Round 1
James Harold (Jim) Osborne 1 *
Jack D. Neer
6-2
6-4
Round 2
James Harold (Jim) Osborne 1 *
James (Chico) Hagey
6-1
7-5
Quarterfinals
James Harold (Jim) Osborne 1 *
Mike Estep
6-3
3-6
6-4
Semifinals
James Harold (Jim) Osborne 1 *
Bob Kreiss
7-6
6-2
Final
Brian Gottfried 1 *
James Harold (Jim) Osborne
6-4
6-7
6-1
Round 1
James Harold (Jim) Osborne 1 *
Bill Brown
6-3
1-6
6-1
Round 2
James Harold (Jim) Osborne 1 *
Ray Ruffels
6-2
6-3
Quarterfinals
James Harold (Jim) Osborne 1 *
Jan Kodes
3-6
6-3
6-4
Semifinals
James Harold (Jim) Osborne 1 *
Barry MacKay
6-3
6-4
Final
Stan Smith 1 *
James Harold (Jim) Osborne
6-3
6-7
6-1
Round 1
James Harold (Jim) Osborne 1 *
Dick Dell
6-3
6-4
Round 2
James Harold (Jim) Osborne 1 *
Andres Gimeno
1-6
7-5
6-4
Round 3
James Harold (Jim) Osborne 1 *
Roy R. Barth
6-4
5-7
11-9
Quarterfinals
James Harold (Jim) Osborne 1 *
Arthur Ashe
8-6
5-7
6-3
Semifinals
Pancho Gonzales 1 *
James Harold (Jim) Osborne
6-2
7-9
7-5
Round 1
James Harold (Jim) Osborne 1 *
Stewart Richter
6-0
6-4
Round 2
James Harold (Jim) Osborne 1 *
Richard A. Russell
8-6
6-4
Round 3
James Harold (Jim) Osborne 1 *
Stan Smith
6-3
6-4
Quarterfinals
James Harold (Jim) Osborne 1 *
Cliff Richey
6-1
6-4
Semifinals
Clark Graebner 1 *
James Harold (Jim) Osborne
6-3
1-6
7-5
Round 3
James Harold (Jim) Osborne 1 *
Peter Campbell
11-9
6-4
Round 4
James Harold (Jim) Osborne 1 *
Vladimir Petrović (Petrovic)
6-2
6-2
Quarterfinals
James Harold (Jim) Osborne 1 *
Joseph (Joe) (Jody) Rush
8-6
6-4
Semifinals
Stan Smith 1 *
James Harold (Jim) Osborne
11-9
13-11
Round 1
James Harold (Jim) Osborne 1 *
Richard A. Russell
6-4
6-4
Round 2
James Harold (Jim) Osborne 1 *
Keishiro Yanagi
6-2
3-6
6-1
Round 3
James Harold (Jim) Osborne 1 *
Dick Crealy
6-4
9-7
Quarterfinals
James Harold (Jim) Osborne 1 *
Allan Stone
7-5
9-11
7-5
Semifinals
Roger Taylor 1 *
James Harold (Jim) Osborne
3-6
6-3
6-4