Singles
1999 Challenge Bell
Final
Champion	Jennifer Capriati
Runner-up	Chanda Rubin
Score	4–6, 6–1, 6–2
Events
Singles Doubles
← 1998 · Tournoi de Québec · 2000 →

Tara Snyder was the defending champion, but lost in the semifinals to Chanda Rubin.

Jennifer Capriati won the title, defeating Rubin 4–6, 6–1, 6–2 in the final.

	Semifinals							Final
		Tara Snyder	1	3
	3	Chanda Rubin	6	6
								3	Chanda Rubin	6	1	2
								4	Jennifer Capriati	4	6	6
	4	Jennifer Capriati	2	6	7
	2	Amy Frazier	6	0	5

	First round							Second round							Quarterfinals							Semifinals
								1	A Coetzer	2	7	5
		T Snyder	6	4	6				T Snyder	6	5	7
		L Osterloh	3	6	2											T Snyder	2	6	7
		C Black	6	6	6											C Black	6	0	5
		E deLone	7	3	3				C Black	6	6
		M Drake	6	6	6			8	A Stevenson	1	3
	8	A Stevenson	4	7	7																		T Snyder	1	3
	3	C Rubin	7	6																		3	C Rubin	6	6
	WC	S Jeyaseelan	6	3				3	C Rubin	6	6
		N Pratt	6	7					N Pratt	3	3
		E Gagliardi	3	6											3	C Rubin	6	7
	Q	L Wild	4	2											Q	M Washington	0	5
	Q	S Asagoe	6	6				Q	S Asagoe	3	1
	Q	M Washington	6	6				Q	M Washington	6	6
	LL	J Craybas	3	3

	First round							Second round							Quarterfinals							Semifinals
	6	L Raymond	6	6
		A Gavaldón	0	3				6	L Raymond	6	6
	LL	P Stoyanova	0	3					J Nejedly	0	1
		J Nejedly	6	6											6	L Raymond	4	2
		M Shaughnessy	6	3	4										4	J Capriati	6	6
		S Noorlander	4	6	6				S Noorlander	4	2
		J Chi	1	4				4	J Capriati	6	6
	4	J Capriati	6	6																		4	J Capriati	2	6	7
	7	C Morariu	6	6																		2	A Frazier	6	0	5
		M Irvin	2	1				7	C Morariu	4	1
		J Henin	6	6					J Henin	6	6
		J Hopkins	3	1												J Henin	6	6	5
	Q	K Po	6	6											2	A Frazier	3	7	7
	WC	M Marois	1	4				Q	K Po	6	3
								2	A Frazier	7	6

• Main Draw and Qualifying Draw