Head to Head
| England National League | 2018/04/02 14:00 | Macclesfield v Chester | W | 1-0 |
| England National League | 2017/08/28 14:00 | Chester v Macclesfield | W | 0-2 |
| England National League | 2017/03/21 19:45 | Chester v Macclesfield | W | 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 | W | 0-2 |
| England National League | 2015/08/29 14:00 | Macclesfield v Chester | L | 1-2 |
| England National League | 2014/11/11 19:45 | Macclesfield v Chester | W | 3-1 |
| England National League | 2014/09/06 14:00 | Chester v Macclesfield | L | 1-0 |
Home History
| Club Friendly List | 2024/07/30 18:45 | Spalding United v Macclesfield | L | 8-0 |
| Club Friendly List | 2024/07/27 14:00 | Macclesfield v Buxton | L | 0-2 |
| Club Friendly List | 2024/07/23 18:45 | Macclesfield v Rochdale | D | 2-2 |
| Club Friendly List | 2024/07/16 18:45 | Macclesfield v Stalybridge | W | 2-1 |
| Club Friendly List | 2024/07/13 14:00 | Macclesfield v Blackburn U23 | W | 2-0 |
| England Northern Premier League | 2024/05/06 14:00 | Macclesfield v Marine | L | 1-2 |
| England Northern Premier League | 2024/04/30 18:45 | Macclesfield v Worksop | W | 3-1 |
| England Northern Premier League | 2024/04/27 14:00 | Whitby v Macclesfield | L | 2-0 |
Away History
| Club Friendly List | 2024/07/27 14:00 | Chester v Altrincham | W | 1-0 |
| UK Friendlies | 2024/07/24 18:30 | Chester v Man Utd XI | L | 1-3 |
| Club Friendly List | 2024/07/21 10:00 | Chester v Lancaster City | W | 4-1 |
| Club Friendly List | 2024/07/19 18:00 | Isle of Man v Chester | W | 2-5 |
| Club Friendly List | 2024/07/11 18:45 | Chester v Stoke | L | 0-3 |
| Club Friendly List | 2024/07/06 12:00 | Chester v Stockport | L | 2-3 |
| England National League North | 2024/04/20 14:00 | Chester v Darlington 1883 | D | 0-0 |
| England National League North | 2024/04/13 14:00 | Brackley v Chester | L | 3-1 |