Games
| date |
season |
round |
team |
score |
team |
venue |
referee |
attendance |
sources |
| May 13, 2000 |
1999-2000 |
38 |
Everton |
0 - 2 |
Middlesbrough |
Goodison Park |
|
— |
1 |
| May 5, 2000 |
1999-2000 |
37 |
Middlesbrough |
1 - 1 |
Watford |
Riverside Stadium |
|
— |
1 |
| May 1, 2000 |
1999-2000 |
35 |
Middlesbrough |
2 - 2 |
Newcastle United |
Riverside Stadium |
|
— |
1 |
| April 28, 2000 |
1999-2000 |
36 |
Middlesbrough |
1 - 0 |
West Ham United |
Upton Park |
|
— |
1 |
| April 21, 2000 |
1999-2000 |
34 |
Chelsea |
1 - 1 |
Middlesbrough |
Stamford Bridge |
|
— |
1 |
| April 14, 2000 |
1999-2000 |
33 |
Coventry City |
2 - 1 |
Middlesbrough |
Highfield Road |
|
— |
1 |
| April 9, 2000 |
1999-2000 |
32 |
Manchester United |
4 - 3 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| April 2, 2000 |
1999-2000 |
31 |
Middlesbrough |
3 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
1 |
| March 24, 2000 |
1999-2000 |
30 |
Middlesbrough |
1 - 0 |
Sheffield Wednesday |
Riverside Stadium |
|
— |
1 |
| March 17, 2000 |
1999-2000 |
29 |
Middlesbrough |
1 - 1 |
Sunderland |
Stadium of Light |
|
— |
1 |
| March 11, 2000 |
1999-2000 |
28 |
Arsenal |
1 - 2 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| March 3, 2000 |
1999-2000 |
27 |
Middlesbrough |
1 - 1 |
Southampton |
The Dell |
|
— |
1 |
| Feb. 25, 2000 |
1999-2000 |
26 |
Leeds United |
0 - 0 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Feb. 18, 2000 |
1999-2000 |
20 |
Coventry City |
0 - 2 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Feb. 13, 2000 |
1999-2000 |
25 |
Aston Villa |
4 - 0 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Feb. 4, 2000 |
1999-2000 |
24 |
Leicester City |
2 - 1 |
Middlesbrough |
Filbert Street |
|
— |
1 |
| Jan. 28, 2000 |
1999-2000 |
21 |
Manchester United |
1 - 0 |
Middlesbrough |
Old Trafford |
|
— |
1 |
| Jan. 21, 2000 |
1999-2000 |
23 |
Liverpool |
0 - 0 |
Middlesbrough |
Anfield |
|
— |
1 |
| Jan. 14, 2000 |
1999-2000 |
22 |
Derby County |
4 - 1 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Dec. 25, 1999 |
1999-2000 |
19 |
Middlesbrough |
0 - 1 |
Sheffield Wednesday |
Hillsborough Stadium |
|
— |
1 |
| Dec. 17, 1999 |
1999-2000 |
18 |
Middlesbrough |
2 - 1 |
Tottenham Hotspur |
Riverside Stadium |
|
— |
1 |
| Dec. 3, 1999 |
1999-2000 |
17 |
Bradford City |
1 - 1 |
Middlesbrough |
Bradford, England |
|
— |
1 |
| Nov. 26, 1999 |
1999-2000 |
16 |
Middlesbrough |
0 - 0 |
Wimbledon FC |
Riverside Stadium |
|
— |
1 |
| Nov. 19, 1999 |
1999-2000 |
15 |
Arsenal |
5 - 1 |
Middlesbrough |
Arsenal Stadium |
|
— |
1 |
| Nov. 5, 1999 |
1999-2000 |
14 |
Middlesbrough |
1 - 1 |
Sunderland |
Riverside Stadium |
|
— |
1 |
| Oct. 29, 1999 |
1999-2000 |
13 |
Everton |
1 - 2 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Oct. 23, 1999 |
1999-2000 |
12 |
Middlesbrough |
3 - 1 |
Watford |
Watford, England |
|
— |
1 |
| Oct. 16, 1999 |
1999-2000 |
11 |
Middlesbrough |
2 - 0 |
West Ham United |
Riverside Stadium |
|
— |
1 |
| Oct. 2, 1999 |
1999-2000 |
10 |
Middlesbrough |
1 - 2 |
Newcastle United |
St James' Park |
|
— |
1 |
| Sept. 24, 1999 |
1999-2000 |
9 |
Chelsea |
1 - 0 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Sept. 18, 1999 |
1999-2000 |
8 |
Leeds United |
2 - 0 |
Middlesbrough |
Elland Road |
|
— |
1 |
| Sept. 10, 1999 |
1999-2000 |
7 |
Middlesbrough |
3 - 2 |
Southampton |
Riverside Stadium |
|
— |
1 |
| Aug. 27, 1999 |
1999-2000 |
6 |
Aston Villa |
1 - 0 |
Middlesbrough |
Villa Park |
|
— |
1 |
| Aug. 23, 1999 |
1999-2000 |
5 |
Leicester City |
3 - 0 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Aug. 20, 1999 |
1999-2000 |
4 |
Liverpool |
0 - 1 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |
| Aug. 13, 1999 |
1999-2000 |
3 |
Derby County |
1 - 3 |
Middlesbrough |
Pride Park Stadium |
|
— |
1 |
| Aug. 9, 1999 |
1999-2000 |
2 |
Middlesbrough |
3 - 2 |
Wimbledon FC |
Selhurst Park |
|
— |
1 |
| Aug. 6, 1999 |
1999-2000 |
1 |
Bradford City |
1 - 0 |
Middlesbrough |
Riverside Stadium |
|
— |
1 |