1999 Newsweek Champions Cup – Singles

Mark Philippoussis defeated Carlos Moyá in the final, 5–7, 6–4, 6–4, 4–6, 6–2 to win the men's singles tennis title at the 1999 Indian Wells Masters.

Marcelo Ríos was the defending champion, but lost in the third round to Todd Martin.

The top eight seeds received a bye into the second round.

	Quarterfinals							Semifinals							Final
	Q	Chris Woodruff	6	1	7
	7	Tim Henman	1	6	5
								Q	Chris Woodruff	1	2
									Mark Philippoussis	6	6
		Mark Philippoussis	3	7	6
	11	Todd Martin	6	5	1
																Mark Philippoussis	5	6	6	4	6
															4	Carlos Moyà	7	4	4	6	2
	12	Karol Kučera	4	4
	4	Carlos Moyá	6	6
								4	Carlos Moyà	6	1	6
									Gustavo Kuerten	3	6	1
	8	Richard Krajicek	4	4
		Gustavo Kuerten	6	6

	First round							Second round							Third round							Quarterfinals
								1	P Sampras	66	6	3
	Q	A Di Pasquale	4	4					F Mantilla	78	3	6
		F Mantilla	6	6												F Mantilla	5	5
		D Vacek	5	6	5										Q	C Woodruff	7	7
	Q	C Woodruff	7	4	7			Q	C Woodruff	711	6
	Q	P Haarhuis	7	6				Q	P Haarhuis	69	3
	15	Á Costa	5	1																		Q	C Woodruff	6	1	7
	10	G Rusedski	6	6																		7	T Henman	1	6	5
		P Korda	3	4				10	G Rusedski	6	6
		V Spadea	65	4					S Draper	3	3
		S Draper	77	6											10	G Rusedski	4	6	4
		T Haas	5r												7	T Henman	6	2	6
		H Arazi	5						H Arazi	3	3
								7	T Henman	6	6

	First round							Second round							Third round							Quarterfinals
								3	Á Corretja	6	5	2
		M Philippoussis	77	77					M Philippoussis	4	7	6
		B Ulihrach	65	64												M Philippoussis	6	6
		N Escudé	6	1	1											M Safin	4	3
	WC	J Gimelstob	2	6	6			WC	J Gimelstob	2	64
		M Safin	6	6					M Safin	6	77
	13	T Enqvist	4	4																			M Philippoussis	3	7	6
	11	T Martin	6	3	6																	11	T Martin	6	5	1
	Q	T Woodbridge	4	6	2			11	T Martin	6	3	77
		F Clavet	6	6					F Clavet	2	6	64
		W Ferreira	3	2											11	T Martin	4	6	6
		C Pioline	6	4	6										6	M Ríos	6	2	2
	Q	M Zabaleta	4	6	3				C Pioline	63	1
								6	M Ríos	77	6

	First round							Second round							Third round							Quarterfinals
								5	P Rafter	62	6	5
		N Kiefer	6	6					N Kiefer	77	3	7
		M Puerta	3	2												N Kiefer	4	6	4
	WC	L Hewitt	4	6	6										12	K Kučera	6	3	6
	WC	M Woodforde	6	2	4			WC	L Hewitt	5	3
		B Black	4	6	4			12	K Kučera	7	6
	12	K Kučera	6	3	6																	12	K Kučera	4	4
	14	G Ivanišević	3	6	6																	4	C Moyà	6	6
		A Berasategui	6	3	4			14	G Ivanišević	69	3
		D Sanguinetti	1	6	1			WC	X Malisse	711	6
	WC	X Malisse	6	3	6										WC	X Malisse	4	3
	WC	J Courier	77	6											4	C Moyà	6	6
	LL	F Vicente	65	4				WC	J Courier	66	4
								4	C Moyà	78	6

	First round							Second round							Third round							Quarterfinals
								8	R Krajicek	63	7	7
		J-M Gambill	6	77					J-M Gambill	77	5	5
	Q	J Novák	2	63											8	R Krajicek	6	6
		M Chang	5	3												J Siemerink	4	4
		J Siemerink	7	6					J Siemerink	6	2	6
	Q	S Lareau	5	2				LL	F Meligeni	4	6	4
	LL	F Meligeni	7	6																		8	R Krajicek	4	4
	16	T Johansson	6	6																			G Kuerten	6	6
		J Stoltenberg	2	3				16	T Johansson	3	3
		S Schalken	1	77	78				S Schalken	6	6
		J Björkman	6	64	66											S Schalken	2	3
		G Kuerten	6	6												G Kuerten	6	6
		T Muster	2	4					G Kuerten	0	77	6
								2	Y Kafelnikov	6	64	3

• 1999 Newsweek Champions Cup draw