| 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
|
| 10 Nov 1998 |
Luton Town
|
1–0
|
Barnsley
|
H
|
ENG · League Cup
Round 4
|
| 10 Nov 1998 |
Liverpool
|
1–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 4
|
| 10 Nov 1998 |
Bolton Wanderers
|
1–2
|
Wimbledon
|
A
|
ENG · League Cup
Round 4
|
| 28 Oct 1998 |
Middlesbrough
|
2–3
|
Everton
|
A
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Manchester United
|
2–0
|
Bury
|
H
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Leeds United
|
1–0
|
Bradford City
|
H
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Derby County
|
1–2
|
Arsenal
|
A
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Crewe Alexandra
|
0–1
|
Blackburn Rovers
|
A
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Chelsea
|
4–1
|
Aston Villa
|
H
|
ENG · League Cup
Round 3
|
| 28 Oct 1998 |
Birmingham City
|
1–2
|
Wimbledon
|
A
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Tranmere Rovers
|
0–1
|
Newcastle United
|
A
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Sunderland
|
2–1
|
Grimsby Town
|
H
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Nottingham Forest
|
3–3
|
Cambridge United
|
D
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Norwich City
|
1–1
|
Bolton Wanderers
|
D
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Northampton Town
|
1–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Luton Town
|
2–0
|
Coventry City
|
H
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Liverpool
|
3–1
|
Fulham
|
H
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Charlton Athletic
|
1–2
|
Leicester City
|
A
|
ENG · League Cup
Round 3
|
| 27 Oct 1998 |
Barnsley
|
2–1
|
Bournemouth
|
H
|
ENG · League Cup
Round 3
|
| 23 Sep 1998 |
Tottenham Hotspur
|
3–2
|
Brentford
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1998 |
Southampton
|
0–1
|
Fulham
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1998 |
Reading
|
1–1
|
Barnsley
|
D
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1998 |
Manchester City
|
0–1
|
Derby County
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1998 |
Everton
|
2–1
|
Huddersfield Town
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1998 |
Crystal Palace
|
2–1
|
Bury
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Wycombe Wanderers
|
1–1
|
Middlesbrough
|
D
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Wolverhampton Wanderers
|
1–2
|
Bournemouth
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Wimbledon
|
4–1
|
Portsmouth
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Wigan Athletic
|
2–3
|
Norwich City
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
West Ham United
|
1–0
|
Northampton Town
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Tranmere Rovers
|
3–1
|
Blackpool
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Southend United
|
0–4
|
Coventry City
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Nottingham Forest
|
0–0
|
Leyton Orient
|
D
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Luton Town
|
4–2
|
Ipswich Town
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Hull City
|
2–3
|
Bolton Wanderers
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Grimsby Town
|
2–0
|
Sheffield United
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Crewe Alexandra
|
2–0
|
Bristol City
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Chesterfield
|
1–3
|
Leicester City
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Chester
|
0–1
|
Sunderland
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Charlton Athletic
|
1–0
|
Queens Park Rangers
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Cambridge United
|
1–1
|
Sheffield Wednesday
|
D
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Bradford City
|
3–1
|
Halifax Town
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1998 |
Birmingham City
|
6–0
|
Macclesfield Town
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 16 Sep 1998 |
Sheffield Wednesday
|
0–1
|
Cambridge United
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Queens Park Rangers
|
0–2
|
Charlton Athletic
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Norwich City
|
1–0
|
Wigan Athletic
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Middlesbrough
|
2–0
|
Wycombe Wanderers
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Leicester City
|
3–0
|
Chesterfield
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Derby County
|
1–1
|
Manchester City
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Coventry City
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 Sep 1998 |
Bristol City
|
1–1
|
Crewe Alexandra
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Sunderland
|
3–0
|
Chester
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Sheffield United
|
2–1
|
Grimsby Town
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Portsmouth
|
2–1
|
Wimbledon
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Northampton Town
|
2–0
|
West Ham United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Macclesfield Town
|
0–3
|
Birmingham City
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Leyton Orient
|
1–5
|
Nottingham Forest
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Ipswich Town
|
2–1
|
Luton Town
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Huddersfield Town
|
1–1
|
Everton
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Halifax Town
|
1–2
|
Bradford City
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Fulham
|
1–1
|
Southampton
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Bury
|
3–0
|
Crystal Palace
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Brentford
|
2–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Bolton Wanderers
|
3–1
|
Hull City
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Blackpool
|
2–1
|
Tranmere Rovers
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Barnsley
|
3–0
|
Reading
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 15 Sep 1998 |
Bournemouth
|
1–1
|
Wolverhampton Wanderers
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 26 Aug 1998 |
Reading
|
2–0
|
Peterborough United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 26 Aug 1998 |
Queens Park Rangers
|
3–1
|
Walsall
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 25 Aug 1998 |
Scunthorpe United
|
1–1
|
Blackpool
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 25 Aug 1998 |
Crystal Palace
|
2–1
|
Torquay United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 19 Aug 1998 |
Wolverhampton Wanderers
|
5–0
|
Barnet
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 19 Aug 1998 |
Stoke City
|
1–0
|
Macclesfield Town
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 19 Aug 1998 |
Manchester City
|
7–1
|
Notts County
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 19 Aug 1998 |
Brighton & Hove Albion
|
1–1
|
Northampton Town
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Wycombe Wanderers
|
2–0
|
Swindon Town
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Watford
|
1–1
|
Cambridge United
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Sunderland
|
2–1
|
York City
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Shrewsbury Town
|
4–3
|
Bristol City
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Rochdale
|
0–1
|
Wigan Athletic
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Preston North End
|
0–0
|
Grimsby Town
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Portsmouth
|
3–2
|
Plymouth Argyle
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Oxford United
|
1–3
|
Luton Town
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Norwich City
|
1–0
|
Swansea City
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Millwall
|
1–1
|
Birmingham City
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1998 |
Mansfield Town
|
1–1
|
Huddersfield Town
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
