| 1 | Tue 21 Aug 2018 | 11-1 v Cheltenham TownMacclesfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 2 | Sat 25 Aug 2018 | 11-1 v Mansfield TownMacclesfield Town 1-1 Mansfield Town | Sky Bet League Two |
| 3 | Tue 28 Aug 2018 | 13-3 v WalsallWalsall 3-3 Macclesfield Town | Carabao Cup Second Round |
| 4 | Sat 1 Sep 2018 | 10-3 v Crewe AlexandraCrewe Alexandra 3-0 Macclesfield Town | Sky Bet League Two |
| 5 | Sat 15 Sep 2018 | 11-2 v Lincoln CityMacclesfield Town 1-2 Lincoln City | Sky Bet League Two |
| 6 | Sat 22 Sep 2018 | 11-2 v MorecambeMorecambe 2-1 Macclesfield Town | Sky Bet League Two |
| 7 | Wed 26 Sep 2018 | 10-8 v West Ham UnitedWest Ham United 8-0 Macclesfield Town | Carabao Cup Third Round |
| 8 | Sat 29 Sep 2018 | 11-1 v Forest Green RoversMacclesfield Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 9 | Tue 2 Oct 2018 | 1 3-3 v Newport CountyNewport County 3-3 Macclesfield Town | Sky Bet League Two |
| 10 | Sat 6 Oct 2018 | 1 0-1 v Notts CountyMacclesfield Town 0-1 Notts County | Sky Bet League Two |
| 11 | Sat 10 Nov 2018 | 11-2 v Maidstone UnitedMaidstone United 2-1 Macclesfield Town | Emirates FA Cup First Round |
| 12 | Sat 24 Nov 2018 | 11-0 v Yeovil TownMacclesfield Town 1-0 Yeovil Town | Sky Bet League Two |
| 13 | Tue 27 Nov 2018 | 11-0 v Exeter CityExeter City 0-1 Macclesfield Town | Sky Bet League Two |
| 14 | Sat 8 Dec 2018 | 10-1 v Colchester UnitedColchester United 1-0 Macclesfield Town | Sky Bet League Two |
| 15 | Sat 15 Dec 2018 | 12-0 v Crawley TownMacclesfield Town 2-0 Crawley Town | Sky Bet League Two |
| 16 | Sat 22 Dec 2018 | 10-0 v Port ValeMacclesfield Town 0-0 Port Vale | Sky Bet League Two |
| 17 | Wed 26 Dec 2018 | 12-1 v Notts CountyNotts County 1-2 Macclesfield Town | Sky Bet League Two |
| 18 | Sat 29 Dec 2018 | 11-2 v Carlisle UnitedCarlisle United 2-1 Macclesfield Town | Sky Bet League Two |
| 19 | Tue 1 Jan 2019 | 11-1 v Tranmere RoversMacclesfield Town 1-1 Tranmere Rovers | Sky Bet League Two |
| 20 | Sat 5 Jan 2019 | 11-2 v Swindon TownMacclesfield Town 1-2 Swindon Town | Sky Bet League Two |
| 21 | Sat 12 Jan 2019 | 12-0 v Grimsby TownGrimsby Town 0-2 Macclesfield Town | Sky Bet League Two |
| 22 | Sat 19 Jan 2019 | 12-1 v Oldham AthleticMacclesfield Town 2-1 Oldham Athletic | Sky Bet League Two |
| 23 | Sat 26 Jan 2019 | 12-3 v Cheltenham TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 24 | Sat 2 Feb 2019 | 11-3 v Mansfield TownMansfield Town 3-1 Macclesfield Town | Sky Bet League Two |
| 25 | Sat 9 Feb 2019 | 1 3-3 v Crewe AlexandraMacclesfield Town 3-3 Crewe Alexandra | Sky Bet League Two |
| 26 | Sat 16 Feb 2019 | 11-1 v Colchester UnitedMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 27 | Sat 23 Feb 2019 | 11-1 v Crawley TownCrawley Town 1-1 Macclesfield Town | Sky Bet League Two |
| 28 | Sat 2 Mar 2019 | 10-3 v BuryBury 3-0 Macclesfield Town | Sky Bet League Two |
| 29 | Sat 9 Mar 2019 | 11-3 v Milton Keynes DonsMacclesfield Town 1-3 Milton Keynes Dons | Sky Bet League Two |
| 30 | Sat 16 Mar 2019 | 12-0 v Yeovil TownYeovil Town 0-2 Macclesfield Town | Sky Bet League Two |
| 31 | Sat 23 Mar 2019 | 12-2 v StevenageMacclesfield Town 2-2 Stevenage | Sky Bet League Two |
| 32 | Sat 30 Mar 2019 | 11-1 v Lincoln CityLincoln City 1-1 Macclesfield Town | Sky Bet League Two |
| 33 | Sat 6 Apr 2019 | 11-1 v MorecambeMacclesfield Town 1-1 Morecambe | Sky Bet League Two |
| 34 | Tue 9 Apr 2019 | 13-2 v Exeter CityMacclesfield Town 3-2 Exeter City | Sky Bet League Two |
| 35 | Sat 13 Apr 2019 | 10-2 v Forest Green RoversForest Green Rovers 2-0 Macclesfield Town | Sky Bet League Two |
| 36 | Fri 19 Apr 2019 | 11-3 v Northampton TownNorthampton Town 3-1 Macclesfield Town | Sky Bet League Two |
| 37 | Mon 22 Apr 2019 | 1 0-0 v Newport CountyMacclesfield Town 0-0 Newport County | Sky Bet League Two |
| 38 | Sat 27 Apr 2019 | 11-0 v Port ValePort Vale 0-1 Macclesfield Town | Sky Bet League Two |
| 39 | Sat 4 May 2019 | 11-1 v Cambridge UnitedMacclesfield Town 1-1 Cambridge United | Sky Bet League Two |
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