Singles
1999 Tennis Channel Open
Final
Champion	Jan-Michael Gambill[1]
Runner-up	Lleyton Hewitt
Score	7–6(7–2), 4–6, 6–4
Details
Draw	32
Seeds	8
Events
Singles Doubles
← 1998 · Tennis Channel Open · 2000 →

Andre Agassi was the defending champion, but retired from his semifinals match this year.

Jan-Michael Gambill won the title, defeating Lleyton Hewitt 7–6^(7–2), 4–6, 6–4 in the final.

	Semifinals							Final[1]
		Jan-Michael Gambill	5
	3	Andre Agassi	4r
									Jan-Michael Gambill	77	4	6
								Q	Lleyton Hewitt	62	6	4
		Mark Woodforde	2	2
	Q	Lleyton Hewitt	6	6

	First round							Second round							Quarterfinals							Semifinals
	1	P Sampras	77	6
		R Delgado	62	2				1	P Sampras	6	3	4
		F Squillari	6	3	4				J-M Gambill	4	6	6
		J-M Gambill	3	6	6											J-M Gambill	4	6	6
		J Stoltenberg	63	5											WC	J Gimelstob	6	4	1
		F Vicente	77	7					F Vicente	65	2
	WC	J Gimelstob	6	7				WC	J Gimelstob	77	6
	7	T Muster	4	5																			J-M Gambill	5
	3	A Agassi	3	7	6																	3	A Agassi	4r
		F Meligeni	6	5	3			3	A Agassi	6	6
		M Zabaleta	5	6	6				M Zabaleta	2	0
		S Doseděl	7	2	2										3	A Agassi	6	6
	WC	C Woodruff	3	6	67										6	C Pioline	4	1
		A Ilie	6	2	79				A Ilie	1	2
		M Puerta	66	2				6	C Pioline	6	6
	6	C Pioline	78	6

	First round							Second round							Quarterfinals							Semifinals
	5	T Haas	3	7	2
		M Woodforde	6	5	6				M Woodforde	6	3	6
		F Clavet	65	6	6				F Clavet	3	6	1
		N Escudé	77	1	2											M Woodforde	78	4	6
	Q	H Gumy	3	7	6										WC/4	G Ivanišević	66	6	1
		S Schalken	6	5	1			Q	H Gumy	4	4
		S Draper	3	6	3			WC/4	G Ivanišević	6	6
	WC/4	G Ivanišević	6	3	6																		M Woodforde	2	2
	8	G Kuerten	3	6	3																	Q	L Hewitt	6	6
		J Golmard	6	3	6				J Golmard	3
	Q	N Lapentti	6	4	6			Q	N Lapentti	5r
		A Pavel	3	6	1											J Golmard	1	0r
	Q	L Hewitt	6	7											Q	L Hewitt	6	3
		M Norman	3	5				Q	L Hewitt	77	6
	Q	A O'Brien	3	4				2	P Rafter	65	1
	2	P Rafter	6	6

• Main draw
• Qualifying draw