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| Last 10 games | more | |||
| 02.12.2008 | L2 League Two | Wycombe Wanderers | Macclesfield Town | 4-0 |
| 28.11.2008 | Cup Round 2 | Port Vale | Macclesfield Town | 1-3 |
| 25.11.2008 | L2 League Two | Macclesfield Town | Grimsby Town | 1-0 |
| 22.11.2008 | L2 League Two | Barnet FC | Macclesfield Town | 1-3 |
| 15.11.2008 | L2 League Two | Rochdale FC | Macclesfield Town | 1-1 |
| 08.11.2008 | Cup Round 1 | Harlow Town | Macclesfield Town | 0-2 |
| 01.11.2008 | L2 League Two | Macclesfield Town | Gillingham FC | 0-1 |
| 25.10.2008 | L2 League Two | Macclesfield Town | Rotherham United | 1-2 |
| 21.10.2008 | L2 League Two | Macclesfield Town | Lincoln City | 1-2 |
| 18.10.2008 | L2 League Two | Notts County | Macclesfield Town | 1-1 |
| Next 10 games | more | |||
| 06.12.2008 | L2 League Two | Macclesfield Town | Bury FC |  |
| 12.12.2008 | L2 League Two | Chesterfield FC | Macclesfield Town | |
| 20.12.2008 | L2 League Two | Macclesfield Town | Dagenham & Redbridge | |
| 26.12.2008 | L2 League Two | Morecambe FC | Macclesfield Town | |
| 28.12.2008 | L2 League Two | Macclesfield Town | Chester City | |
| 03.01.2009 | L2 League Two | Exeter City | Macclesfield Town | |
| 10.01.2009 | L2 League Two | Macclesfield Town | Port Vale | |
| 17.01.2009 | L2 League Two | Aldershot Town | Macclesfield Town | |
| 24.01.2009 | L2 League Two | Macclesfield Town | Brentford FC | |
| 27.01.2009 | L2 League Two | Macclesfield Town | Wycombe Wanderers | |