Games
| date | competition | season | round | team | score | team | venue | referee | attendance | sources |
|---|---|---|---|---|---|---|---|---|---|---|
| Aug. 9, 1999 | EPL | 1999-2000 | 2 | Arsenal | 2 - 1 | Derby County | Pride Park Stadium | — | 1 | |
| Aug. 9, 1999 | EPL | 1999-2000 | 2 | Sunderland | 2 - 0 | Watford | Stadium of Light | — | 1 | |
| Aug. 9, 1999 | EPL | 1999-2000 | 2 | Middlesbrough | 3 - 2 | Wimbledon FC | Selhurst Park | — | 1 |
Standings
| team | competition | season | GP | W | T | L | gf | ga | gf/ga |
|---|---|---|---|---|---|---|---|---|---|
| Arsenal | EPL | 1999-2000 | 2 | 2 | 0 | 0 | 4 | 2 | 2.00 |
| Middlesbrough | EPL | 1999-2000 | 2 | 1 | 0 | 1 | 3 | 3 | 1.00 |
| Sunderland | EPL | 1999-2000 | 2 | 1 | 0 | 1 | 2 | 4 | 0.50 |
| Wimbledon FC | EPL | 1999-2000 | 2 | 1 | 0 | 1 | 5 | 5 | 1.00 |
| Derby County | EPL | 1999-2000 | 2 | 0 | 1 | 1 | 1 | 2 | 0.50 |
| Watford | EPL | 1999-2000 | 2 | 0 | 0 | 2 | 2 | 5 | 0.40 |