1999 St. Petersburg Open – Singles

Richard Krajicek was the defending champion but did not compete that year.

Marc Rosset won in the final 6–3, 6–3 against David Prinosil.

	Semifinals							Final[1]
	1	Jan Siemerink	4	2
		David Prinosil	6	6
									David Prinosil	3	4
								2	Marc Rosset	6	6
	4	Marat Safin	3	2
	2	Marc Rosset	6	6

	First round							Second round							Quarterfinals							Semifinals
	1	J Siemerink	6	6
		M Kohlmann	3	4				1	J Siemerink	77	6
		J Krošlák	1	63				Q	F Jonsson	62	2
	Q	F Jonsson	6	77											1	J Siemerink	6	77	6
		L Tieleman	3	1r											Q	I Kornienko	7	64	3
	Q	I Kornienko	6	3				Q	I Kornienko	3	78	6
		M-K Goellner	6	77					M-K Goellner	6	66	3
	8	D Sanguinetti	3	65																		1	J Siemerink	4	2
	3	M Gustafsson	6	3	7																		D Prinosil	6	6
	Q	I Kunitsyn	1	6	5			3	M Gustafsson	6	3	4
		G Pozzi	4	6	3				D Prinosil	4	6	6
		D Prinosil	6	3	6											D Prinosil	3	77	6
	WC	A Chesnokov	1	3												G Raoux	6	63	4
		J Knippschild	6	6					J Knippschild	3	64
		G Raoux	78	6					G Raoux	6	77
	5	D Vacek	66	4

	First round							Second round							Quarterfinals							Semifinals
	6	D Hrbatý	6	3	6
		A Voinea	3	6	3			6	D Hrbatý	6	6
		K Alami	2	79	3				A Clément	2	3
		A Clément	6	67	6										6	D Hrbatý	64	62
		M Tillström	3	6	6										4	M Safin	77	77
	WC	A Cherkasov	6	4	4				M Tillström	3	4
		G Cañas	2	3				4	M Safin	6	6
	4	M Safin	6	6																		4	M Safin	3	2
	7	A Pavel	6	3	6																	2	M Rosset	6	6
	Q	J Apell	3	6	4			7	A Pavel	3	6	6
		Á Calatrava	6	3	3				J Tarango	6	3	2
		J Tarango	4	6	6										7	A Pavel	1	2
		S Grosjean	63	710	6										2	M Rosset	6	6
		M Damm	77	68	3				S Grosjean	2	62
	WC	S Petrouchevsky	0	2				2	M Rosset	6	77
	2	M Rosset	6	6

Qualifying Draw