Match list updated: 2026-07-19 01:18 UTC
ATP Match Results & Scores: 1969 Season, Masters 1000
1969 - Masters 1000
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Match Results
Completed singles results from main-tour tournament editions, including qualifying, matching the selected filters.
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | H2H | Match Data |
|---|---|---|---|---|---|---|---|---|---|
| Aug 11, 1969* | Toronto | Masters 1000 | F | Clay | Cliff Richey | 6-4 5-7 6-4 6-0 | Earl Butch Buchholz | H2H | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | SF | Clay | Earl Butch Buchholz | 3-6 6-4 7-5 6-0 | John Newcombe | H2H | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | SF | Clay | Cliff Richey | 6-1 6-2 4-6 6-4 | Mike Belkin | H2H | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | QF | Clay | John Newcombe | 9-7 4-6 0-6 6-4 8-6 | Pancho Guzman | — | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | QF | Clay | Earl Butch Buchholz | 6-4 6-4 4-6 2-6 6-0 | Dick Crealy | H2H | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | QF | Clay | Mike Belkin | 4-6 6-3 7-5 6-2 | Lester Sack | — | Match data |
| Aug 10, 1969* | Toronto | Masters 1000 | QF | Clay | Cliff Richey | 4-6 4-6 6-4 6-0 6-2 | Raymond Moore | H2H | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Raymond Moore | 1-6 9-7 6-3 8-10 6-3 | John Sharpe | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Cliff Richey | 6-4 6-1 6-2 | Frank Tutvin | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | John Newcombe | 6-3 6-3 6-0 | Tony Pospisil | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Mike Belkin | 6-2 6-1 7-5 | Michael Sprenglemeyer | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Dick Crealy | 7-5 6-2 6-2 | Jean Pierre Courcol | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Pancho Guzman | 10-8 6-1 (ret.) | Brian Fairlie | — | Match data |
| Aug 9, 1969* | Toronto | Masters 1000 | R16 | Clay | Earl Butch Buchholz | 6-1 6-4 6-3 | Ken Binns | — | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Brian Fairlie | 2-6 6-1 6-0 6-2 | Peter Burwash | H2H | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Raymond Moore | 6-4 7-5 7-5 | Gerry Perry | — | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Mike Belkin | 6-3 6-4 7-5 | Brian Flood | — | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Cliff Richey | 6-2 6-4 6-4 | William Brown | H2H | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Earl Butch Buchholz | 1-6 3-6 6-4 6-2 6-0 | Rudy Hernando | H2H | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | John Newcombe | 6-1 6-0 6-1 | Donald Fontana | — | Match data |
| Aug 7, 1969* | Toronto | Masters 1000 | R32 | Clay | Dick Crealy | 6-2 6-3 3-6 6-2 | Bill Monan | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Bill Monan | (w/o) | Armando Cornejo | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Dick Crealy | 6-1 6-2 6-0 | Hector Gonzalez | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Mike Belkin | 6-4 4-6 1-6 6-4 6-3 | Bob Bardsley | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Harry Fauquier | 6-4 6-1 6-2 | Tony Bardsley | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Rudy Hernando | 6-4 6-3 6-3 | George Andrews | — | Match data |
| Aug 6, 1969* | Toronto | Masters 1000 | R64 | Clay | Earl Butch Buchholz | 6-2 6-3 6-3 | Joe Osadca | — | Match data |
| Jul 21, 1969* | Cincinnati | Masters 1000 | F | Clay | Cliff Richey | 6-1 6-2 | Allan Stone | H2H | Match data |
| Jul 20, 1969* | Cincinnati | Masters 1000 | SF | Clay | Allan Stone | 6-0 6-4 | Pancho Guzman | — | Match data |
| Jul 20, 1969* | Cincinnati | Masters 1000 | SF | Clay | Cliff Richey | 6-3 6-3 | Mike Belkin | H2H | Match data |
| Jul 20, 1969* | Cincinnati | Masters 1000 | QF | Clay | Mike Belkin | 6-4 6-4 | Stan Smith | — | Match data |
| Jul 20, 1969* | Cincinnati | Masters 1000 | QF | Clay | Allan Stone | 3-6 7-5 7-5 | Arthur Ashe | H2H | Match data |
| Jul 20, 1969* | Cincinnati | Masters 1000 | QF | Clay | Cliff Richey | 6-3 6-1 | Zeljko Franulovic | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Pancho Guzman | 8-6 7-5 | Humphrey Hose | — | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Arthur Ashe | 6-3 6-4 | Patricio Cornejo | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Allan Stone | 6-8 6-1 7-5 | Bill Bowrey | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Zeljko Franulovic | 6-3 7-5 | Jim Osborne | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Stan Smith | 6-4 0-6 7-5 | Jaime Fillol | — | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Mike Belkin | 6-3 6-4 | Phil Dent | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Cliff Richey | 6-3 6-1 | Dick Crealy | H2H | Match data |
| Jul 19, 1969* | Cincinnati | Masters 1000 | R16 | Clay | Erik Van Dillen | 6-0 6-3 | Charlie Pasarell | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Allan Stone | 6-3 6-4 | Jim Mcmanus | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Phil Dent | 6-4 0-6 6-3 | Onny Parun | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Patricio Cornejo | 8-6 6-4 | Mike Estep | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Humphrey Hose | 7-5 6-2 | Armando Cornejo | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Dick Crealy | 6-1 7-5 | Tom Gorman | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Pancho Guzman | 6-2 7-9 6-3 | Zan Guerry | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Bill Bowrey | 6-4 6-1 | Lenny Schloss | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Jaime Fillol | 11-9 6-3 | F D Robbins | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Arthur Ashe | 6-3 6-2 | Jean Loup Rouyer | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Zeljko Franulovic | 6-1 6-2 | Alfonso Ochoa | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Mike Belkin | 7-5 6-3 | Tom Mozur | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Stan Smith | 6-3 6-2 | Luis Ayala | — | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Cliff Richey | 6-4 3-6 8-6 | John Alexander | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Charlie Pasarell | 6-3 6-3 | Ray Keldie | H2H | Match data |
| Jul 17, 1969* | Cincinnati | Masters 1000 | R32 | Clay | Jim Osborne | 7-5 7-5 | Bob Carmichael | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Ray Keldie | 6-2 6-3 | Lester Sack | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Arthur Ashe | 6-0 6-1 | Mike Machette | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Bill Bowrey | 6-1 6-4 | Steve Faulk | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Allan Stone | 7-5 7-9 6-2 | Terry Ryan | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Patricio Cornejo | 6-4 6-2 | Thierry Bernasconi | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Mike Belkin | 6-3 6-4 | Sergio Palmieri | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Luis Ayala | 8-6 6-2 | Jaime Pinto Bravo | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Stan Smith | 5-7 6-4 6-1 | Richard Russell | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Bob Carmichael | 6-1 6-0 | Vittorio Crotta | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Jim Osborne | 5-7 6-3 6-3 | Jun Kuki | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Zan Guerry | 7-5 6-4 | Fred Mcnair | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | F D Robbins | 6-3 3-6 7-5 | Dick Dell | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Jean Loup Rouyer | (w/o) | Peter Van Lingen | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Charlie Pasarell | 6-2 6-3 | U Unknown | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Phil Dent | 10-8 6-2 | Tom Edlefsen | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Pancho Guzman | 6-8 7-5 6-3 | Dan Bleckinger | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Jaime Fillol | 6-3 7-5 | Danny Obryant | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Ismail El Shafei | 6-4 6-1 | Dick Stockton | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Zeljko Franulovic | 6-1 6-4 | Peter Burwash | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Humphrey Hose | 5-7 6-4 6-4 | Bob Lutz | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Lenny Schloss | (w/o) | Butch Seewagen | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Mike Estep | 2-6 7-5 6-3 | Paul Gerken | H2H | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Tom Mozur | 2-6 6-3 6-3 | Jean Baptiste Chanfreau | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Dick Crealy | 9-7 6-2 | Jon Hainline | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | John Alexander | 6-2 6-4 | Bob Mckinley | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Armando Cornejo | 6-4 6-4 | Pedro Langre | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Cliff Richey | 6-1 8-6 | G Turner Howard | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Jim Mcmanus | 6-3 4-6 6-2 | Bill Colson | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Onny Parun | 6-4 6-3 | Bill Harris | — | Match data |
| Jul 16, 1969* | Cincinnati | Masters 1000 | R64 | Clay | Tom Gorman | 10-8 7-5 | Terry Addison | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Peter Burwash | 6-3 6-4 | Roy Sprengelmeyer | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Dave Harmon | 6-4 5-7 6-3 | Tom Leonard | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Jim Osborne | 6-8 6-4 6-4 | Terry Bennett | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Terry Addison | 4-6 6-3 6-3 | William Brown | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Humphrey Hose | 6-3 6-2 | Bill Tym | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Ray Keldie | 8-6 6-4 | Dick Knight | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Tom Gorman | 6-8 6-0 6-2 | U Unknown | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Charlie Pasarell | 6-0 6-2 | Henry Bunis | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Bob Carmichael | (w/o) | U Unknown | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Dick Crealy | 6-3 6-4 | Bob Alloo | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Erik Van Dillen | 6-1 6-4 | John Peckskamp | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Zeljko Franulovic | (w/o) | Tom Loring | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Zan Guerry | 6-2 6-2 | Hector Gonzalez | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | John Alexander | 6-2 6-3 | Dick Klitch | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Cliff Richey | 6-0 6-1 | Robin Fry | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Dan Bleckinger | 12-14 6-2 6-3 | Dick Bohrnstedt | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Jun Kuki | 6-1 6-3 | Tony Bardsley | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Dick Stockton | 6-4 3-6 6-2 | Nick Barone | H2H | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Armando Cornejo | 6-4 8-6 | William Higgins | — | Match data |
| Jul 15, 1969* | Cincinnati | Masters 1000 | R128 | Clay | Jon Hainline | 7-5 4-6 6-3 | Larry Turville | — | Match data |
| May 28, 1969* | Rome | Masters 1000 | F | Clay | John Newcombe | 6-3 4-6 6-2 5-7 6-3 | Tony Roche | H2H | Match data |
| May 27, 1969* | Rome | Masters 1000 | SF | Clay | John Newcombe | 6-3 4-6 6-1 7-9 6-3 | Jan Kodes | H2H | Match data |
| May 27, 1969* | Rome | Masters 1000 | SF | Clay | Tony Roche | 4-6 4-6 7-5 12-10 6-3 | Tom Okker | H2H | Match data |
| May 27, 1969* | Rome | Masters 1000 | QF | Clay | Tony Roche | 6-4 4-6 6-0 7-5 | Cliff Drysdale | H2H | Match data |
| May 27, 1969* | Rome | Masters 1000 | QF | Clay | Jan Kodes | 6-3 6-2 6-1 | Ismail El Shafei | — | Match data |
| May 27, 1969* | Rome | Masters 1000 | QF | Clay | Tom Okker | 6-2 6-4 6-0 | Graham Stilwell | H2H | Match data |
| May 27, 1969* | Rome | Masters 1000 | QF | Clay | John Newcombe | 7-5 6-4 6-0 | Martin Mulligan | — | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | John Newcombe | 6-2 6-3 6-3 | Gerald Battrick | H2H | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Tony Roche | 7-5 7-5 6-3 | Ilie Nastase | H2H | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Ismail El Shafei | 6-0 1-6 6-3 6-2 | Dick Crealy | — | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Graham Stilwell | 6-0 4-6 2-6 6-1 6-1 | Fred Stolle | H2H | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Jan Kodes | 6-4 6-3 6-3 | Arthur Ashe | H2H | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Cliff Drysdale | 6-2 3-6 6-1 6-4 | Vladimir Korotkov | H2H | Match data |
| May 26, 1969* | Rome | Masters 1000 | R16 | Clay | Tom Okker | 6-1 2-6 6-4 11-9 | Ion Tiriac | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Martin Mulligan | 6-2 9-7 6-8 3-6 6-1 | Terry Addison | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Gerald Battrick | 6-3 4-6 3-6 6-3 6-1 | Ingo Buding | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Ismail El Shafei | 2-6 6-2 6-4 1-6 6-4 | Marty Riessen | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Jan Kodes | 4-6 4-6 6-3 7-5 6-2 | Nicola Pietrangeli | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Dick Crealy | 6-4 6-4 6-4 | Pierre Barthes | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Thomas Lejus | 6-4 3-6 8-6 1-6 6-3 | Nikola Pilic | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Fred Stolle | 6-4 6-2 3-6 6-2 | Christian Kuhnke | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Graham Stilwell | 6-3 6-2 7-5 | Manuel Santana | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Tony Roche | 6-3 8-6 6-2 | Nicholas Kalogeropoulos | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Tom Okker | 4-6 6-3 6-4 5-7 7-5 | Jean Loup Rouyer | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Arthur Ashe | 4-6 3-6 6-4 7-5 6-2 | Boro Jovanovic | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Vladimir Korotkov | 6-3 6-4 5-7 6-3 | Owen Davidson | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Ion Tiriac | 7-5 6-4 6-1 | Barry Phillips Moore | — | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | John Newcombe | 6-1 3-6 6-2 6-1 | Daniel Contet | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Cliff Drysdale | 6-4 7-5 1-6 6-4 | Manuel Orantes | H2H | Match data |
| May 24, 1969* | Rome | Masters 1000 | R32 | Clay | Ilie Nastase | 6-2 6-1 8-6 | Patrice Beust | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Nicholas Kalogeropoulos | 6-4 6-4 | Patricio Rodriguez Chi | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Manuel Orantes | 6-2 6-4 | Adriano Panatta | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Manuel Santana | 6-2 6-3 | Vittorio Crotta | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Christian Kuhnke | 7-5 6-0 | Bernard Paul | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Gerald Battrick | 6-1 6-3 | Giuseppe Merlo | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Nikola Pilic | 8-6 6-2 | Franco Belli | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Tony Roche | 6-0 6-2 | Nicola Spear | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Vladimir Korotkov | 13-11 2-6 6-4 | Charlie Pasarell | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Ingo Buding | (w/o) | Cliff Richey | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Dick Crealy | 6-2 4-6 5-5 (ret.) | Juan Gisbert | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Jan Kodes | 6-3 3-6 6-2 | Roger Taylor | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Fred Stolle | 6-3 7-5 | Sergei Likhachev | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Terry Addison | 7-5 6-2 | Eugenio Castigliano | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Boro Jovanovic | 6-3 6-1 | Ray Keldie | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Jean Loup Rouyer | 6-3 2-6 6-4 | Zeljko Franulovic | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Patrice Beust | 6-2 6-4 | Milan Holecek | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Owen Davidson | 7-5 0-6 6-3 | Istvan Gulyas | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Tom Okker | 10-8 7-5 | Brian Fairlie | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Nicola Pietrangeli | 6-4 9-7 | Jean Pierre Courcol | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Ion Tiriac | 6-1 7-5 | Raymond Moore | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Arthur Ashe | 6-1 6-3 | Patrick Proisy | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Ismail El Shafei | 6-3 3-6 6-1 | Georges Goven | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Marty Riessen | 6-8 6-2 6-2 | John Cooper | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Thomas Lejus | 6-2 6-2 | Peter Pokorny | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Pierre Barthes | 6-4 6-8 6-3 | Alex Metreveli | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Daniel Contet | 7-5 6-3 | Allan Stone | H2H | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Graham Stilwell | 6-4 6-2 | Franco Bartoni | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Martin Mulligan | 6-2 7-5 | Francois Jauffret | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | John Newcombe | 6-3 6-2 | Stepan Koudelka | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Ilie Nastase | 6-4 7-5 | Eric Drossart | — | Match data |
| May 23, 1969* | Rome | Masters 1000 | R64 | Clay | Cliff Drysdale | 2-6 6-3 6-3 | Bob Giltinan | H2H | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Vittorio Crotta | 6-3 10-8 | Jean Baptiste Chanfreau | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Allan Stone | 6-3 6-0 | Giorgio Bologna | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Bernard Paul | 6-8 6-4 6-1 | Piero Toci | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Nicola Spear | 6-4 4-6 7-5 | Vyacheslav Egorov | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Jean Loup Rouyer | 6-4 6-3 | Ezio Di Matteo | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Patrick Proisy | 6-3 8-6 | Paolo Bertolucci | H2H | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Peter Pokorny | 6-2 5-7 6-1 | Pietro Marzano | H2H | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Vladimir Korotkov | 6-3 6-2 | Peter Curtis | H2H | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Giuseppe Merlo | 11-9 7-9 6-1 | Jose Maria Gisbert | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Ray Keldie | 6-4 7-5 | Onny Parun | H2H | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Terry Addison | 7-5 7-5 | Manlio Bartoni | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Patrice Beust | 6-2 6-4 | Sergio Palmieri | — | Match data |
| May 22, 1969* | Rome | Masters 1000 | R128 | Clay | Adriano Panatta | 6-3 6-4 | Wanaro N'Godrella | H2H | Match data |
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