| 3. Round | 10/12/1999 | Tranmere Rovers | - | West Ham United | 1:0 | ||||
| 4. Round | 07/01/2000 | Tranmere Rovers | - | Sunderland AFC | 1:0 | ||||
| Round of 16 | 28/01/2000 | Fulham FC | - | Tranmere Rovers | 1:2 | ||||
| Quarter-finals | 20/02/2000 | Tranmere Rovers | - | Newcastle United | 2:3 |  |
| 3. Round | 10/12/1999 | Tranmere Rovers | - | West Ham United | 1:0 | ||||
| 4. Round | 07/01/2000 | Tranmere Rovers | - | Sunderland AFC | 1:0 | ||||
| Round of 16 | 28/01/2000 | Fulham FC | - | Tranmere Rovers | 1:2 | ||||
| Quarter-finals | 20/02/2000 | Tranmere Rovers | - | Newcastle United | 2:3 | |
| David Paul Challinor | |
| Born: | 02.10.1975 |
| Place of birth: |
Chester, 
England |
| Nationality: |
England
|
| Height: | 186 cm |
| Weight: | 76 kg |