley Town | Carabao Cup Preliminary Round |
| 2 | Sat 15 Aug | 13-2 v Bristol RoversYork City 3-2 Bristol Rovers | Sky Bet League Two |
| 3 | Sat 22 Aug | 11-1 v Rotherham UnitedRotherham United 1-1 York City | Sky Bet League Two |
| 4 | Sat 29 Aug | 12-1 v Exeter CityYork City 2-1 Exeter City | Sky Bet League Two |
| 5 | Tue 1 Sep | 12-3 v Cheltenham TownCheltenham Town 3-2 York City | Sky Bet League Two |
| 6 | Sat 5 Sep | 11-1 v Crewe AlexandraCrewe Alexandra 1-1 York City | Sky Bet League Two |
| 7 | Sat 12 Sep | 14-0 v Swindon TownYork City 4-0 Swindon Town | Sky Bet League Two |
| 8 | Sat 19 Sep | 10-2 v ChesterfieldChesterfield 2-0 York City | Sky Bet League Two |
| 9 | Sat 26 Sep | 13-0 v GillinghamYork City 3-0 Gillingham | Sky Bet League Two |
| 10 | Sat 10 Oct | 11-1 v Northampton TownYork City 1-1 Northampton Town | Sky Bet League Two |
| 11 | Sat 17 Oct | 11-1 v Newport CountyNewport County 1-1 York City | Sky Bet League Two |
| 12 | Tue 20 Oct | 11-1 v Accrington StanleyYork City 1-1 Accrington Stanley | Sky Bet League Two |
| 13 | Sat 24 Oct | 12-0 v Port ValeYork City 2-0 Port Vale | Sky Bet League Two |
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