| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1986 | US Open | R128 | Kris Kinney | 26? | United States |
| 1986 | US Open | R128 | Susan Leo | 24 | Australia |
| 1986 | US Open | R128 | Leigh-Anne Thompson | 22 | United States |
| 1986 | US Open | R128 | Susan Sloane | 15 | United States |
| 1986 | US Open | R128 | Niurka Sodupe | 17 | United States |
| 1986 | US Open | R128 | Penny Barg | n/a | United States |
| 1986 | US Open | R128 | Dianne Van Rensburg | 18 | South Africa |
| 1986 | US Open | R128 | Petra Huber | 20 | Austria |
| 1986 | US Open | R128 | Carling Bassett-Seguso | 18 | Canada |
| 1986 | US Open | R128 | JoAnne Russell | 31 | United States |
| 1986 | US Open | R128 | Mariana Pérez Roldán | 18 | Argentina |
| 1986 | US Open | R128 | Vicki Nelson-Dunbar | 23 | United States |
| 1986 | US Open | R128 | Lea Antonoplis | 27 | United States |
| 1986 | US Open | R128 | Etsuko Inoue | 21 | Japan |
| 1986 | US Open | R128 | Paula Smith | 29 | United States |
| 1986 | US Open | R128 | Angeliki Kanellopoulous | 20 | Greece |
| 1986 | US Open | R128 | Andrea Holíková | 18 | Czechoslovakia |
| 1986 | US Open | R128 | Kathy Rinaldi | 19 | United States |
| 1986 | US Open | R128 | Julie Richardson | 19 | New Zealand |
| 1986 | US Open | R128 | Lori McNeil | 22 | United States |
| 1986 | US Open | R128 | Kate Gompert | 23 | United States |
| 1986 | US Open | R128 | Tami Whitlinger | 17 | United States |
| 1986 | US Open | R128 | Isabelle Demongeot | 19 | France |
| 1986 | US Open | R128 | Niege Dias | 19 | Brazil |
| 1986 | US Open | R128 | Isabel Cueto | 17 | West Germany |
| 1986 | US Open | R128 | Sharon Walsh | 34 | United States |
| 1986 | US Open | R128 | Barbara Gerken | 22 | United States |
| 1986 | Wimbledon | W | Boris Becker | 18 | West Germany |
| 1986 | Wimbledon | W | Martina Navratilova | 29 | United States |
| 1986 | Wimbledon | F | Ivan Lendl | 26 | Czechoslovakia |
| 1986 | Wimbledon | F | Hana Mandlíková | 24 | Czechoslovakia |
| 1986 | Wimbledon | S | Henri Leconte | 22 | France |
| 1986 | Wimbledon | S | Slobodan Živojinović | 22 | Yugoslavia |
| 1986 | Wimbledon | S | Chris Evert | 31 | United States |
| 1986 | Wimbledon | S | Gabriela Sabatini | 16 | Argentina |
| 1986 | Wimbledon | Q | Ramesh Krishnan | 25 | India |
| 1986 | Wimbledon | Q | Miloslav Mecir Sr. | 32 | Czechoslovakia |
| 1986 | Wimbledon | Q | Pat Cash | 21 | Australia |
| 1986 | Wimbledon | Q | Tim Mayotte | 25 | United States |
| 1986 | Wimbledon | Q | Bettina Bunge | 23 | West Germany |
| 1986 | Wimbledon | Q | Helena Suková | 21 | Czechoslovakia |
| 1986 | Wimbledon | Q | Lori McNeil | 22 | United States |
| 1986 | Wimbledon | Q | Catarina Lindqvist | 23 | Sweden |
| 1986 | Wimbledon | R16 | Mikael Pernfors | 22 | Sweden |
| 1986 | Wimbledon | R16 | Eric Jelen | 21 | West Germany |
| 1986 | Wimbledon | R16 | Mats Wilander | 21 | Sweden |
| 1986 | Wimbledon | R16 | Eddie Edwards | 29 | South Africa |
| 1986 | Wimbledon | R16 | Matt Anger | 23 | United States |
| 1986 | Wimbledon | R16 | Brad Gilbert | 24 | United States |
| 1986 | Wimbledon | R16 | Christo van Rensburg | 23 | South Africa |
Open Era Grand Slam Tennis