1. Round 07/08/1999 Crystal Palace - Crewe Alexandra 1:1
2. Round 14/08/1999 Barnsley FC - Crystal Palace 2:3
3. Round 21/08/1999 Crystal Palace - Swindon Town 1:2
4. Round 28/08/1999 Huddersfield Town - Crystal Palace 7:1
6. Round 04/09/1999 Sheffield United - Crystal Palace 3:1
7. Round 11/09/1999 Manchester City - Crystal Palace 2:1
8. Round 18/09/1999 Crystal Palace - Grimsby Town 3:0
9. Round 25/09/1999 West Bromwich Albion - Crystal Palace 0:0
5. Round 28/09/1999 Crystal Palace - Wolverhampton Wanderers 1:1
10. Round 02/10/1999 Crystal Palace - Portsmouth FC 4:0
12. Round 16/10/1999 Birmingham City - Crystal Palace 2:0
13. Round 20/10/1999 Blackburn Rovers - Crystal Palace 1:1
14. Round 23/10/1999 Crystal Palace - Tranmere Rovers 2:2
15. Round 26/10/1999 Crystal Palace - West Bromwich Albion 0:2
16. Round 30/10/1999 Portsmouth FC - Crystal Palace 3:1
17. Round 06/11/1999 Bolton Wanderers - Crystal Palace 2:0
18. Round 14/11/1999 Crystal Palace - Queens Park Rangers 3:0
19. Round 20/11/1999 Port Vale FC - Crystal Palace 2:2
20. Round 23/11/1999 Crystal Palace - Norwich City 1:0
21. Round 27/11/1999 Crystal Palace - Nottingham Forest 2:0
22. Round 04/12/1999 Crewe Alexandra - Crystal Palace 2:0
11. Round 08/12/1999 Crystal Palace - Ipswich Town 2:2
23. Round 18/12/1999 Crystal Palace - Fulham FC 0:0
24. Round 26/12/1999 Charlton Athletic - Crystal Palace 2:1
26. Round 03/01/2000 Stockport County - Crystal Palace 1:2
27. Round 15/01/2000 Crystal Palace - Barnsley FC 0:2
28. Round 21/01/2000 Swindon Town - Crystal Palace 2:4
29. Round 29/01/2000 Crystal Palace - Huddersfield Town 2:2
30. Round 05/02/2000 Wolverhampton Wanderers - Crystal Palace 2:1
31. Round 12/02/2000 Crystal Palace - Sheffield United 1:1
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
41. Round 08/04/2000 Crystal Palace - Stockport County 3:3