1999-04-01	Jurong	(A)	0	- 1	L
1999-04-09	Home United FC	(H)	0	- 0	D
1999-04-14	Tanjong Pagar United	(H)	0	- 0	D
1999-04-21	Geylang International	(A)	2	- 1	W
1999-05-01	Tampines Rovers FC	(H)	1	- 1	D
1999-05-08	Sembawang	(A)	0	- 0	D
1999-05-12	Hougang United FC	(H)	1	- 2	L
1999-05-19	Clementi	(A)	6	- 0	W
1999-05-27	Woodlands Wellington	(H)	1	- 0	W
1999-06-05	Warriors FC	(H)	1	- 2	L
1999-06-09	Gombak United FC	(A)	0	- 0	D
1999-06-18	Jurong	(H)	1	- 1	D
1999-06-23	Home United FC	(A)	1	- 4	L
1999-08-21	Tanjong Pagar United	(A)	1	- 4	L
1999-08-28	Geylang International	(H)	1	- 0	W
1999-09-03	Tampines Rovers FC	(A)	0	- 3	L
1999-09-10	Sembawang	(H)	1	- 1	D
1999-09-15	Hougang United FC	(A)	1	- 0	W
1999-09-22	Clementi	(H)	5	- 3	W
1999-09-29	Woodlands Wellington	(A)	0	- 1	L
1999-10-06	Warriors FC	(A)	2	- 2	D
1999-10-16	Gombak United FC	(H)	0	- 1	L