| 1 | 12/10/2018 | 0-1 v Tranmere RoversTranmere Rovers 1-0 Macclesfield Town | Sky Bet League Two |
| 2 | 20/10/2018 | 2-1 v Carlisle UnitedMacclesfield Town 2-1 Carlisle United | Sky Bet League Two |
| 3 | 23/10/2018 | 0-5 v Northampton TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 4 | 27/10/2018 | 0-1 v Cambridge UnitedCambridge United 1-0 Macclesfield Town | Sky Bet League Two |
| 5 | 3/11/2018 | 1-4 v BuryMacclesfield Town 1-4 Bury | Sky Bet League Two |
| 6 | 10/11/2018 | 1-2 v Maidstone UnitedMaidstone United 2-1 Macclesfield Town | Emirates FA Cup First Round |
| 7 | 24/11/2018 | 1-0 v Yeovil TownMacclesfield Town 1-0 Yeovil Town | Sky Bet League Two |
| 8 | 8/12/2018 | 0-1 v Colchester UnitedColchester United 1-0 Macclesfield Town | Sky Bet League Two |
| 9 | 15/12/2018 | 2-0 v Crawley TownMacclesfield Town 2-0 Crawley Town | Sky Bet League Two |
| 10 | 22/12/2018 | 0-0 v Port ValeMacclesfield Town 0-0 Port Vale | Sky Bet League Two |
| 11 | 26/12/2018 | 2-1 v Notts CountyNotts County 1-2 Macclesfield Town | Sky Bet League Two |
| 12 | 2/3/2019 | 0-3 v BuryBury 3-0 Macclesfield Town | Sky Bet League Two |
| 13 | 9/3/2019 | 1-3 v Milton Keynes DonsMacclesfield Town 1-3 Milton Keynes Dons | Sky Bet League Two |
| 14 | 16/3/2019 | 2-0 v Yeovil TownYeovil Town 0-2 Macclesfield Town | Sky Bet League Two |
| 15 | 23/3/2019 | 2-2 v StevenageMacclesfield Town 2-2 Stevenage | Sky Bet League Two |
| 16 | 30/3/2019 | 1-1 v Lincoln CityLincoln City 1-1 Macclesfield Town | Sky Bet League Two |
| 17 | 6/4/2019 | 1-1 v MorecambeMacclesfield Town 1-1 Morecambe | Sky Bet League Two |
| 18 | 9/4/2019 | 3-2 v Exeter CityMacclesfield Town 3-2 Exeter City | Sky Bet League Two |
| 19 | 13/4/2019 | 0-2 v Forest Green RoversForest Green Rovers 2-0 Macclesfield Town | Sky Bet League Two |
| 20 | 19/4/2019 | 1-3 v Northampton TownNorthampton Town 3-1 Macclesfield Town | Sky Bet League Two |
| 21 | 27/4/2019 | 1-0 v Port ValePort Vale 0-1 Macclesfield Town | Sky Bet League Two |
| 22 | 4/5/2019 | 1-1 v Cambridge UnitedMacclesfield Town 1-1 Cambridge United | Sky Bet League Two |
