Singles
1999 Guardian Direct Cup
Final
Champions	Richard Krajicek[1]
Runners-up	Greg Rusedski
Score	7–6(8–6), 6–7(5–7), 7–5
Details
Draw	32
Seeds	8
Events
Singles Doubles
← 1998 · Milan Indoor · 2000 →

The 1999 Guardian Direct Cup was a men's tennis tournament played on indoor carpet courts in London, Great Britain, that was part of the Championship Series of the 1999 ATP Tour. It was the 22nd edition of the tournament and was held from 22 February until 28 February 1999.

Seeds

Champion seeds are indicated in bold text while text in italics indicates the round in which those seeds were eliminated.

Draw

Key

Finals

	Semifinals							Final[1]
	8	Thomas Johansson	2	4
	4	Richard Krajicek	6	6
								4	Richard Krajicek	7	65	7
								3	Greg Rusedski	66	7	5
	3	Greg Rusedski	6	6
		Hicham Arazi	2	3

Top half

	First round							Second round							Quarterfinals							Semifinals
	1	Y Kafelnikov	6	3	6
		M Gustafsson	2	6	3			1	Y Kafelnikov	6	6
		B Black	6	1	7				B Black	3	2
		K Alami	1	6	64										1	Y Kafelnikov	2	65
		D Sanguinetti	6	6											8	T Johansson	6	7
		J-M Gambill	4	4					D Sanguinetti	0	7	2
	8	T Johansson	6	6				8	T Johansson	6	63	6
		P Luxa	2	4																		8	T Johansson	2	4
	4	R Krajicek	6	6																		4	R Krajicek	6	6
		J Tarango	4	2				4	R Krajicek	6	6
		N Kiefer	5	6	7				N Kiefer	3	4
		C Pioline	7	2	5										4	R Krajicek	6	6
		G Raoux	6	6											5	K Kučera	1	3
		D Vacek	4	3					G Raoux	2	0
	5	K Kučera	7	6				5	K Kučera	6	6
		R Schüttler	62	0

Bottom half

	First round							Second round							Quarterfinals							Semifinals
	6	T Enqvist	6	6
		M Rosset	1	3				6	T Enqvist	6	7
		D Prinosil	7	6					D Prinosil	4	5
		A Pavel	65	3											6	T Enqvist	5	6	3
		P Korda	6	6											3	G Rusedski	7	4	6
		W Ferreira	3	4					P Korda	3	64
	3	G Rusedski	6	6				3	G Rusedski	6	7
		G Pozzi	2	1																		3	G Rusedski	6	6
	7	G Ivanišević	6	0	7																		H Arazi	2	3
		J Siemerink	3	6	61			7	G Ivanišević	6	3	4
		H Arazi	7	6					H Arazi	3	6	6
		B Ulihrach	5	4												H Arazi	6	6
		D Hrbatý	6	63	6											D Hrbatý	4	2
		S Pescosolido	3	7	2				D Hrbatý	6	6
		J Krošlák	2	7	6				J Krošlák	2	3
	2	T Henman	6	68	4