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| Last 10 games | more | |||
| 02.12.2008 | Cup Round 2 | Morecambe FC | Cheltenham Town | 2-3 |
| 25.11.2008 | L1 League One | Cheltenham Town | Southend United | 0-0 |
| 22.11.2008 | L1 League One | Carlisle United | Cheltenham Town | 1-0 |
| 18.11.2008 | Cup Round 1 Rep | Oldham Athletic | Cheltenham Town | 0-1 |
| 15.11.2008 | L1 League One | Hereford United | Cheltenham Town | 3-0 |
| 08.11.2008 | Cup Round 1 | Cheltenham Town | Oldham Athletic | 2-2 |
| 01.11.2008 | L1 League One | Cheltenham Town | Leeds United | 0-1 |
| 25.10.2008 | L1 League One | Milton Keynes Dons | Cheltenham Town | 3-1 |
| 21.10.2008 | L1 League One | Tranmere Rovers | Cheltenham Town | 2-0 |
| 18.10.2008 | L1 League One | Cheltenham Town | Scunthorpe United | 1-2 |
| Next 10 games | more | |||
| 06.12.2008 | L1 League One | Cheltenham Town | Crewe Alexandra |  |
| 13.12.2008 | L1 League One | Leyton Orient | Cheltenham Town | |
| 20.12.2008 | L1 League One | Cheltenham Town | Walsall FC | |
| 26.12.2008 | L1 League One | Yeovil Town | Cheltenham Town | |
| 28.12.2008 | L1 League One | Cheltenham Town | Peterborough United | |
| 03.01.2009 | L1 League One | Stockport County | Cheltenham Town | |
| 10.01.2009 | L1 League One | Cheltenham Town | Millwall FC | |
| 17.01.2009 | L1 League One | Colchester United | Cheltenham Town | |
| 24.01.2009 | L1 League One | Cheltenham Town | Brighton & Hove Albion | |
| 27.01.2009 | L1 League One | Bristol Rovers | Cheltenham Town | |