| 1 | Sat 28 Jul 2018 | 2-5 v West Bromwich AlbionWest Bromwich Albion 5-2 Coventry City | Friendly |
| 2 | Sat 4 Aug 2018 | 182-3 v Swindon TownSwindon Town 3-2 Macclesfield Town | Sky Bet League Two |
| 3 | Sat 11 Aug 2018 | 180-2 v Grimsby TownMacclesfield Town 0-2 Grimsby Town | Sky Bet League Two |
| 4 | Tue 14 Aug 2018 | 181-1 v Bradford CityMacclesfield Town 1-1 Bradford City | Carabao Cup First Round |
| 5 | Sat 18 Aug 2018 | 181-3 v Oldham AthleticOldham Athletic 3-1 Macclesfield Town | Sky Bet League Two |
| 6 | Tue 28 Aug 2018 | 183-3 v WalsallWalsall 3-3 Macclesfield Town | Carabao Cup Second Round |
| 7 | Sat 1 Sep 2018 | 180-3 v Crewe AlexandraCrewe Alexandra 3-0 Macclesfield Town | Sky Bet League Two |
| 8 | Wed 26 Sep 2018 | 180-8 v West Ham UnitedWest Ham United 8-0 Macclesfield Town | Carabao Cup Third Round |
| 9 | Sat 29 Sep 2018 | 181-1 v Forest Green RoversMacclesfield Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 10 | Tue 2 Oct 2018 | 183-3 v Newport CountyNewport County 3-3 Macclesfield Town | Sky Bet League Two |
| 11 | Sat 6 Oct 2018 | 180-1 v Notts CountyMacclesfield Town 0-1 Notts County | Sky Bet League Two |
| 12 | Tue 9 Oct 2018 | 181-4 v Accrington StanleyAccrington Stanley 4-1 Macclesfield Town | Checkatrade Trophy Northern Group C |
| 13 | Fri 12 Oct 2018 | 180-1 v Tranmere RoversTranmere Rovers 1-0 Macclesfield Town | Sky Bet League Two |
| 14 | Sat 20 Oct 2018 | 182-1 v Carlisle UnitedMacclesfield Town 2-1 Carlisle United | Sky Bet League Two |
| 15 | Tue 23 Oct 2018 | 180-5 v Northampton TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 16 | Sat 27 Oct 2018 | 180-1 v Cambridge UnitedCambridge United 1-0 Macclesfield Town | Sky Bet League Two |
| 17 | Sat 3 Nov 2018 | 181-4 v BuryMacclesfield Town 1-4 Bury | Sky Bet League Two |
| 18 | Tue 27 Nov 2018 | 18 1-0 v Exeter CityExeter City 0-1 Macclesfield Town | Sky Bet League Two |
| 19 | Wed 26 Dec 2018 | 182-1 v Notts CountyNotts County 1-2 Macclesfield Town | Sky Bet League Two |
| 20 | Sat 29 Dec 2018 | 181-2 v Carlisle UnitedCarlisle United 2-1 Macclesfield Town | Sky Bet League Two |
| 21 | Tue 1 Jan 2019 | 181-1 v Tranmere RoversMacclesfield Town 1-1 Tranmere Rovers | Sky Bet League Two |
| 22 | Sat 5 Jan 2019 | 181-2 v Swindon TownMacclesfield Town 1-2 Swindon Town | Sky Bet League Two |
| 23 | Sat 12 Jan 2019 | 2-0 v Grimsby TownGrimsby Town 0-2 Macclesfield Town | Sky Bet League Two |
| 24 | Sat 19 Jan 2019 | 2-1 v Oldham AthleticMacclesfield Town 2-1 Oldham Athletic | Sky Bet League Two |
| 25 | Sat 26 Jan 2019 | 2-3 v Cheltenham TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
| 26 | Sat 2 Feb 2019 | 1-3 v Mansfield TownMansfield Town 3-1 Macclesfield Town | Sky Bet League Two |
| 27 | Sat 16 Feb 2019 | 1-1 v Colchester UnitedMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 28 | Sat 23 Feb 2019 | 1-1 v Crawley TownCrawley Town 1-1 Macclesfield Town | Sky Bet League Two |
| 29 | Sat 2 Mar 2019 | 0-3 v BuryBury 3-0 Macclesfield Town | Sky Bet League Two |
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