09/05 - 20:00
09/05 - 20:00
09/05 - 20:00
09/05 - 23:00
09/05 - 23:00
09/05 - 23:00
09/05 - 20:00
09/05 - 20:00
09/05 - 20:00
09/05 - 23:00
09/05 - 23:00
09/05 - 23:00
09/05 - 23:00
09/05 - 23:00
09/05 - 23:00
L | 2009-01-17 | Leyton Orient |  | 1-2 |  | Bristol Rovers | D26 | ||
L | 2009-01-13 | Leyton Orient | | 1-4 |  | Sheffield United | 3R | ||
L | 2009-01-10 | Leicester City |  | 3-0 | | Leyton Orient | D25 | ||
L | 2008-12-28 | Colchester |  | 1-0 | | Leyton Orient | D23 | ||
L | 2008-12-26 | Leyton Orient | | 1-2 |  | Swindon Town | D22 | ||
D | 2008-12-20 | Oldham Athletic |  | 1-1 | | Leyton Orient | D21 | ||
L | 2008-12-13 | Leyton Orient | | 1-2 |  | Cheltenham Town | D20 | ||
D | 2008-12-06 | Northampton Town |  | 1-1 | | Leyton Orient | D19 | ||
W | 2008-11-29 | Bradford City |  | 1-2 | | Leyton Orient | 2E | ||
W | 2008-11-25 | Huddersfield Town |  | 0-1 | | Leyton Orient | D18 | ||
D | 2008-11-22 | Leyton Orient | | 0-0 |  | Millwall | D17 | ||
W | 2008-11-15 | Crewe Alexandra |  | 0-2 | | Leyton Orient | D16 | ||
W | 2008-11-08 | Colchester | | 0-1 | | Leyton Orient | 1E | ||
W | 2008-11-01 | Leyton Orient | | 1-0 |  | Hartlepool United | D15 | ||
L | 2008-10-28 | Leyton Orient | | 1-2 |  | MK Dons | D14 | ||
D | 2008-10-25 | Yeovil Town |  | 0-0 | | Leyton Orient | D13 | ||
L | 2008-10-21 | Leeds United |  | 2-1 | | Leyton Orient | D12 | ||
L | 2008-10-18 | Leyton Orient | | 0-1 |  | Tranmere Rovers | D11 | ||
L | 2008-10-11 | Bristol Rovers | | 2-1 | | Leyton Orient | D10 | ||
D | 2008-10-07 | Brighton & Hove Albion |  | 2-2(5-4 pens) | | Leyton Orient | 2R |
