Southend United
2019-2020
[squad stats] [appearance chart]
| Date | K.O. | Comp | Opponents | Ven | Res | Att | ||||
| Sat 3rd Aug | 15:00 | FL1 | Coventry City | A | L | 0-1 | 6534 |  |
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| Sat 10th Aug | 15:00 | FL1 | Blackpool | H | L | 1-3 | 6823 | |
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| Tue 13th Aug | 19:45 | EFLC | Stevenage | A | W | 2-1 | 1315 | |
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| Sat 17th Aug | 15:00 | FL1 | Lincoln City | A | L | 0-4 | 9016 | |
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| Tue 20th Aug | 19:45 | FL1 | Peterborough United | H | L | 0-2 | 5890 | |
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| Sat 24th Aug | 15:00 | FL1 | Wycombe Wanderers | A | L | 3-4 | 4196 | |
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| Tue 27th Aug | 19:45 | EFLC | Milton Keynes | H | L | 1-4 | 2433 | |
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| Sat 31st Aug | 15:00 | FL1 | Rochdale | H | L | 0-3 | 5614 | |
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| Tue 3rd Sep | 19:45 | EFLT | Leyton Orient | A | L | 0-2 | 1562 | |
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| Sat 14th Sep | 15:00 | FL1 | Fleetwood Town | H | D | 3-3 | 5236 | |
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| Tue 17th Sep | 19:45 | FL1 | Shrewsbury Town | A | L | 3-4 | 4909 | |
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| Sat 21st Sep | 15:00 | FL1 | Milton Keynes | A | W | 1-0 | 7493 | |
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| Sat 28th Sep | 15:00 | FL1 | Accrington Stanley | H | L | 0-1 | 5643 | |
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| Tue 1st Oct | 19:45 | EFLT | Brighton and Hove Albion XI | H | L | 0-2 | 641 | |
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| Sat 5th Oct | 15:00 | FL1 | Gillingham | A | L | 1-3 | 5091 | |
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| Sat 12th Oct | 15:00 | FL1 | AFC Wimbledon | H | L | 1-4 | 6420 | |
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| Fri 18th Oct | 19:45 | FL1 | Tranmere Rovers | A | D | 1-1 | 7066 | |
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| Tue 22nd Oct | 19:45 | FL1 | Doncaster Rovers | H | L | 1-7 | 5066 | |
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| Sat 26th Oct | 15:00 | FL1 | Ipswich Town | H | L | 1-3 | 8632 | |
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| Sat 2nd Nov | 15:00 | FL1 | Sunderland | A | L | 0-1 | 30407 | |
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| Tue 5th Nov | 19:45 | FL1 | Portsmouth | A | L | 1-4 | 16995 | |
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| Sun 10th Nov | 12:00 | FAC | Dover Athletic | A | L | 0-1 | 1754 | |
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| Wed 13th Nov | 19:45 | EFLT | AFC Wimbledon | H | W | 3-1 | 717 | |
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| Sat 23rd Nov | 15:00 | FL1 | Oxford United | H | L | 0-4 | 6835 | |
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| Tue 3rd Dec | 19:45 | FL1 | Burton Albion | A | D | 1-1 | 1880 | |
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| Sat 7th Dec | 15:00 | FL1 | Bristol Rovers | A | L | 2-4 | 6797 | |
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| Sat 14th Dec | 15:00 | FL1 | Rotherham United | H | D | 2-2 | 5652 | |
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| Sat 21st Dec | 15:00 | FL1 | Bolton Wanderers | A | L | 2-3 | 12055 | |
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| Thu 26th Dec | 15:00 | FL1 | Milton Keynes | H | D | 2-2 | 6189 | |
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| Wed 1st Jan | 15:00 | FL1 | AFC Wimbledon | A | D | 1-1 | 4422 | |
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| Sat 11th Jan | 15:00 | FL1 | Tranmere Rovers | H | D | 0-0 | 5988 | |
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| Sat 18th Jan | 15:00 | FL1 | Accrington Stanley | A | W | 2-1 | 2146 | |
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| Tue 28th Jan | 19:45 | FL1 | Doncaster Rovers | A | L | 1-3 | 7063 | |
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| Sat 1st Feb | 15:00 | FL1 | Lincoln City | H | W | 2-1 | 6605 | |
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| Sat 8th Feb | 15:00 | FL1 | Blackpool | A | L | 1-2 | 7870 | |
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| Tue 11th Feb | 19:45 | FL1 | Peterborough United | A | L | 0-4 | 5036 | |
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| Sat 15th Feb | 15:00 | FL1 | Coventry City | H | L | 0-2 | 7278 | |
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| Tue 18th Feb | 19:45 | FL1 | Gillingham | H | L | 0-1 | 6021 | |
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| Sat 22nd Feb | 15:00 | FL1 | Burton Albion | H | L | 2-3 | 5571 | |
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| Sat 29th Feb | 15:00 | FL1 | Oxford United | A | L | 1-2 | 7451 | |
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| Sat 7th Mar | 15:00 | FL1 | Bristol Rovers | H | W | 3-1 | 5806 | |