Key: Win : Draw : Loss
| Date | Home | Away | Ref | ||
|---|---|---|---|---|---|
| 04/08/2018 | Swindon | 3 | 2 | Macclesfield | R Lewis |
| 11/08/2018 | Macclesfield | 0 | 2 | Grimsby | O Langford |
| 18/08/2018 | Oldham | 3 | 1 | Macclesfield | A Haines |
| 21/08/2018 | Macclesfield | 1 | 1 | Cheltenham | P Marsden |
| 25/08/2018 | Macclesfield | 1 | 1 | Mansfield | A Backhouse |
| 01/09/2018 | Crewe | 3 | 0 | Macclesfield | C Boyeson |
| 08/09/2018 | Stevenage | 1 | 0 | Macclesfield | S Stockbridge |
| 15/09/2018 | Macclesfield | 1 | 2 | Lincoln | J Busby |
| 22/09/2018 | Morecambe | 2 | 1 | Macclesfield | G Eltringham |
| 29/09/2018 | Macclesfield | 1 | 1 | Forest Green | G Salisbury |
| 02/10/2018 | Newport County | 3 | 3 | Macclesfield | T Kettle |
| 06/10/2018 | Macclesfield | 0 | 1 | Notts County | M Donohue |
| 12/10/2018 | Tranmere | 1 | 0 | Macclesfield | A Backhouse |
| 20/10/2018 | Macclesfield | 2 | 1 | Carlisle | M Salisbury |
| 23/10/2018 | Macclesfield | 0 | 5 | Northampton | S Stockbridge |
| 27/10/2018 | Cambridge | 1 | 0 | Macclesfield | C Hicks |
| 03/11/2018 | Macclesfield | 1 | 4 | Bury | R Joyce |
| 17/11/2018 | Milton Keynes Dons | 2 | 0 | Macclesfield | A Marriner |
| 24/11/2018 | Macclesfield | 1 | 0 | Yeovil | P Marsden |
| 27/11/2018 | Exeter | 0 | 1 | Macclesfield | B Huxtable |
| 08/12/2018 | Colchester | 1 | 0 | Macclesfield | N Hair |
| 15/12/2018 | Macclesfield | 2 | 0 | Crawley Town | K Johnson |
| 22/12/2018 | Macclesfield | 0 | 0 | Port Vale | D Drysdale |
| 26/12/2018 | Notts County | 1 | 2 | Macclesfield | P Marsden |
| 29/12/2018 | Carlisle | 2 | 1 | Macclesfield | R Joyce |
| 01/01/2019 | Macclesfield | 1 | 1 | Tranmere | M Salisbury |
| 05/01/2019 | Macclesfield | 1 | 2 | Swindon | S Oldham |
| 12/01/2019 | Grimsby | 0 | 2 | Macclesfield | S Stockbridge |
| 19/01/2019 | Macclesfield | 2 | 1 | Oldham | O Yates |
| 26/01/2019 | Cheltenham | 3 | 2 | Macclesfield | A Backhouse |
| 02/02/2019 | Mansfield | 3 | 1 | Macclesfield | M Salisbury |
| 09/02/2019 | Macclesfield | 3 | 3 | Crewe | G Eltringham |
| 16/02/2019 | Macclesfield | 1 | 1 | Colchester | A Haines |
| 23/02/2019 | Crawley Town | 1 | 1 | Macclesfield | A Young |
| 02/03/2019 | Bury | 3 | 0 | Macclesfield | E Ilderton |
| 09/03/2019 | Macclesfield | 1 | 3 | Milton Keynes Dons | C Breakspear |
| 16/03/2019 | Yeovil | 0 | 2 | Macclesfield | G Ward |
| 23/03/2019 | Macclesfield | 2 | 2 | Stevenage | D Whitestone |
| 30/03/2019 | Lincoln | 1 | 1 | Macclesfield | B Huxtable |
| 06/04/2019 | Macclesfield | 1 | 1 | Morecambe | L Probert |
| 09/04/2019 | Macclesfield | 3 | 2 | Exeter | S Stockbridge |
| 13/04/2019 | Forest Green | 2 | 0 | Macclesfield | C Hicks |
| 19/04/2019 | Northampton | 3 | 1 | Macclesfield | K Johnson |
| 22/04/2019 | Macclesfield | 0 | 0 | Newport County | M Donohue |
| 27/04/2019 | Port Vale | 0 | 1 | Macclesfield | C Boyeson |
| 04/05/2019 | Macclesfield | 1 | 1 | Cambridge | J Busby |