| 1. Round | 09/08/1997 | Coventry City | - | Chelsea FC | 3:2 | ||||
| 3. Round | 24/08/1997 | Barnsley FC | - | Chelsea FC | 0:6 |  |
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| 4. Round | 27/08/1997 | Wimbledon FC | - | Chelsea FC | 0:2 | ||||
| 5. Round | 30/08/1997 | Chelsea FC | - | Southampton FC | 4:2 | ||||
| 6. Round | 13/09/1997 | Crystal Palace | - | Chelsea FC | 0:3 |  |
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| 7. Round | 21/09/1997 | Chelsea FC | - | Arsenal FC | 2:3 | |
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| 8. Round | 24/09/1997 | Manchester United | - | Chelsea FC | 2:2 | ||||
| 9. Round | 27/09/1997 | Chelsea FC | - | Newcastle United | 1:0 | |
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| 10. Round | 05/10/1997 | Liverpool FC | - | Chelsea FC | 4:2 | |
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| 33. Round | 11/04/1998 | Chelsea FC | - | Tottenham Hotspur | 2:0 | ||||
| 36. Round | 25/04/1998 | Chelsea FC | - | Liverpool FC | 4:1 | ||||
| 31. Round | 29/04/1998 | Chelsea FC | - | Blackburn Rovers | 0:1 | ||||
| 37. Round | 02/05/1998 | Newcastle United | - | Chelsea FC | 3:1 | ||||
| 38. Round | 10/05/1998 | Chelsea FC | - | Bolton Wanderers | 2:0 |
Uruguay
Spain 
