1. Round
09/12/1999 JCT FC - Salgaocar SC 0:1
10/12/1999 Border Security Force - McDowell Mohun Bagan 0:1
11/12/1999 East Bengal FC - Tollygunge Agragami 0:1
12/12/1999 Mahindra & Mahindra SC - Indian Telephone Industries 0:0
Churchill Brothers - Dempo SC 5:0
30/12/1999 FC Kochin - State Bank of Travancore 1:0
2. Round
13/12/1999 JCT FC - McDowell Mohun Bagan 2:1
15/12/1999 FC Kochin - Tollygunge Agragami 1:1
East Bengal FC - Indian Telephone Industries 3:1
16/12/1999 State Bank of Travancore - Salgaocar SC 0:1
Border Security Force - Dempo SC 1:0
Mahindra & Mahindra SC - Churchill Brothers 0:2
3. Round
19/12/1999 JCT FC - Dempo SC 0:0
State Bank of Travancore - Tollygunge Agragami 0:1
McDowell Mohun Bagan - Mahindra & Mahindra SC 1:1
20/12/1999 Indian Telephone Industries - Salgaocar SC 0:0
Border Security Force - East Bengal FC 0:1
Churchill Brothers - FC Kochin 2:0
4. Round
23/12/1999 JCT FC - East Bengal FC 0:0
24/12/1999 Churchill Brothers - Indian Telephone Industries 2:1
Mahindra & Mahindra SC - FC Kochin 1:1
26/12/1999 Border Security Force - Tollygunge Agragami 1:2
McDowell Mohun Bagan - State Bank of Travancore 2:1
27/12/1999 Dempo SC - Salgaocar SC 0:0
5. Round
02/01/2000 Tollygunge Agragami - JCT FC 0:2
Dempo SC - Mahindra United 1:7
03/01/2000 Indian Telephone Industries - State Bank of Travancore 0:1
McDowell Mohun Bagan - East Bengal FC 1:0
Salgaocar SC - Churchill Brothers 1:0
FC Kochin - Border Security Force 0:0
6. Round
06/01/2000 Indian Telephone Industries - Tollygunge Agragami 2:0
07/01/2000 Mahindra United - JCT FC 2:1
State Bank of Travancore - Churchill Brothers 3:1
FC Kochin - McDowell Mohun Bagan 1:1
08/01/2000 Salgaocar SC - Border Security Force 4:0
10/01/2000 East Bengal FC - Dempo SC 1:1
7. Round
FC Kochin - JCT FC 2:2
Mahindra United - State Bank of Travancore 3:0
11/01/2000 Churchill Brothers - Border Security Force 2:0
12/01/2000 Indian Telephone Industries - McDowell Mohun Bagan 0:0
13/01/2000 East Bengal FC - Salgaocar SC 0:0
Tollygunge Agragami - Dempo SC 0:0
8. Round
State Bank of Travancore - JCT FC 0:0
15/01/2000 Mahindra United - Border Security Force 1:0
Indian Telephone Industries - FC Kochin 2:1
16/01/2000 Tollygunge Agragami - Salgaocar SC 0:0
Churchill Brothers - East Bengal FC 3:0
17/01/2000 Dempo SC - McDowell Mohun Bagan 2:3
9. Round
19/01/2000 Salgaocar SC - FC Kochin 0:1
Tollygunge Agragami - Mahindra United 1:1
20/01/2000 JCT FC - Border Security Force 1:0
Churchill Brothers - McDowell Mohun Bagan 1:1
State Bank of Travancore - East Bengal FC 2:2
21/01/2000 Dempo SC - Indian Telephone Industries 1:1
10. Round
23/01/2000 State Bank of Travancore - Border Security Force 1:0
Salgaocar SC - McDowell Mohun Bagan 0:1
24/01/2000 Dempo SC - FC Kochin 0:1
East Bengal FC - Mahindra United 0:0
25/01/2000 Tollygunge Agragami - Churchill Brothers 0:1
Indian Telephone Industries - JCT FC 1:3
11. Round
28/01/2000 East Bengal FC - FC Kochin 3:2
Indian Telephone Industries - Border Security Force 0:0
Mahindra United - Salgaocar SC 0:0
Dempo SC - State Bank of Travancore 0:1
29/01/2000 Tollygunge Agragami - McDowell Mohun Bagan 1:3
30/01/2000 JCT FC - Churchill Brothers 1:1
12. Round
01/02/2000 McDowell Mohun Bagan - Indian Telephone Industries 2:1
State Bank of Travancore - Mahindra United 1:0
02/02/2000 Salgaocar SC - East Bengal FC 2:1
Border Security Force - Churchill Brothers 1:1
03/02/2000 JCT FC - FC Kochin 0:0
Dempo SC - Tollygunge Agragami 0:1
13. Round
05/02/2000 Border Security Force - State Bank of Travancore 0:1
06/02/2000 McDowell Mohun Bagan - Salgaocar SC 2:0
JCT FC - Indian Telephone Industries 1:0
07/02/2000 Churchill Brothers - Tollygunge Agragami 2:0
Mahindra United - East Bengal FC 1:0
23/03/2000 FC Kochin - Dempo SC 4:0
14. Round
10/02/2000 Churchill Brothers - State Bank of Travancore 1:0
Border Security Force - Salgaocar SC 1:2
11/02/2000 JCT FC - Mahindra United 0:3
Tollygunge Agragami - Indian Telephone Industries 4:2
McDowell Mohun Bagan - FC Kochin 0:1
12/02/2000 Dempo SC - East Bengal FC 2:0
15. Round
15/02/2000 Border Security Force - JCT FC 0:1
Mahindra United - Tollygunge Agragami 1:1
East Bengal FC - State Bank of Travancore 3:0
16/02/2000 McDowell Mohun Bagan - Churchill Brothers 2:2
17/02/2000 Indian Telephone Industries - Dempo SC 0:0
15/03/2000 FC Kochin - Salgaocar SC 2:0
16. Round
19/02/2000 Border Security Force - Mahindra United 2:0
20/02/2000 JCT FC - State Bank of Travancore 2:0
Salgaocar SC - Tollygunge Agragami 1:1
21/02/2000 East Bengal FC - Churchill Brothers 2:1
FC Kochin - Indian Telephone Industries 1:0
22/02/2000 McDowell Mohun Bagan - Dempo SC 1:0
17. Round
25/02/2000 FC Kochin - Churchill Brothers 1:1
Tollygunge Agragami - State Bank of Travancore 3:2
Salgaocar SC - Indian Telephone Industries 2:1
Mahindra United - McDowell Mohun Bagan 0:1
26/02/2000 Dempo SC - JCT FC 0:2
East Bengal FC - Border Security Force 3:1
18. Round
28/02/2000 FC Kochin - State Bank of Travancore 3:2
29/02/2000 Salgaocar SC - JCT FC 1:0
Indian Telephone Industries - Mahindra United 0:0
McDowell Mohun Bagan - Border Security Force 2:0
01/03/2000 Dempo SC - Churchill Brothers 0:2
East Bengal FC - Tollygunge Agragami 0:0
19. Round
04/03/2000 Indian Telephone Industries - East Bengal FC 1:1
McDowell Mohun Bagan - JCT FC 3:1
Dempo SC - Border Security Force 0:1
05/03/2000 Tollygunge Agragami - FC Kochin 1:3
06/03/2000 Salgaocar SC - State Bank of Travancore 4:0
07/03/2000 Churchill Brothers - Mahindra United 0:1
20. Round
East Bengal FC - JCT FC 0:0
08/03/2000 Tollygunge Agragami - Border Security Force 0:0
09/03/2000 Salgaocar SC - Dempo SC 2:1
11/03/2000 State Bank of Travancore - McDowell Mohun Bagan 0:3
12/03/2000 Indian Telephone Industries - Churchill Brothers 2:1
FC Kochin - Mahindra United 0:2
21. Round
15/03/2000 Mahindra United - Dempo SC 0:0
19/03/2000 Border Security Force - FC Kochin 1:0
21/03/2000 State Bank of Travancore - Indian Telephone Industries 4:3
JCT FC - Tollygunge Agragami 1:0
22/03/2000 East Bengal FC - McDowell Mohun Bagan 3:1
Churchill Brothers - Salgaocar SC 2:1
22. Round
25/03/2000 Border Security Force - Indian Telephone Industries 0:0
Churchill Brothers - JCT FC 3:0
26/03/2000 Salgaocar SC - Mahindra United 4:2
McDowell Mohun Bagan - Tollygunge Agragami 4:0
State Bank of Travancore - Dempo SC 1:1
FC Kochin - East Bengal FC 1:2
I-League
I-League

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