| 29 Jan 2000 |
Southend United
|
2–1
|
Swansea City
|
H
|
ENG · League Two
|
| 22 Jan 2000 |
Mansfield Town
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 15 Jan 2000 |
Southend United
|
3–3
|
Rochdale
|
D
|
ENG · League Two
|
| 08 Jan 2000 |
Barnet
|
2–1
|
Southend United
|
H
|
ENG · League Two
|
| 03 Jan 2000 |
Southend United
|
1–2
|
Rotherham United
|
A
|
ENG · League Two
|
| 28 Dec 1999 |
Torquay United
|
0–1
|
Southend United
|
A
|
ENG · League Two
|
| 26 Dec 1999 |
Southend United
|
2–2
|
Northampton Town
|
D
|
ENG · League Two
|
| 17 Dec 1999 |
York City
|
2–2
|
Southend United
|
D
|
ENG · League Two
|
| 10 Dec 1999 |
Southend United
|
1–3
|
Barnet
|
A
|
ENG · League Two
|
| 04 Dec 1999 |
Plymouth Argyle
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 27 Nov 1999 |
Southend United
|
1–2
|
Darlington
|
A
|
ENG · League Two
|
| 23 Nov 1999 |
Chester
|
0–0
|
Southend United
|
D
|
ENG · League Two
|
| 12 Nov 1999 |
Southend United
|
1–2
|
Hull City
|
A
|
ENG · League Two
|
| 06 Nov 1999 |
Exeter City
|
0–1
|
Southend United
|
A
|
ENG · League Two
|
| 02 Nov 1999 |
Southend United
|
2–1
|
Brighton & Hove Albion
|
H
|
ENG · League Two
|
| 30 Oct 1999 |
Torquay United
|
1–0
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 23 Oct 1999 |
Peterborough United
|
1–0
|
Southend United
|
H
|
ENG · League Two
|
| 19 Oct 1999 |
Southend United
|
2–2
|
Lincoln City
|
D
|
ENG · League Two
|
| 16 Oct 1999 |
Southend United
|
3–2
|
Shrewsbury Town
|
H
|
ENG · League Two
|
| 09 Oct 1999 |
Cheltenham Town
|
2–1
|
Southend United
|
H
|
ENG · League Two
|
| 02 Oct 1999 |
Carlisle United
|
1–1
|
Southend United
|
D
|
ENG · League Two
|
| 25 Sep 1999 |
Southend United
|
0–1
|
Peterborough United
|
A
|
ENG · League Two
|
| 18 Sep 1999 |
Southend United
|
4–1
|
Halifax Town
|
H
|
ENG · League Two
|
| 11 Sep 1999 |
Macclesfield Town
|
1–2
|
Southend United
|
A
|
ENG · League Two
|
| 04 Sep 1999 |
Hartlepool United
|
1–2
|
Southend United
|
A
|
ENG · League Two
|
| 30 Aug 1999 |
Southend United
|
1–1
|
Leyton Orient
|
D
|
ENG · League Two
|
| 28 Aug 1999 |
Swansea City
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 24 Aug 1999 |
Oxford United
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 21 Aug 1999 |
Southend United
|
1–0
|
Mansfield Town
|
H
|
ENG · League Two
|
| 14 Aug 1999 |
Rochdale
|
2–0
|
Southend United
|
H
|
ENG · League Two
|
| 10 Aug 1999 |
Southend United
|
0–2
|
Oxford United
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 07 Aug 1999 |
Southend United
|
2–1
|
Plymouth Argyle
|
H
|
ENG · League Two
|
| 08 May 1999 |
Southend United
|
1–1
|
Hartlepool United
|
D
|
ENG · League Two
|
| 01 May 1999 |
Barnet
|
0–2
|
Southend United
|
A
|
ENG · League Two
|
| 24 Apr 1999 |
Southend United
|
1–4
|
Brentford
|
A
|
ENG · League Two
|
| 17 Apr 1999 |
Plymouth Argyle
|
0–3
|
Southend United
|
A
|
ENG · League Two
|
| 13 Apr 1999 |
Southend United
|
0–1
|
Cardiff City
|
A
|
ENG · League Two
|
| 10 Apr 1999 |
Mansfield Town
|
0–0
|
Southend United
|
D
|
ENG · League Two
|
| 05 Apr 1999 |
Southend United
|
0–1
|
Scunthorpe United
|
A
|
ENG · League Two
|
| 03 Apr 1999 |
Leyton Orient
|
0–3
|
Southend United
|
A
|
ENG · League Two
|
| 30 Mar 1999 |
Rochdale
|
1–0
|
Southend United
|
H
|
ENG · League Two
|
| 26 Mar 1999 |
Southend United
|
0–1
|
Hull City
|
A
|
ENG · League Two
|
| 20 Mar 1999 |
Darlington
|
2–1
|
Southend United
|
H
|
ENG · League Two
|
| 13 Mar 1999 |
Southend United
|
0–0
|
Exeter City
|
D
|
ENG · League Two
|
| 06 Mar 1999 |
Southend United
|
2–0
|
Swansea City
|
H
|
ENG · League Two
|
| 27 Feb 1999 |
Cambridge United
|
3–0
|
Southend United
|
H
|
ENG · League Two
|
| 20 Feb 1999 |
Southend United
|
3–0
|
Brighton & Hove Albion
|
H
|
ENG · League Two
|
| 13 Feb 1999 |
Halifax Town
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 06 Feb 1999 |
Rotherham United
|
2–2
|
Southend United
|
D
|
ENG · League Two
|
| 30 Jan 1999 |
Southend United
|
0–0
|
Torquay United
|
D
|
ENG · League Two
|
| 23 Jan 1999 |
Southend United
|
0–1
|
Carlisle United
|
A
|
ENG · League Two
|
| 16 Jan 1999 |
Shrewsbury Town
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 09 Jan 1999 |
Southend United
|
1–0
|
Scarborough
|
H
|
ENG · League Two
|
| 02 Jan 1999 |
Chester
|
1–1
|
Southend United
|
D
|
ENG · League Two
|
| 28 Dec 1998 |
Torquay United
|
2–0
|
Southend United
|
H
|
ENG · League Two
|
| 26 Dec 1998 |
Southend United
|
2–0
|
Peterborough United
|
H
|
ENG · League Two
|
| 19 Dec 1998 |
Hartlepool United
|
2–4
|
Southend United
|
A
|
ENG · League Two
|
| 12 Dec 1998 |
Southend United
|
2–3
|
Barnet
|
A
|
ENG · League Two
|
| 28 Nov 1998 |
Cardiff City
|
2–0
|
Southend United
|
H
|
ENG · League Two
|
| 21 Nov 1998 |
Southend United
|
1–0
|
Plymouth Argyle
|
H
|
ENG · League Two
|
| 14 Nov 1998 |
Southend United
|
0–1
|
Doncaster Rovers
|
A
|
ENG · FA Cup
Round 1
|
| 10 Nov 1998 |
Brentford
|
4–1
|
Southend United
|
H
|
ENG · League Two
|
| 07 Nov 1998 |
Exeter City
|
2–1
|
Southend United
|
H
|
ENG · League Two
|
| 31 Oct 1998 |
Southend United
|
2–1
|
Darlington
|
H
|
ENG · League Two
|
| 24 Oct 1998 |
Hull City
|
1–1
|
Southend United
|
D
|
ENG · League Two
|
| 20 Oct 1998 |
Southend United
|
1–2
|
Mansfield Town
|
A
|
ENG · League Two
|
| 17 Oct 1998 |
Southend United
|
2–2
|
Leyton Orient
|
D
|
ENG · League Two
|
| 10 Oct 1998 |
Scunthorpe United
|
1–1
|
Southend United
|
D
|
ENG · League Two
|
| 03 Oct 1998 |
Southend United
|
1–1
|
Rochdale
|
D
|
ENG · League Two
|
| 27 Sep 1998 |
Swansea City
|
3–1
|
Southend United
|
H
|
ENG · League Two
|
| 22 Sep 1998 |
Southend United
|
0–4
|
Coventry City
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 19 Sep 1998 |
Southend United
|
0–1
|
Cambridge United
|
A
|
ENG · League Two
|
| 16 Sep 1998 |
Coventry City
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 12 Sep 1998 |
Brighton & Hove Albion
|
0–2
|
Southend United
|
A
|
ENG · League Two
|
| 08 Sep 1998 |
Southend United
|
0–0
|
Halifax Town
|
D
|
ENG · League Two
|
| 05 Sep 1998 |
Southend United
|
3–0
|
Rotherham United
|
H
|
ENG · League Two
|
| 01 Sep 1998 |
Carlisle United
|
3–0
|
Southend United
|
H
|
ENG · League Two
|
| 29 Aug 1998 |
Southend United
|
0–1
|
Chester
|
A
|
ENG · League Two
|
| 22 Aug 1998 |
Peterborough United
|
1–1
|
Southend United
|
D
|
ENG · League Two
|
| 18 Aug 1998 |
Gillingham
|
0–1
|
Southend United
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 15 Aug 1998 |
Southend United
|
2–1
|
Shrewsbury Town
|
H
|
ENG · League Two
|
| 11 Aug 1998 |
Southend United
|
1–0
|
Gillingham
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 08 Aug 1998 |
Scarborough
|
1–2
|
Southend United
|
A
|
ENG · League Two
|
| 02 May 1998 |
Southend United
|
1–3
|
Wrexham
|
A
|
ENG · League One
|
| 25 Apr 1998 |
Oldham Athletic
|
2–0
|
Southend United
|
H
|
ENG · League One
|
| 18 Apr 1998 |
York City
|
1–1
|
Southend United
|
D
|
ENG · League One
|
| 13 Apr 1998 |
Southend United
|
0–0
|
Gillingham
|
D
|
ENG · League One
|
| 11 Apr 1998 |
Preston North End
|
1–0
|
Southend United
|
H
|
ENG · League One
|
| 03 Apr 1998 |
Southend United
|
0–2
|
Chesterfield
|
A
|
ENG · League One
|
| 27 Mar 1998 |
Bristol Rovers
|
2–0
|
Southend United
|
H
|
ENG · League One
|
| 21 Mar 1998 |
Southend United
|
5–3
|
Bournemouth
|
H
|
ENG · League One
|
| 17 Mar 1998 |
Wigan Athletic
|
1–3
|
Southend United
|
A
|
ENG · League One
|
| 14 Mar 1998 |
Watford
|
1–1
|
Southend United
|
D
|
ENG · League One
|
| 07 Mar 1998 |
Southend United
|
0–1
|
Grimsby Town
|
A
|
ENG · League One
|
| 28 Feb 1998 |
Bristol City
|
1–0
|
Southend United
|
H
|
ENG · League One
|
| 24 Feb 1998 |
Southend United
|
3–0
|
Plymouth Argyle
|
H
|
ENG · League One
|
| 21 Feb 1998 |
Southend United
|
2–1
|
Blackpool
|
H
|
ENG · League One
|
| 14 Feb 1998 |
Northampton Town
|
3–1
|
Southend United
|
H
|
ENG · League One
|
| 07 Feb 1998 |
Fulham
|
2–0
|
Southend United
|
H
|
ENG · League One
|
| 31 Jan 1998 |
Southend United
|
0–0
|
Millwall
|
D
|
ENG · League One
|
