| Matches | | | 27-05-1969 22:00 |  |  Patricio Rodriguez Chi:patricio-rodriguez-chi-32_tag | 4 : 1 |  Thomas Lejus:thomas-lejus-9802_tag |
| | | | 27-05-1969 22:00 | |  Premjit Lall:premjit-lall-51_tag | 4 : 1 |  Sever Dron:sever-dron-9731_tag |
| | | | 27-05-1969 22:00 | |   Barry Phillips Moore:barry-phillips-moore-25_tag | 3 : 0 |  Francois Pierson:francois-pierson-10161_tag |
| | | | 27-05-1969 22:00 | |  Earl Butch Buchholz:earl-butch-buchholz-48_tag | 3 : 0 |  Gaetano Di Maso:gaetano-di-maso-10158_tag |
| | | | 27-05-1969 22:00 | | Zan Guerry:zan-guerry-175_tag | 5 : 2 |  Hans Jaochim Plotz:hans-jaochim-plotz-85_tag |
| | | | 27-05-1969 22:00 | |   Zeljko Franulovic:zeljko-franulovic-141_tag | 3 : 0 | Bernard De Troye:bernard-de-troye-9753_tag |
| | | | 27-05-1969 22:00 | | Peter Marmureanu:peter-marmureanu-9761_tag | 3 : 0 |  Nicola Pietrangeli:nicola-pietrangeli-12_tag |
| | | | 27-05-1969 22:00 | |  Arthur Ashe:arthur-ashe-74_tag | 3 : 0 |  Harry Fauquier:harry-fauquier-9939_tag |
| | | | 27-05-1969 22:00 | |  Han Jurgen Pohmann:han-jurgen-pohmann-137_tag | 3 : 0 |  Adriano Panatta:adriano-panatta-214_tag |
| | | | 27-05-1969 22:00 | | Bob Howe:bob-howe-9763_tag | 3 : 0 |  Andrzej Licis:andrzej-licis-10108_tag |
| | | | 27-05-1969 22:00 | |  Jairo Velasco:jairo-velasco-9751_tag | 3 : 0 |  Davor Stolcer:davor-stolcer-10164_tag |
| | | | 27-05-1969 22:00 | |  Cliff Richey:cliff-richey-128_tag | 3 : 0 |  David Lloyd:david-lloyd-152_tag |
| | | | 27-05-1969 22:00 | |  Tadeusz Nowicki:tadeusz-nowicki-8328_tag | 1 : 0 |  Pancho Guzman:pancho-guzman-9729_tag |
| | | | 27-05-1969 22:00 | |  Ion Tiriac:ion-tiriac-35_tag | 3 : 0 |   Nicholas Kalogeropoulos:nicholas-kalogeropoulos-97_tag |
| | | | 27-05-1969 22:00 | | Jean Claude Barclay:jean-claude-barclay-71_tag | 3 : 0 |  Geoff Masters:geoff-masters-219_tag |
| | | | 27-05-1969 22:00 | |   Tom Okker:tom-okker-84_tag | 3 : 0 | Bernard Paul:bernard-paul-9744_tag |
| | | | 27-05-1969 22:00 | |  Patrick Hombergen:patrick-hombergen-123_tag | 5 : 2 |  John Alexander:john-alexander-244_tag |
| | | | 27-05-1969 22:00 | | Fred Stolle:fred-stolle-30_tag | 3 : 0 | Claude De Gronckel:claude-de-gronckel-9747_tag |
| | | | 27-05-1969 22:00 | | Phil Dent:phil-dent-203_tag | 5 : 2 |  Taghi Akbari:taghi-akbari-8329_tag |
| | | | 27-05-1969 22:00 | |  John Newcombe:john-newcombe-87_tag | 3 : 0 |  Charlie Pasarell:charlie-pasarell-81_tag |
| | | | 27-05-1969 22:00 | |  Francois Jauffret:francois-jauffret-62_tag | 4 : 1 | Tom Edlefsen:tom-edlefsen-61_tag |
| | | | 27-05-1969 22:00 | | Stanley Matthews:stanley-matthews-9795_tag | 5 : 2 |  Ilie Nastase:ilie-nastase-119_tag |
| | | | 27-05-1969 22:00 | |  Dennis Ralston:dennis-ralston-69_tag | 5 : 2 |  Patrick Proisy:patrick-proisy-185_tag |
| | | | 27-05-1969 22:00 | |  Andres Gimeno:andres-gimeno-26_tag | 1 : 0 | Nicola Spear:nicola-spear-83_tag |
| | | | 27-05-1969 22:00 | | Jean Loup Rouyer:jean-loup-rouyer-7295_tag | 3 : 0 |  Abe Segal:abe-segal-7_tag |
| | | | 27-05-1969 22:00 | | Allan Stone:allan-stone-105_tag | 3 : 0 | Mohammad Hossein Akbari:mohammad-hossein-akbari-7811_tag |
| | | | 27-05-1969 22:00 | |  Manuel Orantes:manuel-orantes-174_tag | 4 : 1 |   Torben Ulrich:torben-ulrich-11_tag |
| | | | 27-05-1969 22:00 | |  Rod Laver:rod-laver-29_tag | 3 : 0 |  Koji Watanabe:koji-watanabe-9805_tag |
| | | | 27-05-1969 22:00 | |   Vladimir Zednik:vladimir-zednik-130_tag | 3 : 0 |  Anton Ivanov:anton-ivanov-6550_tag |
| | | | 27-05-1969 22:00 | |  William Alvarez:william-alvarez-9762_tag | 1 : 0 |  Lance Lumsden:lance-lumsden-9764_tag |
| | | | 27-05-1969 22:00 | | John Bartlett:john-bartlett-158_tag | 5 : 2 | Ivan Molina:ivan-molina-118_tag |
| | | | 27-05-1969 22:00 | |   Istvan Gulyas:istvan-gulyas-9_tag | 4 : 1 | Tom Gorman:tom-gorman-127_tag |
| | | | 27-05-1969 22:00 | |  Tony Roche:tony-roche-100_tag | 1 : 0 | Chiraid Mukherjea:chiraid-mukherjea-312_tag |
| | | | 27-05-1969 22:00 | | Robert Maud:robert-maud-120_tag | 3 : 0 | Zlatko Ivancic:zlatko-ivancic-8565_tag |
| | | | 27-05-1969 22:00 | |  Roy Emerson:roy-emerson-22_tag | 5 : 2 |  Raymond Moore:raymond-moore-121_tag |
| | | | 27-05-1969 22:00 | | Frew Mcmillan:frew-mcmillan-67_tag | 3 : 0 |   Onny Parun:onny-parun-135_tag |
| | | | 27-05-1969 22:00 | |  Bob Hewitt:bob-hewitt-40_tag | 3 : 0 |  Ron Holmberg:ron-holmberg-9803_tag |
| | | | 27-05-1969 22:00 | | Pierre Barthes:pierre-barthes-57_tag | 3 : 0 | Jose Luis Arillla:jose-luis-arillla-9859_tag |
| | | | 27-05-1969 22:00 | | Pietro Marzano:pietro-marzano-8007_tag | 3 : 0 |  Michael Hickey:michael-hickey-10163_tag |
| | | | 27-05-1969 22:00 | |  Jan Kukal:jan-kukal-70_tag | 3 : 1 | Robert Haillet:robert-haillet-10162_tag |
| | | | 27-05-1969 22:00 | |  Bill Bowrey:bill-bowrey-79_tag | 3 : 0 | Vittorio Crotta:vittorio-crotta-9772_tag |
| | | | 27-05-1969 22:00 | |  Ken Rosewall:ken-rosewall-16_tag | 3 : 0 | Michele Leclercq:michele-leclercq-9726_tag |
| | | | 27-05-1969 22:00 | | Terry Ryan:terry-ryan-65_tag | 5 : 2 | Alex Metreveli:alex-metreveli-92_tag |
| | | | 27-05-1969 22:00 | |  Marty Riessen:marty-riessen-60_tag | 3 : 0 | Bernard Montrenaud:bernard-montrenaud-6602_tag |
| | | | 27-05-1969 22:00 | | Wieslaw Gasiorek:wieslaw-gasiorek-19_tag | 5 : 2 | Daniel Contet:daniel-contet-77_tag |
| | | | 27-05-1969 22:00 | |  Milan Holecek:milan-holecek-76_tag | 1 : 0 |  Roger Taylor:roger-taylor-58_tag |
| | | | 27-05-1969 22:00 | |   Ismail El Shafei:ismail-el-shafei-148_tag | 3 : 0 | John Barrett:john-barrett-9728_tag |
| | | | 27-05-1969 22:00 | |  Nikola Pilic:nikola-pilic-37_tag | 3 : 0 | Keith Wooldridge:keith-wooldridge-9799_tag |
| | | | 27-05-1969 22:00 | |  Jan Kodes:jan-kodes-113_tag | 3 : 0 | Eric Drossart:eric-drossart-9741_tag |
| | | | 27-05-1969 22:00 | |  Hans Nerell:hans-nerell-10159_tag | 4 : 1 |  Ray Ruffels:ray-ruffels-114_tag |
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