Head to Head
| Club Friendly List | 2024/08/03 14:00 | Macclesfield v Chester | W | 0-1 |
| England National League | 2018/04/02 14:00 | Macclesfield v Chester | L | 1-0 |
| England National League | 2017/08/28 14:00 | Chester v Macclesfield | L | 0-2 |
| England National League | 2017/03/21 19:45 | Chester v Macclesfield | L | 2-3 |
| England National League | 2016/10/25 18:45 | Macclesfield v Chester | D | 0-0 |
| England National League | 2015/12/28 15:00 | Chester v Macclesfield | L | 0-2 |
| England National League | 2015/08/29 14:00 | Macclesfield v Chester | W | 1-2 |
| England National League | 2014/11/11 19:45 | Macclesfield v Chester | L | 3-1 |
Home History
| England National League North | 2025/08/19 18:45 | Chester v Curzon Ashton | D | 1-1 |
| England National League North | 2025/08/16 14:00 | Chorley v Chester | L | 3-0 |
| England National League North | 2025/08/09 14:00 | Chester v Peterborough Sports | W | 3-2 |
| UK Friendlies | 2025/08/02 14:00 | Chester v Carlisle | L | 0-2 |
| UK Friendlies | 2025/07/26 13:00 | Glentoran v Chester | D | 1-1 |
| Club Friendly List | 2025/07/22 18:30 | Colwyn Bay v Chester | W | 0-1 |
| UK Friendlies | 2025/07/19 14:00 | Chester v Salford City | L | 0-3 |
| UK Friendlies | 2025/07/15 18:45 | Runcorn Linnets v Chester | W | 1-2 |
Away History
| England National League North | 2025/08/19 18:45 | Southport v Macclesfield | W | 1-2 |
| England National League North | 2025/08/16 14:00 | Oxford City v Macclesfield | L | 2-1 |
| England National League North | 2025/08/09 14:00 | Macclesfield v Worksop | W | 3-1 |
| Club Friendly List | 2025/07/26 14:00 | Macclesfield v Barwell | W | 2-1 |
| UK Friendlies | 2025/07/22 18:45 | Macclesfield v Connah's Quay | W | 2-1 |
| UK Friendlies | 2025/07/19 14:00 | Macclesfield v Halifax | L | 0-1 |
| UK Friendlies | 2025/07/15 18:30 | Newcastle Town v Macclesfield | W | 0-3 |
| UK Friendlies | 2025/07/12 14:00 | Macclesfield v Mansfield | L | 0-2 |
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