Match log updated: 2026-08-31 13:51 UTC
Ray Ruffels — ATP Match Log
451 main-draw matches · 246–205 · 54.5% wins
| Opponent | Score | Result | H2H | Match Data | Date ↓ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Roy Emerson | 3-6 4-6 | L | H2H | Match data | Apr 1, 1972* | R16 | Macon | ATP 250 | Carpet |
| Allan Stone | 2-6 7-6 6-4 | W | H2H | Match data | Mar 31, 1972* | R32 | Macon | ATP 250 | Carpet |
| Rod Laver | 3-6 2-6 | L | H2H | Match data | Mar 20, 1972* | R16 | Chicago Wct | ATP 250 | Carpet |
| Owen Davidson | 6-4 6-4 | W | H2H | Match data | Mar 19, 1972* | R32 | Chicago Wct | ATP 250 | Carpet |
| Rod Laver | 5-7 0-6 | L | H2H | Match data | Mar 8, 1972* | R32 | Miami Open | ATP 250 | Hard |
| Marty Riessen | 4-6 6-7 | L | H2H | Match data | Feb 23, 1972* | R32 | Toronto Wct | ATP 250 | Carpet |
| Marty Riessen | 4-6 2-6 | L | H2H | Match data | Feb 11, 1972* | R32 | Philadelphia Wct | ATP 250 | Carpet |
| John Newcombe | 4-6 4-6 | L | H2H | Match data | Feb 10, 1972* | R16 | Richmond Wct | ATP 250 | Carpet |
| Phil Dent | 6-2 3-6 7-6 | W | H2H | Match data | Feb 9, 1972* | R32 | Richmond Wct | ATP 250 | Carpet |
| John Alexander | 6-4 6-4 7-6 | W | H2H | Match data | Dec 12, 1971* | F | ASB Classic | ATP 250 | Grass |
| Allan Stone | 3-6 3-6 6-4 6-4 7-5 | W | H2H | Match data | Dec 11, 1971* | SF | ASB Classic | ATP 250 | Grass |
| Fred Stolle | 6-4 6-3 7-5 | W | H2H | Match data | Dec 11, 1971* | QF | ASB Classic | ATP 250 | Grass |
| Dave Simmonds | 6-2 6-1 6-0 | W | — | Match data | Dec 10, 1971* | R16 | ASB Classic | ATP 250 | Grass |
| Ian Baudinet | 6-4 6-0 6-4 | W | — | Match data | Dec 9, 1971* | R32 | ASB Classic | ATP 250 | Grass |
| Rod Laver | 2-6 3-6 | L | H2H | Match data | Nov 18, 1971* | R16 | Bologna Wct | ATP 250 | Carpet |
| Brian Fairlie | 6-2 6-2 | W | H2H | Match data | Nov 17, 1971* | R32 | Bologna Wct | ATP 250 | Carpet |
| Roy Emerson | 2-6 4-6 | L | H2H | Match data | Nov 11, 1971* | R32 | Paris Masters | ATP 250 | Clay |
| Bob Hewitt | 4-6 2-6 | L | H2H | Match data | Nov 6, 1971* | QF | Wembley | ATP 250 | Hard |
| Mark Cox | 9-8 3-6 7-5 | W | H2H | Match data | Nov 5, 1971* | R16 | Wembley | ATP 250 | Hard |
| Stan Smith | 9-8 6-4 | W | H2H | Match data | Nov 4, 1971* | R32 | Wembley | ATP 250 | Hard |
| Ken Rosewall | 4-6 5-7 | L | H2H | Match data | Nov 3, 1971* | R64 | Stockholm Open | ATP 250 | Hard |
| John Newcombe | 6-4 4-6 0-6 | L | H2H | Match data | Oct 22, 1971* | R16 | Barcelona Open | ATP 250 | Clay |
| Jose Luis Arillla | 6-2 7-5 | W | — | Match data | Oct 21, 1971* | R32 | Barcelona Open | ATP 250 | Clay |
| Ken Rosewall | 4-6 2-6 | L | H2H | Match data | Oct 20, 1971* | R32 | Cologne Wct | ATP 250 | Carpet |
| Nikola Pilic | 3-6 2-6 | L | H2H | Match data | Oct 13, 1971* | R32 | Vancouver Wct | ATP 250 | Carpet |
| Tom Okker | 4-6 6-7 | L | H2H | Match data | Oct 1, 1971* | R16 | Berkeley | ATP 250 | Hard |
| Jim Osborne | 5-7 6-4 7-6 | W | H2H | Match data | Sep 30, 1971* | R32 | Berkeley | ATP 250 | Hard |
| Chuck Darley | 7-6 6-1 | W | — | Match data | Sep 29, 1971* | R64 | Berkeley | ATP 250 | Hard |
| Jimmy Connors | 3-6 2-6 | L | H2H | Match data | Sep 23, 1971* | R32 | Los Angeles Open | ATP 250 | Hard |
| Steve Krulevitz | 6-4 6-4 | W | H2H | Match data | Sep 22, 1971* | R64 | Los Angeles Open | ATP 250 | Hard |
| Paul Gerken | 4-6 1-6 6-3 6-2 3-6 | L | H2H | Match data | Sep 3, 1971* | R128 | US Open | Grand Slam | Grass |
| Bill Bowrey | (w/o) | L | H2H | Match data | Aug 25, 1971* | R32 | Fort Worth Wct | ATP 250 | Hard |
| Marcello Lara | 6-1 0-6 2-6 | L | H2H | Match data | Aug 15, 1971* | R16 | Canadian Open | ATP 250 | Clay |
| Arthur Ashe | 6-3 3-6 7-6 | W | H2H | Match data | Aug 13, 1971* | R32 | Canadian Open | ATP 250 | Clay |
| Mike Belkin | 6-3 2-6 6-1 | W | H2H | Match data | Aug 12, 1971* | R64 | Canadian Open | ATP 250 | Clay |
| Cliff Drysdale | 1-6 6-7 | L | H2H | Match data | Aug 11, 1971* | R32 | U.S. Pro Tennis Championships | ATP 250 | Hard |
| Cliff Drysdale | 2-6 2-6 | L | H2H | Match data | Aug 6, 1971* | QF | Quebec Wct | ATP 250 | Carpet |
| Ken Rosewall | 6-4 6-4 | W | H2H | Match data | Aug 5, 1971* | R16 | Quebec Wct | ATP 250 | Carpet |
| Mark Cox | 7-6 4-6 6-2 | W | H2H | Match data | Aug 4, 1971* | R32 | Quebec Wct | ATP 250 | Carpet |
| Cliff Drysdale | 3-6 3-6 | L | H2H | Match data | Jul 29, 1971* | SF | Louisville Wct | ATP 250 | Clay |
| Ismail El Shafei | 7-5 5-7 7-5 | W | — | Match data | Jul 29, 1971* | QF | Louisville Wct | ATP 250 | Clay |
| Bill Bowrey | 7-5 2-6 6-3 | W | H2H | Match data | Jul 28, 1971* | R16 | Louisville Wct | ATP 250 | Clay |
| Graham Stilwell | 6-4 6-2 | W | H2H | Match data | Jul 27, 1971* | R32 | Louisville Wct | ATP 250 | Clay |
| Marty Riessen | 6-4 1-6 3-6 | L | H2H | Match data | Jul 20, 1971* | R32 | Washington Open | ATP 250 | Clay |
| Brian Fairlie | 7-5 6-2 | W | H2H | Match data | Jul 19, 1971* | R64 | Washington Open | ATP 250 | Clay |
| Ilie Nastase | 6-7 3-6 6-1 3-6 | L | H2H | Match data | Jul 15, 1971* | SF | Swedish Open | ATP 250 | Clay |
| Per Jemsby | 7-5 6-4 6-3 | W | H2H | Match data | Jul 15, 1971* | QF | Swedish Open | ATP 250 | Clay |
| Ion Tiriac | 7-5 7-5 6-3 | W | H2H | Match data | Jul 14, 1971* | R16 | Swedish Open | ATP 250 | Clay |
| Francois Jauffret | 6-4 6-4 7-6 | W | H2H | Match data | Jul 13, 1971* | R32 | Swedish Open | ATP 250 | Clay |
| Tom Okker | 9-8 4-6 3-6 4-6 | L | H2H | Match data | Jun 25, 1971* | R64 | Wimbledon | Grand Slam | Grass |
| Gene Scott | 4-6 4-6 6-3 6-0 6-3 | W | H2H | Match data | Jun 23, 1971* | R128 | Wimbledon | Grand Slam | Grass |
| Stan Smith | 3-6 4-6 | L | H2H | Match data | Jun 18, 1971* | R16 | Queen's Club Championships | ATP 250 | Grass |
| Charlie Pasarell | 6-2 6-2 | W | H2H | Match data | Jun 17, 1971* | R32 | Queen's Club Championships | ATP 250 | Grass |
| Hans Kary | 6-1 7-5 | W | H2H | Match data | Jun 16, 1971* | R64 | Queen's Club Championships | ATP 250 | Grass |
| Ken Rosewall | 6-7 6-2 1-6 | L | H2H | Match data | Jun 10, 1971* | R32 | Bristol | ATP 250 | Grass |
| Ilie Nastase | 6-4 2-6 2-6 2-6 | L | H2H | Match data | May 27, 1971* | R32 | Roland Garros | Grand Slam | Clay |
| Stan Smith | 4-6 6-3 7-9 4-6 | L | H2H | Match data | May 26, 1971* | R16 | Brussels | ATP 250 | Clay |
| Andre Thielemans | 6-3 6-1 | W | — | Match data | May 25, 1971* | R32 | Brussels | ATP 250 | Clay |
| Ross Case | 6-1 6-1 6-0 | W | H2H | Match data | May 25, 1971* | R64 | Roland Garros | Grand Slam | Clay |
| Patricio Rodriguez Chi | 6-0 6-4 6-2 | W | — | Match data | May 23, 1971* | R128 | Roland Garros | Grand Slam | Clay |
| Mark Cox | 1-6 2-6 | L | H2H | Match data | May 18, 1971* | R32 | Tehran Wct | ATP 250 | Clay |
| Arthur Ashe | 0-6 1-6 | L | H2H | Match data | May 5, 1971* | R16 | Dallas Wct | ATP 250 | Carpet |
| Nikola Pilic | 6-7 4-6 | L | H2H | Match data | May 5, 1971* | R64 | Italian Open | ATP 250 | Clay |
| Allan Stone | 6-0 6-7 7-6 | W | H2H | Match data | May 4, 1971* | R32 | Dallas Wct | ATP 250 | Carpet |
| Arthur Ashe | 4-6 4-6 | L | H2H | Match data | May 3, 1971* | QF | Chicago Wct | ATP 250 | Carpet |
| Phil Dent | 6-3 5-7 7-6 | W | H2H | Match data | May 2, 1971* | R16 | Chicago Wct | ATP 250 | Carpet |
| Bob Lutz | 4-6 6-4 6-1 | W | H2H | Match data | May 1, 1971* | R32 | Chicago Wct | ATP 250 | Carpet |
| Harold Solomon | 2-6 6-1 6-7 | L | H2H | Match data | Apr 24, 1971* | R16 | Houston | ATP 250 | Clay |
| Joaquin Loyo Mayo | 6-1 7-6 | W | — | Match data | Apr 23, 1971* | R32 | Houston | ATP 250 | Clay |
| Cliff Drysdale | 6-7 6-1 4-6 6-1 3-6 | L | H2H | Match data | Apr 9, 1971* | R16 | South African Open | ATP 250 | Hard |
| Jackie Saul | 6-2 6-4 7-5 | W | — | Match data | Apr 8, 1971* | R32 | South African Open | ATP 250 | Hard |
| Fred Stolle | 5-7 1-6 | L | H2H | Match data | Apr 7, 1971* | R32 | Miami Open | ATP 250 | Hard |
| Basil Wheeler | 6-4 6-4 6-3 | W | — | Match data | Apr 7, 1971* | R64 | South African Open | ATP 250 | Hard |
| Arthur Ashe | 4-6 1-6 7-6 6-0 5-7 | L | H2H | Match data | Mar 13, 1971* | R32 | Australian Open | Grand Slam | Grass |
| Bob Giltinan | 7-6 6-7 1-6 7-6 1-6 | L | H2H | Match data | Mar 11, 1971* | R16 | ASB Classic | ATP 250 | Hard |
| John Feaver | 7-6 6-2 6-4 | W | — | Match data | Mar 11, 1971* | R64 | Australian Open | Grand Slam | Grass |
| Allan Burns | 6-1 6-0 6-3 | W | — | Match data | Mar 10, 1971* | R32 | ASB Classic | ATP 250 | Hard |
| Rod Laver | 0-6 4-6 | L | H2H | Match data | Feb 12, 1971* | R32 | Philadelphia Wct | ATP 250 | Carpet |
| Andres Gimeno | 3-6 2-6 | L | H2H | Match data | Nov 19, 1970* | R32 | Wembley | ATP 250 | Carpet |
| Jan Kodes | 3-6 3-6 6-0 1-6 | L | H2H | Match data | Nov 13, 1970* | QF | Argentina Open | ATP 250 | Clay |
| Guillermo Vilas | 6-3 6-1 6-3 | W | H2H | Match data | Nov 12, 1970* | R16 | Argentina Open | ATP 250 | Clay |
| Roy Emerson | 2-6 4-6 | L | H2H | Match data | Nov 12, 1970* | R32 | Paris Masters | ATP 250 | Carpet |
| Eduardo Cisneros | 6-0 6-3 6-2 | W | — | Match data | Nov 11, 1970* | R32 | Argentina Open | ATP 250 | Clay |
| Mark Cox | 6-3 8-10 4-6 | L | H2H | Match data | Nov 5, 1970* | R16 | Stockholm Open | ATP 250 | Hard |
| Nikola Pilic | 13-11 3-6 6-4 | W | H2H | Match data | Nov 4, 1970* | R32 | Stockholm Open | ATP 250 | Hard |
| Jim Osborne | 2-6 3-6 | L | H2H | Match data | Oct 22, 1970* | R16 | Phoenix | ATP 250 | Hard |
| Mike Kreiss | 6-4 6-4 | W | H2H | Match data | Oct 21, 1970* | R32 | Phoenix | ATP 250 | Hard |
| Arthur Ashe | 6-3 3-6 1-6 | L | H2H | Match data | Oct 2, 1970* | R16 | Berkeley | ATP 250 | Hard |
| Barry Mackay | 6-3 7-6 | W | H2H | Match data | Oct 1, 1970* | R32 | Berkeley | ATP 250 | Hard |
| Rick Fisher | 6-3 6-3 | W | H2H | Match data | Sep 30, 1970* | R64 | Berkeley | ATP 250 | Hard |
| Ron Holmberg | 6-7 6-3 6-7 | L | — | Match data | Sep 21, 1970* | R64 | Los Angeles Open | ATP 250 | Hard |
| Brian Fairlie | 6-4 7-6 2-6 0-6 5-7 | L | H2H | Match data | Sep 8, 1970* | R32 | US Open | Grand Slam | Grass |
| Terry Addison | 6-1 6-4 6-1 | W | H2H | Match data | Sep 6, 1970* | R64 | US Open | Grand Slam | Grass |
| Jean Loup Rouyer | 6-7 6-3 2-6 7-5 7-6 | W | H2H | Match data | Sep 4, 1970* | R128 | US Open | Grand Slam | Grass |
| Jaime Fillol | 6-2 7-6 6-3 | W | H2H | Match data | Aug 23, 1970* | F | Merion | ATP 250 | Grass |
| Brian Fairlie | 6-3 6-3 7-6 | W | H2H | Match data | Aug 22, 1970* | SF | Merion | ATP 250 | Grass |
| Cliff Drysdale | 6-2 5-7 6-4 | W | H2H | Match data | Aug 22, 1970* | QF | Merion | ATP 250 | Grass |
| Onny Parun | 6-4 7-6 | W | H2H | Match data | Aug 21, 1970* | R16 | Merion | ATP 250 | Grass |
| Premjit Lall | 6-3 6-3 | W | H2H | Match data | Aug 20, 1970* | R32 | Merion | ATP 250 | Grass |
| Stan Smith | 6-0 4-6 2-6 | L | H2H | Match data | Aug 19, 1970* | QF | Columbus | ATP 250 | Hard |
| Fred Mcnair | 7-6 6-3 | W | — | Match data | Aug 19, 1970* | R64 | Merion | ATP 250 | Grass |
| Rod Laver | 1-6 2-6 | L | H2H | Match data | Aug 14, 1970* | QF | U.S. Pro Tennis Championships | ATP 250 | Hard |
| Andres Gimeno | 6-1 4-6 6-2 | W | H2H | Match data | Aug 13, 1970* | R16 | U.S. Pro Tennis Championships | ATP 250 | Hard |
| Allan Stone | 7-6 6-4 | W | H2H | Match data | Aug 12, 1970* | R32 | U.S. Pro Tennis Championships | ATP 250 | Hard |
| Cliff Richey | 3-6 10-8 3-6 | L | H2H | Match data | Jul 30, 1970* | R32 | U.S. Men's Clay Court Championship | ATP 250 | Clay |
| Cliff Richey | 3-6 10-8 3-6 | L | H2H | Match data | Jul 30, 1970* | R32 | Indianapolis | ATP 250 | Clay |
| Roscoe Tanner | 10-8 2-6 7-5 | W | H2H | Match data | Jul 29, 1970* | R64 | Indianapolis | ATP 250 | Clay |
| Roscoe Tanner | 10-8 2-6 7-5 | W | H2H | Match data | Jul 29, 1970* | R64 | U.S. Men's Clay Court Championship | ATP 250 | Clay |
| Clark Graebner | 6-4 2-6 7-9 | L | H2H | Match data | Jul 25, 1970* | R16 | Cincinnati Open | ATP 500 | Clay |
| Joaquin Loyo Mayo | 8-6 6-1 | W | — | Match data | Jul 23, 1970* | R32 | Cincinnati Open | ATP 500 | Clay |
| Gary Rose | 6-4 6-4 | W | — | Match data | Jul 22, 1970* | R64 | Cincinnati Open | ATP 500 | Clay |
| Mike Estep | 4-6 8-6 6-8 | L | H2H | Match data | Jul 20, 1970* | R64 | Washington Open | ATP 250 | Hard |
| Tony Roche | 4-6 3-6 2-6 | L | H2H | Match data | Jun 26, 1970* | R64 | Wimbledon | Grand Slam | Grass |
| Roger Dowdeswell | 5-7 6-1 3-6 6-1 7-5 | W | H2H | Match data | Jun 24, 1970* | R128 | Wimbledon | Grand Slam | Grass |
| Stan Smith | 4-6 4-6 | L | H2H | Match data | Jun 18, 1970* | R32 | Queen's Club Championships | ATP 250 | Grass |
| Antonio Munoz | 2-6 6-2 6-4 | W | H2H | Match data | Jun 17, 1970* | R64 | Queen's Club Championships | ATP 250 | Grass |
| Robert Maud | 4-6 5-7 | L | H2H | Match data | Jun 13, 1970* | SF | Beckenham | ATP 250 | Grass |
| Hank Irvine | 7-5 11-9 | W | — | Match data | Jun 13, 1970* | QF | Beckenham | ATP 250 | Grass |
| Keith Diepraam | 6-2 6-1 | W | — | Match data | Jun 12, 1970* | R16 | Beckenham | ATP 250 | Grass |
| Stephen Warboys | 6-4 6-3 | W | H2H | Match data | Jun 11, 1970* | R32 | Beckenham | ATP 250 | Grass |
| Eduardo Gorostiaga | 6-3 6-4 | W | H2H | Match data | Jun 10, 1970* | R64 | Beckenham | ATP 250 | Grass |
| Tom Okker | 0-6 0-6 1-6 | L | H2H | Match data | May 16, 1970* | R16 | Brussels | ATP 250 | Clay |
| Frew Mcmillan | 6-4 6-3 | W | H2H | Match data | May 15, 1970* | R32 | Brussels | ATP 250 | Clay |
| Martin Mulligan | 9-11 3-6 6-1 0-6 | L | — | Match data | May 7, 1970* | R32 | Roland Garros | Grand Slam | Clay |
| Patricio Cornejo | 7-5 6-4 6-2 | W | H2H | Match data | May 5, 1970* | R64 | Roland Garros | Grand Slam | Clay |
| Pierre Joly | 6-2 6-2 6-2 | W | H2H | Match data | May 3, 1970* | R128 | Roland Garros | Grand Slam | Clay |
| Tom Okker | 1-6 4-6 3-6 | L | H2H | Match data | Jan 31, 1970* | SF | ASB Classic | ATP 250 | Grass |
| Nikola Pilic | 6-4 0-6 6-4 2-6 6-4 | W | H2H | Match data | Jan 31, 1970* | QF | ASB Classic | ATP 250 | Grass |
| Arthur Ashe | 8-6 3-6 4-6 2-6 | L | H2H | Match data | Jan 30, 1970* | QF | Australian Open | Grand Slam | Grass |
| Richard Hawkes | 6-4 6-2 6-4 | W | H2H | Match data | Jan 30, 1970* | R16 | ASB Classic | ATP 250 | Grass |
| Bill Tym | 6-4 6-0 (ret.) | W | — | Match data | Jan 29, 1970* | R32 | ASB Classic | ATP 250 | Grass |
| Nikola Pilic | 7-5 6-4 5-7 7-5 | W | H2H | Match data | Jan 28, 1970* | R16 | Australian Open | Grand Slam | Grass |
| Barry Phillips Moore | 8-6 6-4 1-6 7-5 | W | — | Match data | Jan 25, 1970* | R32 | Australian Open | Grand Slam | Grass |
| Roger Taylor | 4-6 4-6 | L | H2H | Match data | Jan 14, 1970* | R16 | Melbourne | ATP 250 | Grass |
| Richard Russell | (w/o) | W | H2H | Match data | Jan 13, 1970* | R32 | Melbourne | ATP 250 | Grass |
| Allan Stone | 8-6 4-6 6-3 6-3 | W | H2H | Match data | Dec 7, 1969* | F | Adelaide International | ATP 250 | Grass |
| John Alexander | 3-6 6-3 6-4 6-4 | W | H2H | Match data | Dec 6, 1969* | SF | Adelaide International | ATP 250 | Grass |
| Bob Giltinan | 6-1 3-6 8-10 6-3 6-4 | W | H2H | Match data | Dec 6, 1969* | QF | Adelaide International | ATP 250 | Grass |
| Ross Case | 6-3 8-6 | W | H2H | Match data | Dec 5, 1969* | R16 | Adelaide International | ATP 250 | Grass |
| Tom Kreiss | 8-6 6-3 | W | H2H | Match data | Dec 4, 1969* | R32 | Adelaide International | ATP 250 | Grass |
| Allen Monahan | 6-1 6-1 | W | — | Match data | Dec 3, 1969* | R64 | Adelaide International | ATP 250 | Grass |
| Jim Mcmanus | 6-8 1-6 | L | H2H | Match data | Oct 2, 1969* | R32 | Berkeley | ATP 250 | Hard |
| John Newcombe | 1-6 1-6 | L | H2H | Match data | Sep 23, 1969* | R32 | Los Angeles Open | ATP 250 | Hard |
| Ray Keldie | 6-3 6-3 | W | H2H | Match data | Sep 22, 1969* | R64 | Los Angeles Open | ATP 250 | Hard |
| Richard Gonzalez | 2-6 6-3 3-6 6-3 4-6 | L | — | Match data | Aug 31, 1969* | R64 | US Open | Grand Slam | Grass |
| Bob Carmichael | 7-5 2-6 7-5 6-4 | W | H2H | Match data | Aug 29, 1969* | R128 | US Open | Grand Slam | Grass |
| Stan Smith | 6-3 3-6 2-6 6-3 10-12 | L | H2H | Match data | Aug 22, 1969* | QF | Boston | ATP 250 | Grass |
| Bob Mckinley | 6-4 4-6 6-3 | W | — | Match data | Aug 21, 1969* | R16 | Boston | ATP 250 | Grass |
| Tom Gorman | 6-4 6-3 | W | H2H | Match data | Aug 20, 1969* | R32 | Boston | ATP 250 | Grass |
| John Schaefer | 6-1 6-2 | W | — | Match data | Aug 18, 1969* | R64 | Boston | ATP 250 | Grass |
| Bob Carmichael | 4-6 6-8 3-6 | L | H2H | Match data | Aug 16, 1969* | SF | Haverford | ATP 250 | Grass |
| Charlie Pasarell | 11-9 6-4 | W | H2H | Match data | Aug 16, 1969* | QF | Haverford | ATP 250 | Grass |
| Roy Barth | 6-2 6-4 | W | H2H | Match data | Aug 15, 1969* | R16 | Haverford | ATP 250 | Grass |
| Patrick Proisy | 6-4 6-2 | W | H2H | Match data | Aug 14, 1969* | R32 | Haverford | ATP 250 | Grass |
| Zeljko Franulovic | 4-6 7-9 4-6 | L | H2H | Match data | Aug 14, 1969* | R32 | Hamburg Open | ATP 250 | Clay |
| Uwe Gottschalk | 6-2 6-3 6-3 | W | — | Match data | Aug 13, 1969* | R64 | Hamburg Open | ATP 250 | Clay |
| Bill Colson | 6-2 6-4 | W | — | Match data | Aug 13, 1969* | R64 | Haverford | ATP 250 | Grass |
| Christian Kuhnke | 4-6 6-1 1-6 4-6 | L | H2H | Match data | Jul 26, 1969* | SF | Munich Open | ATP 250 | Clay |
| Ivan Molina | 6-1 6-1 | W | H2H | Match data | Jul 26, 1969* | QF | Munich Open | ATP 250 | Clay |
| Peter Pokorny | 6-4 6-3 | W | H2H | Match data | Jul 25, 1969* | R16 | Munich Open | ATP 250 | Clay |
| Jock Eitel Reetz | 6-2 6-3 | W | — | Match data | Jul 24, 1969* | R32 | Munich Open | ATP 250 | Clay |
| Nikola Pilic | 6-2 6-8 3-6 | L | H2H | Match data | Jul 12, 1969* | QF | Dublin | ATP 250 | Grass |
| Jim Buckley | 6-4 6-2 | W | — | Match data | Jul 11, 1969* | R16 | Dublin | ATP 250 | Grass |
| Peter Ledbetter | 6-0 6-2 | W | — | Match data | Jul 10, 1969* | R32 | Dublin | ATP 250 | Grass |
| Clark Graebner | 4-6 6-8 3-6 | L | H2H | Match data | Jun 25, 1969* | R128 | Wimbledon | Grand Slam | Grass |
| Bob Hewitt | 1-6 4-6 | L | H2H | Match data | Jun 18, 1969* | R64 | Queen's Club Championships | ATP 250 | Grass |
| Nicola Spear | (w/o) | W | H2H | Match data | Jun 17, 1969* | R128 | Queen's Club Championships | ATP 250 | Grass |
| Hans Nerell | 0-6 1-6 6-3 4-6 | L | — | Match data | May 30, 1969* | R128 | Roland Garros | Grand Slam | Clay |
| Stan Smith | 3-6 6-8 | L | H2H | Match data | Apr 26, 1969* | QF | Dallas | ATP 250 | Carpet |
| Hans Joachim Ploetz | 7-5 6-2 | W | H2H | Match data | Apr 25, 1969* | R16 | Dallas | ATP 250 | Carpet |
| Pancho Guzman | 8-6 1-6 2-6 | L | — | Match data | Apr 17, 1969* | R32 | Houston | ATP 250 | Clay |
| Brian Fairlie | 3-6 1-6 | L | H2H | Match data | Apr 3, 1969* | R32 | San Juan | ATP 250 | Hard |
| Marty Riessen | 2-6 1-6 | L | H2H | Match data | Mar 27, 1969* | R32 | New York | ATP 250 | Carpet |
| Arthur Ashe | 3-6 2-6 | L | H2H | Match data | Mar 22, 1969* | QF | St. Petersburg | ATP 250 | Clay |
| Jim Mcmanus | 6-4 6-0 | W | H2H | Match data | Mar 21, 1969* | R16 | St. Petersburg | ATP 250 | Clay |
| Onny Parun | 6-1 6-2 | W | H2H | Match data | Mar 20, 1969* | R32 | St. Petersburg | ATP 250 | Clay |
| Cliff Richey | 7-5 1-6 1-6 | L | H2H | Match data | Mar 1, 1969* | SF | Curacao | ATP 250 | Hard |
| Ingo Buding | 6-2 6-2 | W | — | Match data | Mar 1, 1969* | QF | Curacao | ATP 250 | Hard |
| Kenneth Hennep | 6-0 6-1 | W | — | Match data | Feb 28, 1969* | R16 | Curacao | ATP 250 | Hard |
| Andres Gimeno | 2-6 9-11 2-6 | L | H2H | Match data | Feb 2, 1969* | SF | Australian Open | Grand Slam | Grass |
| Thomas Lejus | 3-6 4-6 6-4 1-6 | L | — | Match data | Feb 2, 1969* | R16 | ASB Classic | ATP 250 | Grass |
| Bill Bowrey | 9-11 2-6 6-0 6-3 6-4 | W | H2H | Match data | Jan 31, 1969* | QF | Australian Open | Grand Slam | Grass |
| Thomas Lejus | 6-2 6-1 6-3 | W | — | Match data | Jan 29, 1969* | R16 | Australian Open | Grand Slam | Grass |
| John Alexander | 6-2 10-8 6-4 | W | H2H | Match data | Jan 26, 1969* | R32 | Australian Open | Grand Slam | Grass |
| Sutarjo Sugiarto | 6-1 6-0 6-2 | W | — | Match data | Jan 24, 1969* | R64 | Australian Open | Grand Slam | Grass |
| Arthur Ashe | 2-6 4-6 4-6 | L | H2H | Match data | Jan 11, 1969* | SF | Melbourne | ATP 250 | Grass |
| Bob Lutz | 6-3 6-1 6-2 | W | H2H | Match data | Jan 11, 1969* | QF | Melbourne | ATP 250 | Grass |
| Phil Dent | 6-3 6-4 5-7 6-4 | W | H2H | Match data | Jan 10, 1969* | R16 | Melbourne | ATP 250 | Grass |
| Graham Stilwell | 3-6 6-8 7-5 7-5 6-2 | W | H2H | Match data | Jan 5, 1969* | F | Hobart | ATP 250 | Grass |
| Dick Crealy | 20-18 4-6 9-7 6-1 | W | H2H | Match data | Jan 4, 1969* | SF | Hobart | ATP 250 | Grass |
| Mal Anderson | 3-6 5-7 3-6 | L | H2H | Match data | Jan 4, 1969* | QF | Hobart | ATP 250 | Grass |
| Remzi Aydin | 6-0 6-0 | W | — | Match data | Jan 4, 1969* | QF | Hobart | ATP 250 | Grass |
| Philip Holton | 6-2 6-1 | W | — | Match data | Jan 3, 1969* | R16 | Hobart | ATP 250 | Grass |
| Ross Case | 9-7 6-3 | W | H2H | Match data | Jan 3, 1969* | R16 | Hobart | ATP 250 | Grass |
| Brendan O'Shea | 6-1 8-6 | W | — | Match data | Jan 2, 1969* | R32 | Hobart | ATP 250 | Grass |
| Bill Lloyd | 6-4 6-3 | W | — | Match data | Jan 2, 1969* | R32 | Hobart | ATP 250 | Grass |
| Arthur Ashe | 6-8 4-6 8-6 6-8 | L | H2H | Match data | Dec 14, 1968* | SF | Brisbane | ATP 250 | Grass |
| Charlie Pasarell | 4-6 10-8 6-8 6-2 6-1 | W | H2H | Match data | Dec 14, 1968* | QF | Brisbane | ATP 250 | Grass |
| Onny Parun | 6-4 6-4 | W | H2H | Match data | Dec 13, 1968* | R16 | Brisbane | ATP 250 | Grass |
| Antonio Munoz | 6-4 6-4 | W | H2H | Match data | Dec 12, 1968* | R32 | Brisbane | ATP 250 | Grass |
Estimated from the tournament schedule where an exact match date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Mapping details.