Boys' singles
1999 US Open
Champion	Jarkko Nieminen
Runner-up	Kristian Pless
Score	6–7, 6–3, 6–4

David Nalbandian was the defending champion, but did not compete this year.

Finnish player Jarkko Nieminen defeated Danish first seed Kristian Pless in the all-Nordic final, 6–7, 6–3, 6–4.

Seeds

Draw

Finals

	Quarterfinals							Semifinals							Final
	1	Kristian Pless	6	6
		Julien Benneteau	2	4
								1	Kristian Pless	6	7
									Dmitry Vlasov	3	6
	10	Mardy Fish	2	4
		Dmitry Vlasov	6	6
															1	Kristian Pless	7	3	4
															7	Jarkko Nieminen	6	6	6
	8	Phillip King	5	4
	12	Nicolas Mahut	7	6
								12	Nicolas Mahut	4	5
								7	Jarkko Nieminen	6	7
	7	Jarkko Nieminen	5	6	6
	2	Irakli Labadze	7	3	4

Top half

Section 1

	First round							Second round							Third round							Quarterfinals
	1	Kristian Pless	2	6	7
		Roko Karanušić	6	1	6			1	K Pless	7	6
		Lee Childs	6	6					L Childs	6	4
		Tomer Suissa	4	1											1	K Pless	6	3	6
		Vitali Chvets	6	6											15	L Harper-Griffith	3	6	3
		Yorke Allen	1	1					V Chvets	6	2	6
		Wang Yeu-tzuoo	4	4				15	L Harper-Griffith	3	6	7
	15	Levar Harper-Griffith	6	6																		1	K Pless	6	6
	11	Joachim Johansson	3	7	3																		J Benneteau	2	4
		Jhonnatan Medina-Álvarez	6	6	6				J Medina-Álvarez	2	1
		Wong Wing-luen	5	2					P Hammer	6	6
		Philipp Hammer	7	6												P Hammer	6	1	1
		Julien Benneteau	7	6	6											J Benneteau	3	6	6
		Timo Nieminen	5	7	1				J Benneteau	6	3	6
		Steve Berke	3	6				5	G Coria	4	6	1
	5	Guillermo Coria	6	7

Section 2

	First round							Second round							Third round							Quarterfinals
	4	Danai Udomchoke	5	7	6
		Daniel Langre	7	5	2			4	D Udomchoke	6	7	6
		Renaud Thys	6	1					R Nijaki	7	5	1
		Radosław Nijaki	7	6											4	D Udomchoke	4	4
		Filip Prpic	7	7											10	M Fish	6	6
		Hicham Fathi El Idrissi	6	5					F Prpic	6	1	4
		Tres Davis	1	6	4			10	M Fish	2	6	6
	10	Mardy Fish	6	2	6																	10	M Fish	2	4
	9	Todor Enev	6	6																			Dmitry Vlasov	6	6
		Christian-Michael Straka	2	3				9	T Enev	6	6
		Stephen Nugent	4	2					R Ginepri	4	3
		Robby Ginepri	6	6											9	T Enev	3	6	4
		Stian Boretti	2	1												Dmitry Vlasov	6	0	6
		Jean-Julien Rojer	6	6					J-J Rojer	1	6	2
		Dmitry Vlasov	7	6					Dmitry Vlasov	6	4	6
	6	Éric Prodon	6	4

Bottom half

Section 3

	First round							Second round							Third round							Quarterfinals
	8	Phillip King	7	6
		Jonas Fröberg	6	4				8	P King	7	7
		Ryan Newport	2	1					J Peralta	6	5
		Julio Peralta	6	6											8	P King	4	6	6
		Boris Pašanski	3	1												D Gremelmayr	6	0	0
		Denis Gremelmayr	6	6					D Gremelmayr	6	6
		Simone Amorico	3	6				16	M Ančić	4	2
	16	Mario Ančić	6	7																		8	P King	5	4
	12	Nicolas Mahut	6	6																		12	N Mahut	7	6
		Arnaud Segodo	5	2				12	N Mahut	6	6
		Lu Yen-hsun	6	4	2				L Joseph	3	2
		Lesley Joseph	4	6	6										12	N Mahut	6	6
		Hayato Furukawa	4	1												D Martin	3	2
		David Martin	6	6					D Martin	6	6
		Ytai Abougzir	7	1	4			3	J Acasuso	0	2
	3	José Acasuso	5	6	6

Section 4

	First round							Second round							Third round							Quarterfinals
	7	Jarkko Nieminen	6	6
		Phillip Harboe	3	3				7	J Nieminen	6	6
		John-Paul Fruttero	6	6					J-P Fruttero	1	2
		Mohamed Mamoun	1	4											7	J Nieminen	6	6
		Alex Bogomolov Jr.	6	6											14	M Abel	4	4
		Dirk Britzen	4	2					A Bogomolov Jr.	0	6
		Lee Radovanovich	2	3				14	M Abel	6	7
	14	Maximillian Abel	6	6																		7	J Nieminen	5	6	6
	13	Andy Roddick	6	4	6																	2	I Labadze	7	3	4
		Scott Lipsky	3	6	7				S Lipsky	3	6
		Peter-John Nomdo	7	6					P-J Nomdo	6	7
		Timothy Martin	6	2												P-J Nomdo	4	6
		Philip Stolt	2	4											2	I Labadze	6	7
		Julien Cassaigne	6	6					J Cassaigne	2	4
		Mark Hitlon	6	4	3			2	I Labadze	6	6
	2	Irakli Labadze	4	6	6

References

• Main Draw