| 06 May 2000 |
Arsenal
|
2–1
|
Chelsea
|
H
|
ENG · Premier League
|
| 29 Apr 2000 |
Chelsea
|
2–0
|
Liverpool
|
H
|
ENG · Premier League
|
| 24 Apr 2000 |
Manchester United
|
3–2
|
Chelsea
|
H
|
ENG · Premier League
|
| 22 Apr 2000 |
Chelsea
|
1–1
|
Middlesbrough
|
D
|
ENG · Premier League
|
| 18 Apr 2000 |
Barcelona
|
5–1(ft:3–1)
|
Chelsea
|
H
|
ITL · UEFA Champions League
Quarter-final · Leg 2
|
| 15 Apr 2000 |
Sheffield Wednesday
|
1–0
|
Chelsea
|
H
|
ENG · Premier League
|
| 12 Apr 2000 |
Chelsea
|
2–1
|
Coventry City
|
H
|
ENG · Premier League
|
| 09 Apr 2000 |
Chelsea
|
2–1
|
Newcastle United
|
H
|
ENG · FA Cup
Semi-final
|
| 05 Apr 2000 |
Chelsea
|
3–1
|
Barcelona
|
H
|
ITL · UEFA Champions League
Quarter-final · Leg 1
|
| 01 Apr 2000 |
Leeds United
|
0–1
|
Chelsea
|
A
|
ENG · Premier League
|
| 25 Mar 2000 |
Chelsea
|
1–1
|
Southampton
|
D
|
ENG · Premier League
|
| 22 Mar 2000 |
Chelsea
|
1–2
|
SS Lazio
|
A
|
ITL · UEFA Champions League
Group stage
|
| 18 Mar 2000 |
West Ham United
|
0–0
|
Chelsea
|
D
|
ENG · Premier League
|
| 14 Mar 2000 |
Feyenoord
|
1–3
|
Chelsea
|
A
|
ITL · UEFA Champions League
Group stage
|
| 11 Mar 2000 |
Chelsea
|
1–1
|
Everton
|
D
|
ENG · Premier League
|
| 08 Mar 2000 |
Chelsea
|
1–0
|
Olympique de Marseille
|
H
|
ITL · UEFA Champions League
Group stage
|
| 04 Mar 2000 |
Newcastle United
|
0–1
|
Chelsea
|
A
|
ENG · Premier League
|
| 29 Feb 2000 |
Olympique de Marseille
|
1–0
|
Chelsea
|
H
|
ITL · UEFA Champions League
Group stage
|
| 26 Feb 2000 |
Chelsea
|
2–1
|
Watford
|
H
|
ENG · Premier League
|
| 20 Feb 2000 |
Chelsea
|
5–0
|
Gillingham
|
H
|
ENG · FA Cup
Round 6
|
| 12 Feb 2000 |
Chelsea
|
3–1
|
Wimbledon
|
H
|
ENG · Premier League
|
| 05 Feb 2000 |
Tottenham Hotspur
|
0–1
|
Chelsea
|
A
|
ENG · Premier League
|
| 31 Jan 2000 |
Chelsea
|
2–1
|
Leicester City
|
H
|
ENG · FA Cup
Round 5
|
| 22 Jan 2000 |
Aston Villa
|
0–0
|
Chelsea
|
D
|
ENG · Premier League
|
| 19 Jan 2000 |
Chelsea
|
2–0
|
Nottingham Forest
|
H
|
ENG · FA Cup
Round 4
|
| 15 Jan 2000 |
Chelsea
|
1–1
|
Leicester City
|
D
|
ENG · Premier League
|
| 12 Jan 2000 |
Chelsea
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 08 Jan 2000 |
Bradford City
|
1–1
|
Chelsea
|
D
|
ENG · Premier League
|
| 04 Jan 2000 |
Coventry City
|
2–2
|
Chelsea
|
D
|
ENG · Premier League
|
| 29 Dec 1999 |
Chelsea
|
3–0
|
Sheffield Wednesday
|
H
|
ENG · Premier League
|
| 26 Dec 1999 |
Southampton
|
1–2
|
Chelsea
|
A
|
ENG · Premier League
|
| 19 Dec 1999 |
Chelsea
|
0–2
|
Leeds United
|
A
|
ENG · Premier League
|
| 11 Dec 1999 |
Hull City
|
1–6
|
Chelsea
|
A
|
ENG · FA Cup
Round 3
|
| 07 Dec 1999 |
SS Lazio
|
0–0
|
Chelsea
|
D
|
ITL · UEFA Champions League
Group stage
|
| 04 Dec 1999 |
Sunderland
|
4–1
|
Chelsea
|
H
|
ENG · Premier League
|
| 28 Nov 1999 |
Chelsea
|
1–0
|
Bradford City
|
H
|
ENG · Premier League
|
| 24 Nov 1999 |
Chelsea
|
3–1
|
Feyenoord
|
H
|
ITL · UEFA Champions League
Group stage
|
| 20 Nov 1999 |
Everton
|
1–1
|
Chelsea
|
D
|
ENG · Premier League
|
| 07 Nov 1999 |
Chelsea
|
0–0
|
West Ham United
|
D
|
ENG · Premier League
|
| 03 Nov 1999 |
Chelsea
|
2–0
|
Hertha BSC
|
H
|
ITL · UEFA Champions League
Group stage
|
