| 33. Round | 26/02/2000 | Grimsby Town | - | Crystal Palace | 1:0 | ||||
| 34. Round | 04/03/2000 | Crystal Palace | - | Manchester City | 1:1 | ||||
| 35. Round | 07/03/2000 | Crystal Palace | - | Bolton Wanderers | 0:0 | ||||
| 36. Round | 11/03/2000 | Norwich City | - | Crystal Palace | 0:1 | ||||
| 37. Round | 18/03/2000 | Crystal Palace | - | Port Vale FC | 1:1 | ||||
| 38. Round | 22/03/2000 | Queens Park Rangers | - | Crystal Palace | 0:1 | ||||
| 39. Round | 25/03/2000 | Crystal Palace | - | Charlton Athletic | 0:1 |  |
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| 40. Round | 01/04/2000 | Fulham FC | - | Crystal Palace | 1:0 | ||||
| 41. Round | 08/04/2000 | Crystal Palace | - | Stockport County | 3:3 | ||||
| 42. Round | 15/04/2000 | Walsall FC | - | Crystal Palace | 2:2 | ||||
| 43. Round | 22/04/2000 | Crystal Palace | - | Birmingham City | 0:2 | ||||
| 44. Round | 25/04/2000 | Ipswich Town | - | Crystal Palace | 1:0 | ||||
| 45. Round | 29/04/2000 | Crystal Palace | - | Blackburn Rovers | 2:1 |  |
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| 46. Round | 07/05/2000 | Tranmere Rovers | - | Crystal Palace | 1:2 |
England
Barbados 
