The 1999 Singapore Challenge, also referred to as the 1999 Coca-Cola Singapore Challenge due to sponsorship, was a One Day International cricket tournament which took place between 2–8 September 1999. The tournament was held in Singapore. The tournament was won by the West Indies who defeated India by 4 wickets.

•  India
•  West Indies
•  Zimbabwe

India	West Indies	Zimbabwe
Sachin Tendulkar (C) Nikhil Chopra Rahul Dravid Sourav Ganguly Ajay Jadeja Sunil Joshi Vinod Kambli Amay Khurasiya Anil Kumble Debasis Mohanty Venkatesh Prasad Mannava Prasad (Wk) Sadagoppan Ramesh Laxmi Shukla Robin Singh	Brian Lara (C) Jimmy Adams Hendy Bryan Sherwin Campbell Shivnarine Chanderpaul Mervyn Dillon Wavell Hinds Ridley Jacobs (Wk) Reon King Nehemiah Perry Ricardo Powell Courtney Walsh	Alistair Campbell (C) Andy Blignaut Stuart Carlisle Craig Evans Andy Flower (Wk) Grant Flower Murray Goodwin Neil Johnson Pommie Mbangwa Henry Olonga Paul Strang Andrew Whittall Craig Wishart

Team	P	W	L	T	NR	Points	NRR
West Indies	2	2	0	0	0	4	+1.039
India	2	1	1	0	0	2	+1.125
Zimbabwe	2	0	2	0	0	0	−1.945

2 September (Scorecard)

Zimbabwe  244/9 (50 overs)	v	West Indies 247/4 (43.4 overs)
Andy Flower 89 (99) Hendy Bryan 3/36 (10 overs)		Sherwin Campbell 63 (64) Grant Flower 2/39 (10 overs)

West Indies won by 6 wickets Kallang Ground, Singapore Umpires: Darrell Hair & Riazuddin Player of the match: Ridley Jacobs (West Indies)

• Zimbabwe , elected to bat first

4 September (Scorecard)

India  245/6 (30 overs)	v	Zimbabwe 130/8 (29 overs)
Ajay Jadeja 88 (61) Andy Blignaut 2/35 (6 overs)		Andy Flower 63 (69) Debasis Mohanty 3/28 (6 overs)

India won by 115 runs Kallang Ground, Singapore Umpires: Darrell Hair & Rudi Koertzen Player of the match: Sachin Tendulkar (India)

• Zimbabwe , elected to field first
• Match was reduced before play started to 30 overs per side. Zimbabwe innings limited to 29 overs due to their slow over rate.

5 September (Scorecard)

West Indies  196/7 (30 overs)	v	India 154/8 (30 overs)
Brian Lara 60 (43) Debasis Mohanty 3/52 (6 overs)		Rahul Dravid 39 (49) Reon King 2/25 (5 overs)

West Indies won by 42 runs Kallang Ground, Singapore Umpires: Rudi Koertzen & Riazuddin Player of the match: Brian Lara (West Indies)

• West Indies , elected to bat first
• Match was reduced before play started to 30 overs per side.

7 September (Scorecard)

India  149/6 (38.2 overs)	v	West Indies
Sachin Tendulkar 40 (65) Reon King 3/25 (8 overs)

No result Kallang Ground, Singapore Umpires: Darrell Hair & Rudi Koertzen

• India , elected to bat first
• Match was replayed the following day

8 September (Scorecard)

India  254/6 (50 overs)	v	West Indies 255/6 (47.4 overs)
Rahul Dravid 103* (124) Nehemiah Perry 3/65 (10 overs)		Ricardo Powell 124 (93) Debasis Mohanty 3/33 (8.4 overs)

West Indies won by 4 wickets Kallang Ground, Singapore Umpires: Darrell Hair & Rudi Koertzen Player of the match: Ricardo Powell (West Indies)

• West Indies , elected to field first

Most runs		Most wickets
Ricardo Powell	221	Debasis Mohanty	9
Rahul Dravid	183	Reon King	9
Andy Flower	152	Nikhil Chopra	4
Brian Lara	126	Mervyn Dillon	4
Sachin Tendulkar	125	Nehemiah Perry	4

• 2000 Singapore Challenge

• 1999 Singapore Challenge at ESPN Cricinfo