Leyton Orient
1999-2000
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 7th Aug | --:-- | FL3 | Carlisle United | A | L | 1-2 | 3895 |  |
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| Tue 10th Aug | --:-- | LC | Swindon Town | A | W | 1-0 | |
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| Sat 14th Aug | --:-- | FL3 | Brighton and Hove Albion | H | L | 1-2 | 7200 | |
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| Sat 21st Aug | --:-- | FL3 | Peterborough United | A | L | 1-2 | 6448 | |
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| Tue 24th Aug | --:-- | LC | Swindon Town | H | D | 1-1 | |
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| Sat 28th Aug | --:-- | FL3 | Halifax Town | H | W | 1-0 | 3703 | |
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| Mon 30th Aug | --:-- | FL3 | Southend United | A | D | 1-1 | 5980 | |
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| Fri 3rd Sep | --:-- | FL3 | Shrewsbury Town | H | L | 1-2 | 3742 | |
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| Sat 11th Sep | --:-- | FL3 | Mansfield Town | A | D | 1-1 | 2491 | |
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| Tue 14th Sep | --:-- | LC | Grimsby Town | A | L | 1-4 | |
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| Sat 18th Sep | --:-- | FL3 | Torquay United | H | L | 0-2 | 4452 | |
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| Tue 21st Sep | --:-- | LC | Grimsby Town | H | W | 1-0 | |
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| Sat 25th Sep | --:-- | FL3 | Hartlepool United | H | W | 2-1 | 3889 | |
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| Sat 2nd Oct | --:-- | FL3 | Plymouth Argyle | A | L | 0-5 | 3782 | |
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| Sat 9th Oct | --:-- | FL3 | York City | A | L | 1-2 | 2320 | |
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| Sat 16th Oct | --:-- | FL3 | Lincoln City | H | L | 2-3 | 3100 | |
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| Tue 19th Oct | --:-- | FL3 | Barnet | H | D | 0-0 | 3532 | |
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| Sat 23rd Oct | --:-- | FL3 | Hartlepool United | A | L | 0-1 | 2397 | |
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| Sat 30th Oct | --:-- | FAC | Cardiff City | H | D | 1-1 | |
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| Tue 2nd Nov | --:-- | FL3 | Darlington | A | L | 1-3 | 4532 | |
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| Sat 6th Nov | --:-- | FL3 | Northampton Town | H | D | 0-0 | 3928 | |
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| Tue 9th Nov | --:-- | FAC | Cardiff City | A | L | 1-3 | |
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| Fri 12th Nov | --:-- | FL3 | Rotherham United | A | W | 1-0 | 4280 | |
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| Tue 23rd Nov | --:-- | FL3 | Rochdale | H | D | 0-0 | 2990 | |
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| Sat 27th Nov | --:-- | FL3 | Cheltenham Town | A | L | 0-2 | 3604 | |
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| Sat 4th Dec | --:-- | FL3 | Carlisle United | H | L | 0-1 | 3871 | |
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| Wed 8th Dec | --:-- | AMC | Reading | A | L | 0-1 | |
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| Sat 18th Dec | --:-- | FL3 | Macclesfield Town | A | L | 0-1 | 2303 | |
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| Sun 26th Dec | --:-- | FL3 | Swansea City | H | L | 0-1 | 4447 | |
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| Tue 28th Dec | --:-- | FL3 | Chester City | A | W | 5-1 | 3160 | |
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| Mon 3rd Jan | --:-- | FL3 | Hull City | H | D | 0-0 | 5169 | |
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| Sat 8th Jan | --:-- | FL3 | Exeter City | A | W | 3-1 | 2434 | |
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| Sat 15th Jan | --:-- | FL3 | Brighton and Hove Albion | A | W | 1-0 | 5863 | |
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| Sat 22nd Jan | --:-- | FL3 | Peterborough United | H | D | 1-1 | 4795 | |
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| Sat 29th Jan | --:-- | FL3 | Halifax Town | A | W | 2-0 | 2655 | |
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| Sat 5th Feb | --:-- | FL3 | Southend United | H | W | 2-1 | 5972 | |
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| Tue 8th Feb | --:-- | FL3 | Exeter City | H | W | 4-1 | 3855 | |
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| Sat 12th Feb | --:-- | FL3 | Shrewsbury Town | A | L | 0-1 | 2740 | |
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| Sat 19th Feb | --:-- | FL3 | Cheltenham Town | H | W | 1-0 | 4884 | |
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| Sat 26th Feb | --:-- | FL3 | Torquay United | A | D | 0-0 | 2470 | |
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| Sat 4th Mar | --:-- | FL3 | Mansfield Town | H | L | 1-3 | 4281 | |
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| Tue 7th Mar | --:-- | FL3 | Northampton Town | A | L | 1-2 | 5121 | |
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| Sat 11th Mar | --:-- | FL3 | Darlington | H | W | 2-1 | 4053 | |
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| Sat 18th Mar | --:-- | FL3 | Rochdale | A | W | 4-1 | 2472 | |
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| Tue 21st Mar | --:-- | FL3 | Rotherham United | H | L | 0-1 | 3959 | |
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| Sat 25th Mar | --:-- | FL3 | Swansea City | A | D | 0-0 | 6330 | |
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| Sat 1st Apr | --:-- | FL3 | Macclesfield Town | H | D | 0-0 | 4302 | |
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| Sat 8th Apr | --:-- | FL3 | Hull City | A | L | 0-2 | 4422 | |
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| Sat 15th Apr | --:-- | FL3 | Chester City | H | L | 1-2 | 4123 | |
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| Sat 22nd Apr | --:-- | FL3 | Lincoln City | A | D | 0-0 | 2718 | |
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| Mon 24th Apr | --:-- | FL3 | Plymouth Argyle | H | W | 3-0 | 4113 | |
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| Sat 29th Apr | --:-- | FL3 | Barnet | A | D | 2-2 | 4030 | |
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| Sat 6th May | --:-- | FL3 | York City | H | D | 0-0 | 4594 | |