1. Round
05/01/1999 JCT FC - McDowell Mohun Bagan 0:0
06/01/1999 Tollygunge Agragami - Air India 3:0
Dempo SC - Churchill Brothers 0:0
Indian Telephone Industries - Indian Bank 1:0
07/01/1999 Salgaocar SC - Mahindra & Mahindra SC 3:0
East Bengal FC - FC Kochin 2:0
2. Round
09/01/1999 Dempo SC - JCT FC 2:1
10/01/1999 McDowell Mohun Bagan - Air India 2:0
Tollygunge Agragami - Churchill Brothers 1:1
Salgaocar SC - East Bengal FC 0:0
FC Kochin - Indian Bank 5:1
13/01/1999 Indian Telephone Industries - Mahindra & Mahindra SC 1:2
3. Round
14/01/1999 Air India - JCT FC 2:3
McDowell Mohun Bagan - Churchill Brothers 1:1
15/01/1999 Tollygunge Agragami - Dempo SC 1:0
17/01/1999 Indian Bank - Mahindra & Mahindra SC 2:0
FC Kochin - Salgaocar SC 2:2
Indian Telephone Industries - East Bengal FC 0:0
4. Round
18/01/1999 McDowell Mohun Bagan - Dempo SC 1:1
Churchill Brothers - Air India 5:1
19/01/1999 JCT FC - Tollygunge Agragami 0:0
23/01/1999 Salgaocar SC - Indian Telephone Industries 3:0
Indian Bank - East Bengal FC 1:2
24/01/1999 Mahindra & Mahindra SC - FC Kochin 0:2
5. Round
22/01/1999 Dempo SC - Air India 0:1
23/01/1999 McDowell Mohun Bagan - Tollygunge Agragami 0:0
24/01/1999 Churchill Brothers - JCT FC 1:1
26/01/1999 Indian Bank - Salgaocar SC 1:0
27/01/1999 Mahindra & Mahindra SC - East Bengal FC 0:2
Indian Telephone Industries - FC Kochin 1:3
6. Round
28/01/1999 McDowell Mohun Bagan - JCT FC 1:2
29/01/1999 Air India - Tollygunge Agragami 0:0
30/01/1999 Churchill Brothers - Dempo SC 2:1
31/01/1999 FC Kochin - East Bengal FC 1:3
01/02/1999 Mahindra & Mahindra SC - Salgaocar SC 1:1
Indian Bank - Indian Telephone Industries 2:2
7. Round
03/02/1999 Tollygunge Agragami - McDowell Mohun Bagan 1:3
JCT FC - Churchill Brothers 1:0
Indian Bank - FC Kochin 0:3
04/02/1999 Air India - Dempo SC 0:1
East Bengal FC - Salgaocar SC 1:0
05/02/1999 Mahindra & Mahindra SC - Indian Telephone Industries 6:0
8. Round
06/02/1999 Air India - McDowell Mohun Bagan 0:1
07/02/1999 JCT FC - Dempo SC 1:1
Churchill Brothers - Tollygunge Agragami 3:1
08/02/1999 Mahindra & Mahindra SC - Indian Bank 4:3
Salgaocar SC - FC Kochin 2:2
09/02/1999 East Bengal FC - Indian Telephone Industries 2:0
9. Round
10/02/1999 Churchill Brothers - McDowell Mohun Bagan 2:2
JCT FC - Air India 2:0
11/02/1999 Dempo SC - Tollygunge Agragami 0:1
12/02/1999 East Bengal FC - Indian Bank 3:0
13/02/1999 Indian Telephone Industries - Salgaocar SC 0:1
FC Kochin - Mahindra & Mahindra SC 1:0
10. Round
14/02/1999 Dempo SC - McDowell Mohun Bagan 0:3
Air India - Churchill Brothers 1:0
Tollygunge Agragami - JCT FC 1:1
17/02/1999 East Bengal FC - Mahindra & Mahindra SC 4:0
Salgaocar SC - Indian Bank 5:1
FC Kochin - Indian Telephone Industries 0:1
I-League
I-League

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