Tour · 1969-05-19 · draw of 64
Berlin 1969
ClayFinal
| 🇿🇦 Raymond Moore | d. | 🇿🇦 Cliff Drysdale | 1-6 6-1 7-5 6-8 7-5 | H2H |
Semifinals
| 🇿🇦 Raymond Moore | d. | 🇬🇧 Roger Taylor | W/O | H2H |
| 🇿🇦 Cliff Drysdale | d. | 🇮🇹 Martin Mulligan | 7-9 7-5 6-0 8-6 | H2H |
Quarterfinals
| 🇬🇧 Roger Taylor | d. | 🇿🇦 Bob Hewitt | 6-4 3-6 8-6 6-2 | H2H |
| 🇮🇹 Martin Mulligan | d. | 🇺🇸 Marty Riessen | 2-6 6-2 6-3 6-4 | H2H |
| 🇿🇦 Raymond Moore | d. | 🇺🇸 Arthur Ashe | 6-2 0-6 8-6 1-6 6-2 | H2H |
| 🇿🇦 Cliff Drysdale | d. | 🇺🇸 Ron Holmberg | 6-4 7-5 6-4 | H2H |
Round of 16
| 🇬🇧 Roger Taylor | d. | 🇺🇸 Cliff Richey | 6-1 6-3 6-4 | H2H |
| 🇺🇸 Marty Riessen | d. | 🇪🇬 Ismail El Shafei | 6-3 6-4 3-6 2-6 6-1 | H2H |
| 🇮🇹 Martin Mulligan | d. | 🇺🇸 Charlie Pasarell | 6-0 4-6 6-3 5-7 6-2 | H2H |
| 🇿🇦 Raymond Moore | d. | 🇩🇪 Harald Elschenbroich | 6-2 6-3 2-6 1-6 6-2 | H2H |
| 🇺🇸 Ron Holmberg | d. | 🇿🇦 Robert Maud | 11-9 6-4 7-5 | H2H |
| 🇿🇦 Bob Hewitt | d. | 🇫🇷 Pierre Barthes | 6-1 6-0 6-0 | H2H |
| 🇿🇦 Cliff Drysdale | d. | 🇦🇺 Dick Crealy | 6-3 7-5 6-4 | H2H |
| 🇺🇸 Arthur Ashe | d. | 🇮🇳 Premjit Lall | 6-1 6-1 6-2 | H2H |
Round of 32
| 🇬🇧 Roger Taylor | d. | 🇩🇪 Jurgen Fassbender | 6-2 5-7 0-6 6-4 13-11 | H2H |
| 🇺🇸 Marty Riessen | d. | 🇫🇷 Jean-Claude Barclay | 6-4 6-3 6-4 | H2H |
| 🇺🇸 Cliff Richey | d. | 🇿🇦 Frew McMillan | 6-1 6-1 6-3 | H2H |
| 🇺🇸 Charlie Pasarell | d. | 🇩🇪 Helmuth Rudzinski | 10-8 6-2 5-1 RET | H2H |
| 🇮🇹 Martin Mulligan | d. | 🇺🇸 Mike Estep | 8-6 6-4 6-4 | H2H |
| 🇿🇦 Raymond Moore | d. | 🇩🇪 Erhard Jung | 11-9 6-3 6-4 | H2H |
| 🇿🇦 Robert Maud | d. | 🇬🇧 Keith Wooldridge | 8-6 6-2 6-1 | H2H |
| 🇮🇳 Premjit Lall | d. | 🇩🇪 Hans-Joachim Ploetz | 2-6 6-2 6-1 6-2 | H2H |
| 🇺🇸 Ron Holmberg | d. | 🇩🇪 Wolfgang Spannagel | 6-1 6-1 6-3 | H2H |
| 🇿🇦 Bob Hewitt | d. | 🇫🇷 Daniel Moreau | 6-0 7-5 6-4 | H2H |
| 🇩🇪 Harald Elschenbroich | d. | 🇦🇺 Barry Phillips-Moore | 6-2 3-6 6-4 6-3 | H2H |
| 🇪🇬 Ismail El Shafei | d. | 🇩🇪 Ralph Geiger | 6-4 6-2 6-1 | H2H |
| 🇿🇦 Cliff Drysdale | d. | 🇺🇸 Zan Guerry | 6-3 6-4 6-8 6-4 | H2H |
| 🇦🇺 Dick Crealy | d. | 🇩🇪 Frank Falderbaum | 9-7 6-4 6-4 | H2H |
| 🇫🇷 Pierre Barthes | d. | 🇿🇼 Henry (Hank) Irvine | 6-4 6-2 7-5 | H2H |
| 🇺🇸 Arthur Ashe | d. | 🇺🇸 William Tym | 6-4 6-3 7-5 | H2H |
Round of 64
| 🇬🇧 Keith Wooldridge | d. | 🇨🇿 Pavel Hutka | 6-2 6-3 1-6 6-1 | H2H |
| 🇺🇸 William Tym | d. | 🇩🇪 Thomas Sarach | 4-6 6-0 6-0 6-1 | H2H |
| 🇬🇧 Roger Taylor | d. | 🇨🇦 Peter Burwash | 6-1 6-3 6-1 | H2H |
| 🇩🇪 Hans-Joachim Ploetz | d. | 🇫🇷 Jean-Pierre Loizeau | 6-1 11-9 6-1 | H2H |
| 🇫🇷 Daniel Moreau | d. | 🇩🇪 Gottfried Dallwitz | 6-4 7-9 6-2 6-0 | H2H |
| 🇿🇦 Frew McMillan | d. | 🇳🇿 Jeff Simpson | 6-3 6-3 7-5 | H2H |
| 🇿🇦 Robert Maud | d. | Adel Talaat Farid | 6-2 6-3 6-2 | H2H |
| 🇮🇳 Premjit Lall | d. | 🇨🇿 Pavel Brechja | 7-5 2-6 6-1 8-6 | H2H |
| 🇩🇪 Erhard Jung | d. | 🇺🇸 George Kesel | 6-3 6-2 2-6 7-5 | H2H |
| 🇿🇼 Henry (Hank) Irvine | d. | 🇩🇪 Uwe Gottschalk | 5-7 7-5 8-6 6-3 | H2H |
| 🇺🇸 Zan Guerry | d. | 🇩🇪 Peter Ristau | 7-5 6-4 6-3 | H2H |
| 🇺🇸 Mike Estep | d. | 🇸🇰 Jaroslav Vrba | 3-6 3-6 6-4 6-4 7-5 | H2H |
| 🇩🇪 Harald Elschenbroich | d. | 🇳🇿 Richard Hawkes | 6-3 6-3 6-4 | H2H |
| 🇪🇬 Ismail El Shafei | d. | 🇩🇪 Dieter Stoffer | 6-3 5-1 RET | H2H |
| 🇦🇺 Dick Crealy | d. | 🇩🇪 Klaus Unverdross | 6-2 6-8 6-2 | H2H |
| 🇫🇷 Pierre Barthes | d. | 🇩🇪 Wolfgang Truller | 6-4 6-3 6-2 | H2H |
| 🇫🇷 Jean-Claude Barclay | d. | 🇩🇪 Bernd Osterhorn | 6-3 6-1 1-0 RET | H2H |