| 14 Sep 1999 |
Portsmouth
|
0–3
|
Blackburn Rovers
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Oxford United
|
1–1
|
Everton
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Norwich City
|
0–4
|
Fulham
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Hull City
|
1–5
|
Liverpool
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Huddersfield Town
|
2–1
|
Notts County
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Grimsby Town
|
4–1
|
Leyton Orient
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Gillingham
|
1–4
|
Bolton Wanderers
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Crystal Palace
|
3–3
|
Leicester City
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Crewe Alexandra
|
2–1
|
Ipswich Town
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Chesterfield
|
0–0
|
Middlesbrough
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Chester
|
0–1
|
Aston Villa
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Charlton Athletic
|
0–0
|
Bournemouth
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Cardiff City
|
1–1
|
Wimbledon
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Bradford City
|
1–1
|
Reading
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Birmingham City
|
2–0
|
Bristol Rovers
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 14 Sep 1999 |
Barnsley
|
1–1
|
Stockport County
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 25 Aug 1999 |
Stoke City
|
3–0
|
Macclesfield Town
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 25 Aug 1999 |
Queens Park Rangers
|
1–2
|
Cardiff City
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 25 Aug 1999 |
Bristol Rovers
|
2–2
|
Luton Town
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Wrexham
|
0–2
|
Preston North End
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Wolverhampton Wanderers
|
2–4
|
Wycombe Wanderers
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Wigan Athletic
|
2–1
|
York City
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
West Bromwich Albion
|
5–1
|
Halifax Town
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Tranmere Rovers
|
3–1
|
Blackpool
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Shrewsbury Town
|
0–3
|
Sheffield United
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Portsmouth
|
3–0
|
Torquay United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Port Vale
|
4–4
|
Chester
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Plymouth Argyle
|
1–4
|
Walsall
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Peterborough United
|
1–2
|
Reading
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Oxford United
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Oldham Athletic
|
1–1
|
Stockport County
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Notts County
|
2–0
|
Bury
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Millwall
|
1–1
|
Swansea City
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Mansfield Town
|
1–0
|
Nottingham Forest
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Leyton Orient
|
1–1
|
Swindon Town
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Ipswich Town
|
2–0
|
Brentford
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Hull City
|
2–0
|
Rotherham United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Huddersfield Town
|
0–0
|
Scunthorpe United
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Grimsby Town
|
6–0
|
Carlisle United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Gillingham
|
2–0
|
Brighton & Hove Albion
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Fulham
|
3–1
|
Northampton Town
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Exeter City
|
1–2
|
Birmingham City
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Crystal Palace
|
3–1
|
Colchester United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Crewe Alexandra
|
1–0
|
Hartlepool United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Chesterfield
|
2–1
|
Rochdale
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Cheltenham Town
|
2–1
|
Norwich City
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Burnley
|
0–1
|
Manchester City
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Bristol City
|
2–1
|
Cambridge United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Bolton Wanderers
|
5–3
|
Darlington
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Barnsley
|
2–2
|
Lincoln City
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 24 Aug 1999 |
Barnet
|
3–2
|
Bournemouth
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 17 Aug 1999 |
Torquay United
|
0–0
|
Portsmouth
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 11 Aug 1999 |
Swansea City
|
2–0
|
Millwall
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 11 Aug 1999 |
Reading
|
0–0
|
Peterborough United
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 11 Aug 1999 |
Nottingham Forest
|
3–0
|
Mansfield Town
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 11 Aug 1999 |
Manchester City
|
5–0
|
Burnley
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 11 Aug 1999 |
Brentford
|
0–2
|
Ipswich Town
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
York City
|
0–1
|
Wigan Athletic
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Wycombe Wanderers
|
0–1
|
Wolverhampton Wanderers
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Walsall
|
4–1
|
Plymouth Argyle
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Swindon Town
|
0–1
|
Leyton Orient
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Stockport County
|
2–0
|
Oldham Athletic
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Southend United
|
0–2
|
Oxford United
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Sheffield United
|
3–0
|
Shrewsbury Town
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Scunthorpe United
|
0–2
|
Huddersfield Town
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Rotherham United
|
0–1
|
Hull City
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Rochdale
|
1–2
|
Chesterfield
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Preston North End
|
1–0
|
Wrexham
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Norwich City
|
2–0
|
Cheltenham Town
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Northampton Town
|
1–2
|
Fulham
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Macclesfield Town
|
1–1
|
Stoke City
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Luton Town
|
0–2
|
Bristol Rovers
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Lincoln City
|
2–4
|
Barnsley
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Hartlepool United
|
3–3
|
Crewe Alexandra
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Halifax Town
|
0–0
|
West Bromwich Albion
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Darlington
|
1–1
|
Bolton Wanderers
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Colchester United
|
2–2
|
Crystal Palace
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Chester
|
2–1
|
Port Vale
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Carlisle United
|
0–0
|
Grimsby Town
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Cardiff City
|
1–2
|
Queens Park Rangers
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Cambridge United
|
2–2
|
Bristol City
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Bury
|
1–0
|
Notts County
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Brighton & Hove Albion
|
0–2
|
Gillingham
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Blackpool
|
2–1
|
Tranmere Rovers
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Birmingham City
|
3–0
|
Exeter City
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Aug 1999 |
Bournemouth
|
2–0
|
Barnet
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 21 Mar 1999 |
Tottenham Hotspur
|
1–0
|
Leicester City
|
H
|
ENG · League Cup
Final
|
| 17 Feb 1999 |
Leicester City
|
1–1
|
Sunderland
|
D
|
ENG · League Cup
Semi-final · Leg 2
|
| 16 Feb 1999 |
Wimbledon
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Semi-final · Leg 2
|
| 27 Jan 1999 |
Tottenham Hotspur
|
0–0
|
Wimbledon
|
D
|
ENG · League Cup
Semi-final · Leg 1
|
| 26 Jan 1999 |
Sunderland
|
1–2
|
Leicester City
|
A
|
ENG · League Cup
Semi-final · Leg 1
|
| 02 Dec 1998 |
Tottenham Hotspur
|
3–1
|
Manchester United
|
H
|
ENG · League Cup
Round 5
|
| 02 Dec 1998 |
Leicester City
|
1–0
|
Blackburn Rovers
|
H
|
ENG · League Cup
Round 5
|
| 01 Dec 1998 |
Wimbledon
|
2–1
|
Chelsea
|
H
|
ENG · League Cup
Round 5
|
| 01 Dec 1998 |
Sunderland
|
3–0
|
Luton Town
|
H
|
ENG · League Cup
Round 5
|
| 11 Nov 1998 |
Newcastle United
|
1–1
|
Blackburn Rovers
|
D
|
ENG · League Cup
Round 4
|
| 11 Nov 1998 |
Manchester United
|
2–1
|
Nottingham Forest
|
H
|
ENG · League Cup
Round 4
|
| 11 Nov 1998 |
Leicester City
|
2–1
|
Leeds United
|
H
|
ENG · League Cup
Round 4
|
| 11 Nov 1998 |
Everton
|
1–1
|
Sunderland
|
D
|
ENG · League Cup
Round 4
|
| 11 Nov 1998 |
Arsenal
|
0–5
|
Chelsea
|
A
|
ENG · League Cup
Round 4
|
