| 1 | Sat 4 Aug 2018 | 62-3 v Swindon TownSwindon Town 3-2 Macclesfield Town | Sky Bet League Two |
| 2 | Sat 11 Aug 2018 | 60-2 v Grimsby TownMacclesfield Town 0-2 Grimsby Town | Sky Bet League Two |
| 3 | Tue 14 Aug 2018 | 61-1 v Bradford CityMacclesfield Town 1-1 Bradford City | Carabao Cup First Round |
| 4 | Sat 18 Aug 2018 | 61-3 v Oldham AthleticOldham Athletic 3-1 Macclesfield Town | Sky Bet League Two |
| 5 | Tue 21 Aug 2018 | 61-1 v Cheltenham TownMacclesfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 25 Aug 2018 | 61-1 v Mansfield TownMacclesfield Town 1-1 Mansfield Town | Sky Bet League Two |
| 7 | Tue 28 Aug 2018 | 63-3 v WalsallWalsall 3-3 Macclesfield Town | Carabao Cup Second Round |
| 8 | Sat 1 Sep 2018 | 60-3 v Crewe AlexandraCrewe Alexandra 3-0 Macclesfield Town | Sky Bet League Two |
| 9 | Tue 4 Sep 2018 | 63-3 v BlackpoolMacclesfield Town 3-3 Blackpool | Checkatrade Trophy Northern Group C |
| 10 | Sat 8 Sep 2018 | 60-1 v StevenageStevenage 1-0 Macclesfield Town | Sky Bet League Two |
| 11 | Sat 15 Sep 2018 | 61-2 v Lincoln CityMacclesfield Town 1-2 Lincoln City | Sky Bet League Two |
| 12 | Sat 22 Sep 2018 | 61-2 v MorecambeMorecambe 2-1 Macclesfield Town | Sky Bet League Two |
| 13 | Wed 26 Sep 2018 | 60-8 v West Ham UnitedWest Ham United 8-0 Macclesfield Town | Carabao Cup Third Round |
| 14 | Fri 12 Oct 2018 | 60-1 v Tranmere RoversTranmere Rovers 1-0 Macclesfield Town | Sky Bet League Two |
| 15 | Sat 20 Oct 2018 | 62-1 v Carlisle UnitedMacclesfield Town 2-1 Carlisle United | Sky Bet League Two |
| 16 | Tue 23 Oct 2018 | 60-5 v Northampton TownMacclesfield Town 0-5 Northampton Town | Sky Bet League Two |
| 17 | Sat 10 Nov 2018 | 61-2 v Maidstone UnitedMaidstone United 2-1 Macclesfield Town | Emirates FA Cup First Round |
| 18 | Tue 1 Jan 2019 | 6 1-1 v Tranmere RoversMacclesfield Town 1-1 Tranmere Rovers | Sky Bet League Two |
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