| 1 | 4/8/2018 | 10 2-3 v Swindon TownSwindon Town 3-2 Macclesfield Town | Sky Bet League Two |
| 2 | 11/8/2018 | 100-2 v Grimsby TownMacclesfield Town 0-2 Grimsby Town | Sky Bet League Two |
| 3 | 14/8/2018 | 101-1 v Bradford CityMacclesfield Town 1-1 Bradford City | Carabao Cup First Round |
| 4 | 18/8/2018 | 101-3 v Oldham AthleticOldham Athletic 3-1 Macclesfield Town | Sky Bet League Two |
| 5 | 21/8/2018 | 101-1 v Cheltenham TownMacclesfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 6 | 25/8/2018 | 101-1 v Mansfield TownMacclesfield Town 1-1 Mansfield Town | Sky Bet League Two |
| 7 | 28/8/2018 | 103-3 v WalsallWalsall 3-3 Macclesfield Town | Carabao Cup Second Round |
| 8 | 1/9/2018 | 100-3 v Crewe AlexandraCrewe Alexandra 3-0 Macclesfield Town | Sky Bet League Two |
| 9 | 4/9/2018 | 103-3 v BlackpoolMacclesfield Town 3-3 Blackpool | Checkatrade Trophy Northern Group C |
| 10 | 15/9/2018 | 101-2 v Lincoln CityMacclesfield Town 1-2 Lincoln City | Sky Bet League Two |
| 11 | 22/9/2018 | 101-2 v MorecambeMorecambe 2-1 Macclesfield Town | Sky Bet League Two |
| 12 | 26/9/2018 | 100-8 v West Ham UnitedWest Ham United 8-0 Macclesfield Town | Carabao Cup Third Round |
| 13 | 2/10/2018 | 103-3 v Newport CountyNewport County 3-3 Macclesfield Town | Sky Bet League Two |
| 14 | 9/10/2018 | 101-4 v Accrington StanleyAccrington Stanley 4-1 Macclesfield Town | Checkatrade Trophy Northern Group C |
| 15 | 20/10/2018 | 102-1 v Carlisle UnitedMacclesfield Town 2-1 Carlisle United | Sky Bet League Two |
| 16 | 23/10/2018 | 100-5 v Northampton TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 17 | 27/10/2018 | 10 0-1 v Cambridge UnitedCambridge United 1-0 Macclesfield Town | Sky Bet League Two |
| 18 | 3/11/2018 | 10 1-4 v BuryMacclesfield Town 1-4 Bury | Sky Bet League Two |
| 19 | 10/11/2018 | 101-2 v Maidstone UnitedMaidstone United 2-1 Macclesfield Town | Emirates FA Cup First Round |
| 20 | 24/11/2018 | 101-0 v Yeovil TownMacclesfield Town 1-0 Yeovil Town | Sky Bet League Two |
| 21 | 27/11/2018 | 101-0 v Exeter CityExeter City 0-1 Macclesfield Town | Sky Bet League Two |
| 22 | 8/12/2018 | 100-1 v Colchester UnitedColchester United 1-0 Macclesfield Town | Sky Bet League Two |
| 23 | 15/12/2018 | 102-0 v Crawley TownMacclesfield Town 2-0 Crawley Town | Sky Bet League Two |
| 24 | 22/12/2018 | 10 0-0 v Port ValeMacclesfield Town 0-0 Port Vale | Sky Bet League Two |
| 25 | 26/12/2018 | 10 2-1 v Notts CountyNotts County 1-2 Macclesfield Town | Sky Bet League Two |
| 26 | 12/1/2019 | 102-0 v Grimsby TownGrimsby Town 0-2 Macclesfield Town | Sky Bet League Two |
| 27 | 19/1/2019 | 102-1 v Oldham AthleticMacclesfield Town 2-1 Oldham Athletic | Sky Bet League Two |
| 28 | 26/1/2019 | 10 2-3 v Cheltenham TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 29 | 9/2/2019 | 10 3-3 v Crewe AlexandraMacclesfield Town 3-3 Crewe Alexandra | Sky Bet League Two |
| 30 | 16/2/2019 | 10 1-1 v Colchester UnitedMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 31 | 23/2/2019 | 101-1 v Crawley TownCrawley Town 1-1 Macclesfield Town | Sky Bet League Two |
| 32 | 2/3/2019 | 100-3 v BuryBury 3-0 Macclesfield Town | Sky Bet League Two |
| 33 | 9/3/2019 | 101-3 v Milton Keynes DonsMacclesfield Town 1-3 Milton Keynes Dons | Sky Bet League Two |
| 34 | 16/3/2019 | 102-0 v Yeovil TownYeovil Town 0-2 Macclesfield Town | Sky Bet League Two |
| 35 | 23/3/2019 | 102-2 v StevenageMacclesfield Town 2-2 Stevenage | Sky Bet League Two |
| 36 | 6/4/2019 | 101-1 v MorecambeMacclesfield Town 1-1 Morecambe | Sky Bet League Two |
| 37 | 9/4/2019 | 103-2 v Exeter CityMacclesfield Town 3-2 Exeter City | Sky Bet League Two |
| 38 | 13/4/2019 | 100-2 v Forest Green RoversForest Green Rovers 2-0 Macclesfield Town | Sky Bet League Two |
| 39 | 19/4/2019 | 10 1-3 v Northampton TownNorthampton Town 3-1 Macclesfield Town | Sky Bet League Two |
| 40 | 22/4/2019 | 100-0 v Newport CountyMacclesfield Town 0-0 Newport County | Sky Bet League Two |
| 41 | 27/4/2019 | 101-0 v Port ValePort Vale 0-1 Macclesfield Town | Sky Bet League Two |
| 42 | 4/5/2019 | 10 1-1 v Cambridge UnitedMacclesfield Town 1-1 Cambridge United | Sky Bet League Two |
