| 1 | Sat 4 Aug 2018 | 42-3 v Swindon TownSwindon Town 3-2 Macclesfield Town | Sky Bet League Two |
| 2 | Sat 25 Aug 2018 | 41-1 v Mansfield TownMacclesfield Town 1-1 Mansfield Town | Sky Bet League Two |
| 3 | Tue 4 Sep 2018 | 43-3 v BlackpoolMacclesfield Town 3-3 Blackpool | Checkatrade Trophy Northern Group C |
| 4 | Sat 8 Sep 2018 | 40-1 v StevenageStevenage 1-0 Macclesfield Town | Sky Bet League Two |
| 5 | Sat 15 Sep 2018 | 41-2 v Lincoln CityMacclesfield Town 1-2 Lincoln City | Sky Bet League Two |
| 6 | Wed 26 Sep 2018 | 40-8 v West Ham UnitedWest Ham United 8-0 Macclesfield Town | Carabao Cup Third Round |
| 7 | Sat 29 Sep 2018 | 4 1-1 v Forest Green RoversMacclesfield Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 8 | Tue 2 Oct 2018 | 43-3 v Newport CountyNewport County 3-3 Macclesfield Town | Sky Bet League Two |
| 9 | Sat 6 Oct 2018 | 40-1 v Notts CountyMacclesfield Town 0-1 Notts County | Sky Bet League Two |
| 10 | Tue 9 Oct 2018 | 41-4 v Accrington StanleyAccrington Stanley 4-1 Macclesfield Town | Checkatrade Trophy Northern Group C |
| 11 | Fri 12 Oct 2018 | 40-1 v Tranmere RoversTranmere Rovers 1-0 Macclesfield Town | Sky Bet League Two |
| 12 | Sat 20 Oct 2018 | 42-1 v Carlisle UnitedMacclesfield Town 2-1 Carlisle United | Sky Bet League Two |
| 13 | Tue 23 Oct 2018 | 40-5 v Northampton TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 14 | Sat 27 Oct 2018 | 40-1 v Cambridge UnitedCambridge United 1-0 Macclesfield Town | Sky Bet League Two |
| 15 | Sat 3 Nov 2018 | 41-4 v BuryMacclesfield Town 1-4 Bury | Sky Bet League Two |
| 16 | Sat 26 Jan 2019 | 4 2-3 v Cheltenham TownCheltenham Town 3-2 Macclesfield Town | Sky Bet League Two |
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