Match log updated: 2026-08-31 13:51 UTC
Paul Annacone — ATP Match Log
Main draw matches: 291 | W: 160 | L: 131 | Win %: 55.0%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Trey Waltke | 3-6 5-7 | L | H2H | Match data | Aug 19, 1982* | R32 | Stowe | ATP 250 | Hard |
| Morris Skip Strode | 6-4 3-6 7-6 | W | H2H | Match data | Jul 7, 1983* | R32 | Newport | ATP 250 | Grass |
| Bruce Kleege | 6-4 6-7 6-1 | W | H2H | Match data | Jul 8, 1983* | R16 | Newport | ATP 250 | Grass |
| Tom Gullikson | 2-6 2-6 | L | — | Match data | Jul 9, 1983* | QF | Newport | ATP 250 | Grass |
| Jon Levine | 2-6 6-7 | L | H2H | Match data | Jul 13, 1983* | R64 | U.S. Pro Tennis Championships | ATP 250 | Clay |
| Chris Johnstone | 7-6 6-1 | W | H2H | Match data | Jul 28, 1983* | R32 | South Orange | ATP 250 | Clay |
| Libor Pimek | 3-6 5-7 | L | H2H | Match data | Jul 29, 1983* | R16 | South Orange | ATP 250 | Clay |
| Heinz Gunthardt | 7-6 7-6 | W | H2H | Match data | Oct 13, 1983* | R32 | Swiss Indoors | ATP 250 | Hard |
| Marko Ostoja | 6-3 7-6 | W | H2H | Match data | Oct 14, 1983* | R16 | Swiss Indoors | ATP 250 | Hard |
| Vitas Gerulaitis | 2-6 6-3 6-7 | L | H2H | Match data | Oct 15, 1983* | QF | Swiss Indoors | ATP 250 | Hard |
| Nick Saviano | 6-3 6-7 6-7 | L | H2H | Match data | Oct 27, 1983* | R32 | Cologne | ATP 250 | Carpet |
| Jonathan Smith | 7-6 6-3 6-4 | W | — | Match data | Jun 27, 1984* | R128 | Wimbledon | Grand Slam | Grass |
| Mark Dickson | 7-6 7-6 3-6 6-1 | W | H2H | Match data | Jun 29, 1984* | R64 | Wimbledon | Grand Slam | Grass |
| Christo Van Rensburg | 6-3 4-6 6-4 6-2 | W | H2H | Match data | Jul 1, 1984* | R32 | Wimbledon | Grand Slam | Grass |
| Johan Kriek | 6-3 6-2 6-4 | W | H2H | Match data | Jul 4, 1984* | R16 | Wimbledon | Grand Slam | Grass |
| Jimmy Connors | 2-6 4-6 2-6 | L | H2H | Match data | Jul 6, 1984* | QF | Wimbledon | Grand Slam | Grass |
| Ricardo Acuna | 7-6 6-3 | W | H2H | Match data | Jul 12, 1984* | R32 | Newport | ATP 250 | Grass |
| Russell Simpson | 2-6 7-6 7-6 | W | H2H | Match data | Jul 13, 1984* | R16 | Newport | ATP 250 | Grass |
| John Sadri | 5-7 4-6 | L | H2H | Match data | Jul 14, 1984* | QF | Newport | ATP 250 | Grass |
| Larry Stefanki | 4-6 3-6 | L | H2H | Match data | Aug 2, 1984* | R32 | Livingston | ATP 250 | Hard |
| Brian Teacher | 3-6 3-6 | L | H2H | Match data | Aug 16, 1984* | R32 | Columbus | ATP 250 | Hard |
| Ramesh Krishnan | 6-3 4-6 4-6 4-6 | L | H2H | Match data | Aug 30, 1984* | R128 | US Open | Grand Slam | Hard |
| Mike Leach | 6-2 6-7 7-6 | W | H2H | Match data | Sep 27, 1984* | R32 | Honolulu | ATP 250 | Hard |
| Dan Cassidy | 7-6 7-6 | W | H2H | Match data | Sep 28, 1984* | R16 | Honolulu | ATP 250 | Hard |
| Marty Davis | 3-6 5-7 | L | H2H | Match data | Sep 29, 1984* | QF | Honolulu | ATP 250 | Hard |
| Chris Lewis | 4-6 3-6 | L | H2H | Match data | Nov 22, 1984* | R32 | South African Open | ATP 250 | Hard |
| Andreas Maurer | 6-7 6-7 6-7 | L | H2H | Match data | Nov 30, 1984* | R64 | Australian Open | Grand Slam | Grass |
| Damir Keretic | 6-1 2-6 1-6 | L | H2H | Match data | Dec 12, 1984* | R64 | Sydney International | ATP 250 | Grass |
| Jay Lapidus | 4-6 7-6 6-4 | W | H2H | Match data | Feb 5, 1985* | R128 | Miami Open | ATP 500 | Hard |
| Miloslav Mecir | 6-2 7-6 | W | H2H | Match data | Feb 6, 1985* | R64 | Miami Open | ATP 500 | Hard |
| Scott Davis | 5-7 4-6 | L | H2H | Match data | Feb 7, 1985* | R32 | Miami Open | ATP 500 | Hard |
| Bill Scanlon | 7-6 6-7 6-3 | W | H2H | Match data | Feb 21, 1985* | R32 | Toronto Indoor | ATP 250 | Carpet |
| Kevin Curren | 6-7 3-6 | L | H2H | Match data | Feb 22, 1985* | R16 | Toronto Indoor | ATP 250 | Carpet |
| Tim Wilkison | 6-3 6-7 6-3 | W | H2H | Match data | Feb 28, 1985* | R32 | Houston | ATP 250 | Carpet |
| Kevin Curren | 4-6 6-7 | L | H2H | Match data | Mar 1, 1985* | R16 | Houston | ATP 250 | Carpet |
| Leif Shiras | 6-3 7-6 | W | H2H | Match data | Apr 4, 1985* | R32 | Chicago | ATP 250 | Carpet |
| Johan Kriek | 2-6 7-5 6-4 | W | H2H | Match data | Apr 5, 1985* | R16 | Chicago | ATP 250 | Carpet |
| John McEnroe | 6-4 4-6 1-6 | L | H2H | Match data | Apr 6, 1985* | QF | Chicago | ATP 250 | Carpet |
| Terry Moor | 6-3 7-5 | W | H2H | Match data | Apr 25, 1985* | R32 | Atlanta | ATP 250 | Carpet |
| John Sadri | 6-3 6-3 | W | H2H | Match data | Apr 26, 1985* | R16 | Atlanta | ATP 250 | Carpet |
| Brad Gilbert | 7-6 3-6 7-6 | W | H2H | Match data | Apr 27, 1985* | QF | Atlanta | ATP 250 | Carpet |
| Kevin Curren | (w/o) | W | H2H | Match data | Apr 27, 1985* | SF | Atlanta | ATP 250 | Carpet |
| John McEnroe | 6-7 6-7 2-6 | L | H2H | Match data | Apr 28, 1985* | F | Atlanta | ATP 250 | Carpet |
| Brad Gilbert | 6-3 6-3 | W | H2H | Match data | May 2, 1985* | R32 | Las Vegas | ATP 250 | Hard |
| Eliot Teltscher | 3-6 0-6 | L | H2H | Match data | May 3, 1985* | R16 | Las Vegas | ATP 250 | Hard |
| Florin Segarceanu | 5-7 7-6 6-7 2-6 | L | H2H | Match data | May 29, 1985* | R128 | Roland Garros | Grand Slam | Clay |
| Nduka Odizor | 6-1 6-7 6-4 | W | H2H | Match data | Jun 12, 1985* | R64 | Queen's Club Championships | ATP 250 | Grass |
| Tim Wilkison | 6-4 5-7 8-6 | W | H2H | Match data | Jun 13, 1985* | R32 | Queen's Club Championships | ATP 250 | Grass |
| Kevin Curren | 6-7 7-6 8-6 | W | H2H | Match data | Jun 14, 1985* | R16 | Queen's Club Championships | ATP 250 | Grass |
| Slobodan Zivojinovic | 6-7 1-6 | L | H2H | Match data | Jun 15, 1985* | QF | Queen's Club Championships | ATP 250 | Grass |
| Dan Goldie | 5-7 7-5 6-1 1-6 9-7 | W | H2H | Match data | Jun 26, 1985* | R128 | Wimbledon | Grand Slam | Grass |
| Joakim Nystrom | 5-7 5-7 3-6 | L | H2H | Match data | Jun 28, 1985* | R64 | Wimbledon | Grand Slam | Grass |
| Chip Hooper | 6-4 3-3 (ret.) | W | H2H | Match data | Jul 11, 1985* | R32 | Newport | ATP 250 | Grass |
| Derrick Rostagno | 6-4 6-4 | W | H2H | Match data | Jul 12, 1985* | R16 | Newport | ATP 250 | Grass |
| David Pate | 6-3 5-7 3-6 | L | H2H | Match data | Jul 13, 1985* | QF | Newport | ATP 250 | Grass |
| Jay Lapidus | 7-6 7-5 | W | H2H | Match data | Jul 25, 1985* | R32 | Livingston | ATP 250 | Hard |
| Chip Hooper | 6-1 4-6 7-6 | W | H2H | Match data | Jul 26, 1985* | R16 | Livingston | ATP 250 | Hard |
| Brad Gilbert | 3-6 2-6 | L | H2H | Match data | Jul 27, 1985* | QF | Livingston | ATP 250 | Hard |
| Huub Van Boeckel | 4-6 6-4 6-2 | W | — | Match data | Aug 7, 1985* | R64 | Stratton Mountain | ATP 250 | Hard |
| Brad Pearce | 6-2 6-0 | W | H2H | Match data | Aug 8, 1985* | R32 | Stratton Mountain | ATP 250 | Hard |
| David Pate | 7-6 6-3 | W | H2H | Match data | Aug 9, 1985* | R16 | Stratton Mountain | ATP 250 | Hard |
| John McEnroe | 2-6 3-6 | L | H2H | Match data | Aug 10, 1985* | QF | Stratton Mountain | ATP 250 | Hard |
| Marc Flur | 6-3 4-6 4-6 | L | H2H | Match data | Aug 14, 1985* | R64 | Canadian Open | ATP 500 | Hard |
| Tom Gullikson | 6-4 6-4 3-6 6-1 | W | — | Match data | Aug 29, 1985* | R128 | US Open | Grand Slam | Hard |
| Peter Fleming | 2-6 7-5 7-5 6-1 | W | H2H | Match data | Aug 31, 1985* | R64 | US Open | Grand Slam | Hard |
| Mats Wilander | 3-6 7-6 6-7 1-6 | L | H2H | Match data | Sep 2, 1985* | R32 | US Open | Grand Slam | Hard |
| Dan Goldie | 6-1 6-4 | W | H2H | Match data | Sep 19, 1985* | R32 | Los Angeles Open | ATP 250 | Hard |
| Vincent Van Patten | 7-6 6-3 | W | — | Match data | Sep 20, 1985* | R16 | Los Angeles Open | ATP 250 | Hard |
| Scott Davis | 6-4 6-2 | W | H2H | Match data | Sep 21, 1985* | QF | Los Angeles Open | ATP 250 | Hard |
| John McEnroe | (w/o) | W | H2H | Match data | Sep 21, 1985* | SF | Los Angeles Open | ATP 250 | Hard |
| Stefan Edberg | 7-6 6-7 7-6 | W | H2H | Match data | Sep 22, 1985* | F | Los Angeles Open | ATP 250 | Hard |
| Jim Grabb | 6-2 6-2 | W | H2H | Match data | Sep 26, 1985* | R32 | San Francisco | ATP 250 | Carpet |
| Matt Anger | 6-3 3-6 7-6 | W | H2H | Match data | Sep 27, 1985* | R16 | San Francisco | ATP 250 | Carpet |
| Tim Mayotte | 6-3 6-4 | W | H2H | Match data | Sep 28, 1985* | QF | San Francisco | ATP 250 | Carpet |
| Stefan Edberg | 2-6 6-3 1-6 | L | H2H | Match data | Sep 28, 1985* | SF | San Francisco | ATP 250 | Carpet |
| David Mustard | 6-3 6-7 7-6 | W | H2H | Match data | Oct 10, 1985* | R32 | Brisbane International | ATP 250 | Carpet |
| Peter Carter | 6-4 6-3 | W | H2H | Match data | Oct 11, 1985* | R16 | Brisbane International | ATP 250 | Carpet |
| Marty Davis | 6-7 7-6 6-4 | W | H2H | Match data | Oct 12, 1985* | QF | Brisbane International | ATP 250 | Carpet |
| Simon Youl | 6-1 7-6 | W | H2H | Match data | Oct 12, 1985* | SF | Brisbane International | ATP 250 | Carpet |
| Kelly Evernden | 6-3 6-3 | W | H2H | Match data | Oct 13, 1985* | F | Brisbane International | ATP 250 | Carpet |
| Nduka Odizor | 6-3 6-3 | W | H2H | Match data | Oct 17, 1985* | R32 | Sydney Indoor | ATP 250 | Hard |
| Kelly Evernden | 6-3 7-6 | W | H2H | Match data | Oct 18, 1985* | R16 | Sydney Indoor | ATP 250 | Hard |
| Chip Hooper | 4-6 6-3 6-4 | W | H2H | Match data | Oct 19, 1985* | QF | Sydney Indoor | ATP 250 | Hard |
| Ivan Lendl | 4-6 3-6 | L | H2H | Match data | Oct 19, 1985* | SF | Sydney Indoor | ATP 250 | Hard |
| Stuart Bale | 6-3 7-5 | W | H2H | Match data | Oct 24, 1985* | R32 | Melbourne Indoor | ATP 250 | Carpet |
| Tom Cain | 6-2 6-4 | W | H2H | Match data | Oct 25, 1985* | R16 | Melbourne Indoor | ATP 250 | Carpet |
| Wally Masur | 4-6 6-3 7-6 | W | H2H | Match data | Oct 26, 1985* | QF | Melbourne Indoor | ATP 250 | Carpet |
| Christo Van Rensburg | 6-7 6-4 6-3 | W | H2H | Match data | Oct 26, 1985* | SF | Melbourne Indoor | ATP 250 | Carpet |
| Marty Davis | 4-6 4-6 | L | H2H | Match data | Oct 27, 1985* | F | Melbourne Indoor | ATP 250 | Carpet |
| Bob Green | 6-7 7-6 6-4 7-5 | W | H2H | Match data | Nov 29, 1985* | R64 | Australian Open | Grand Slam | Grass |
| Tim Wilkison | 5-7 3-6 3-6 | L | H2H | Match data | Dec 1, 1985* | R32 | Australian Open | Grand Slam | Grass |
| Boris Becker | 6-3 3-6 2-6 | L | H2H | Match data | Jan 19, 1986* | R16 | ATP Finals | ATP Finals | Carpet |
| Dan Goldie | 6-3 6-4 | W | H2H | Match data | Jan 30, 1986* | R32 | Philadelphia | ATP 250 | Carpet |
| Andres Gomez | 6-1 3-6 3-1 (ret.) | W | H2H | Match data | Jan 31, 1986* | R16 | Philadelphia | ATP 250 | Carpet |
| Ivan Lendl | 4-6 4-6 | L | H2H | Match data | Feb 1, 1986* | QF | Philadelphia | ATP 250 | Carpet |
| Marian Vajda | 6-1 6-3 | W | H2H | Match data | Feb 6, 1986* | R32 | Memphis | ATP 250 | Carpet |
| John Lloyd | 7-6 6-4 | W | — | Match data | Feb 7, 1986* | R16 | Memphis | ATP 250 | Carpet |
| Anders Jarryd | 6-7 5-7 | L | H2H | Match data | Feb 8, 1986* | QF | Memphis | ATP 250 | Carpet |
| Ricardo Acuna | 3-6 6-4 6-7 | L | H2H | Match data | Feb 11, 1986* | R128 | Miami Open | ATP 500 | Hard |
| Andrei Chesnokov | 6-3 6-7 6-1 | W | H2H | Match data | Mar 27, 1986* | R32 | Chicago | ATP 250 | Carpet |
| Leonardo Lavalle | 6-2 6-1 | W | H2H | Match data | Mar 28, 1986* | R16 | Chicago | ATP 250 | Carpet |
| Boris Becker | 4-6 4-6 | L | H2H | Match data | Mar 29, 1986* | QF | Chicago | ATP 250 | Carpet |
| Danie Visser | 4-6 6-4 7-6 | W | H2H | Match data | Apr 3, 1986* | R32 | Atlanta | ATP 250 | Carpet |
| David Pate | 5-7 4-6 | L | H2H | Match data | Apr 4, 1986* | R16 | Atlanta | ATP 250 | Carpet |
| Miloslav Mecir | 6-7 6-2 6-3 7-6 | W | H2H | Match data | Apr 11, 1986* | R16 | Dallas | ATP 250 | Carpet |
| Boris Becker | 5-7 5-7 1-6 | L | H2H | Match data | Apr 12, 1986* | QF | Dallas | ATP 250 | Carpet |
| Wally Masur | 3-6 6-4 6-4 | W | H2H | Match data | Jun 11, 1986* | R64 | Queen's Club Championships | ATP 250 | Grass |
| Christo Van Rensburg | 6-3 6-7 6-3 | W | H2H | Match data | Jun 12, 1986* | R32 | Queen's Club Championships | ATP 250 | Grass |
| Andrew Castle | 6-4 6-1 | W | H2H | Match data | Jun 13, 1986* | R16 | Queen's Club Championships | ATP 250 | Grass |
| Jimmy Connors | 3-6 4-6 | L | H2H | Match data | Jun 14, 1986* | QF | Queen's Club Championships | ATP 250 | Grass |
| Stuart Bale | 6-3 7-5 6-3 | W | H2H | Match data | Jun 25, 1986* | R128 | Wimbledon | Grand Slam | Grass |
| Stefan Edberg | 4-6 7-6 6-4 5-7 0-6 | L | H2H | Match data | Jun 27, 1986* | R64 | Wimbledon | Grand Slam | Grass |
| Marty Davis | 6-3 2-6 7-5 | W | H2H | Match data | Jul 24, 1986* | R32 | Livingston | ATP 250 | Hard |
| Christo Van Rensburg | 4-6 6-3 3-6 | L | H2H | Match data | Jul 25, 1986* | R16 | Livingston | ATP 250 | Hard |
| Mark Edmondson | 5-7 6-2 6-4 | W | H2H | Match data | Aug 6, 1986* | R64 | Stratton Mountain | ATP 250 | Hard |
| Martin Laurendeau | 3-6 6-4 6-7 | L | H2H | Match data | Aug 7, 1986* | R32 | Stratton Mountain | ATP 250 | Hard |
| John McEnroe | 1-6 6-1 6-3 6-3 | W | H2H | Match data | Aug 28, 1986* | R128 | US Open | Grand Slam | Hard |
| Aaron Krickstein | 6-4 6-4 3-6 4-6 6-7 | L | H2H | Match data | Aug 30, 1986* | R64 | US Open | Grand Slam | Hard |
| Jaime Yzaga | 1-6 4-6 | L | H2H | Match data | Sep 18, 1986* | R32 | Los Angeles Open | ATP 250 | Hard |
| Jim Grabb | 6-3 3-6 3-6 | L | H2H | Match data | Oct 9, 1986* | R32 | Scottsdale | ATP 250 | Hard |
| Todd Witsken | 3-6 6-3 6-3 | W | H2H | Match data | Oct 23, 1986* | R32 | Tokyo Indoor | ATP 250 | Carpet |
| Ulf Stenlund | 6-1 6-2 | W | H2H | Match data | Oct 24, 1986* | R16 | Tokyo Indoor | ATP 250 | Carpet |
| Boris Becker | 2-6 4-6 | L | H2H | Match data | Oct 25, 1986* | QF | Tokyo Indoor | ATP 250 | Carpet |
| John Fitzgerald | 6-2 6-3 | W | H2H | Match data | Oct 30, 1986* | R32 | Hong Kong Open | ATP 250 | Hard |
| Scott Davis | 4-6 6-4 2-6 | L | H2H | Match data | Oct 31, 1986* | R16 | Hong Kong Open | ATP 250 | Hard |
| Bill Scanlon | 6-7 4-6 | L | H2H | Match data | Nov 20, 1986* | R32 | Houston | ATP 250 | Carpet |
| Tony Mmoh | 7-6 7-6 6-4 | W | H2H | Match data | Jan 14, 1987* | R128 | Australian Open | Grand Slam | Grass |
| Steve Wood | 6-7 4-6 6-3 6-2 6-4 | W | H2H | Match data | Jan 16, 1987* | R64 | Australian Open | Grand Slam | Grass |
| Henri Leconte | 1-6 4-6 6-3 6-4 10-8 | W | H2H | Match data | Jan 18, 1987* | R32 | Australian Open | Grand Slam | Grass |
| Pat Cash | 4-6 1-6 7-6 6-1 2-6 | L | H2H | Match data | Jan 21, 1987* | R16 | Australian Open | Grand Slam | Grass |
| Leonardo Lavalle | 6-4 6-2 | W | H2H | Match data | Feb 5, 1987* | R32 | Philadelphia | ATP 250 | Carpet |
| Broderick Dyke | 6-1 6-7 6-3 | W | H2H | Match data | Feb 6, 1987* | R16 | Philadelphia | ATP 250 | Carpet |
| Tim Mayotte | 5-7 4-6 | L | H2H | Match data | Feb 7, 1987* | QF | Philadelphia | ATP 250 | Carpet |
| Glenn Layendecker | 6-4 6-2 | W | H2H | Match data | Feb 11, 1987* | R64 | Memphis | ATP 250 | Hard |
| John McEnroe | 3-6 4-6 | L | H2H | Match data | Feb 12, 1987* | R32 | Memphis | ATP 250 | Hard |
| Christo Van Rensburg | 6-1 6-4 6-2 | W | H2H | Match data | Feb 24, 1987* | R128 | Miami Open | ATP 500 | Hard |
| Ivan Lendl | 7-5 6-7 6-4 2-6 2-6 | L | H2H | Match data | Feb 25, 1987* | R64 | Miami Open | ATP 500 | Hard |
| Mel Purcell | 6-3 6-4 | W | H2H | Match data | Mar 19, 1987* | R32 | Orlando | ATP 250 | Hard |
| Eliot Teltscher | 4-6 6-3 6-4 | W | H2H | Match data | Mar 20, 1987* | R16 | Orlando | ATP 250 | Hard |
| Tim Mayotte | 1-6 5-7 | L | H2H | Match data | Mar 21, 1987* | QF | Orlando | ATP 250 | Hard |
| Jim Grabb | 6-3 6-2 | W | H2H | Match data | Apr 2, 1987* | R32 | Chicago | ATP 250 | Carpet |
| David Pate | 6-7 2-6 | L | H2H | Match data | Apr 3, 1987* | R16 | Chicago | ATP 250 | Carpet |
| Glenn Michibata | 6-7 7-6 5-7 | L | H2H | Match data | Apr 15, 1987* | R64 | Japan Open | ATP 250 | Hard |
| Matt Anger | 6-2 6-2 | W | H2H | Match data | May 6, 1987* | R64 | Forest Hills | ATP 250 | Clay |
| Paul Vojtischek | 6-4 6-3 | W | H2H | Match data | May 7, 1987* | R32 | Forest Hills | ATP 250 | Clay |
| Andreas Maurer | 6-4 6-4 | W | H2H | Match data | May 8, 1987* | R16 | Forest Hills | ATP 250 | Clay |
| Slobodan Zivojinovic | 7-5 5-7 4-6 | L | H2H | Match data | May 9, 1987* | QF | Forest Hills | ATP 250 | Clay |
| Cassio Motta | 6-4 6-1 6-3 | W | H2H | Match data | May 27, 1987* | R128 | Roland Garros | Grand Slam | Clay |
| Mats Wilander | 3-6 4-6 6-4 4-6 | L | H2H | Match data | May 29, 1987* | R64 | Roland Garros | Grand Slam | Clay |
| Milan Srejber | 7-6 6-4 6-1 | W | H2H | Match data | Jun 24, 1987* | R128 | Wimbledon | Grand Slam | Grass |
| Wally Masur | 6-7 6-4 7-6 6-7 6-3 | W | H2H | Match data | Jun 26, 1987* | R64 | Wimbledon | Grand Slam | Grass |
| Guy Forget | 6-4 4-6 6-4 2-6 4-6 | L | H2H | Match data | Jun 28, 1987* | R32 | Wimbledon | Grand Slam | Grass |
| Gary Donnelly | 7-5 6-4 | W | H2H | Match data | Jul 9, 1987* | R32 | Newport | ATP 250 | Grass |
| Joey Rive | 3-6 3-6 | L | H2H | Match data | Jul 10, 1987* | R16 | Newport | ATP 250 | Grass |
| Jay Lapidus | 6-2 6-4 | W | H2H | Match data | Jul 16, 1987* | R32 | Livingston | ATP 250 | Hard |
| Alex Antonitsch | 6-7 6-2 6-7 | L | H2H | Match data | Jul 17, 1987* | R16 | Livingston | ATP 250 | Hard |
| Gary Donnelly | 6-2 7-5 | W | H2H | Match data | Aug 5, 1987* | R64 | Stratton Mountain | ATP 250 | Hard |
| Chip Hooper | 6-7 2-6 | L | H2H | Match data | Aug 6, 1987* | R32 | Stratton Mountain | ATP 250 | Hard |
| John McEnroe | 7-6 6-4 | W | H2H | Match data | Aug 19, 1987* | R64 | Cincinnati Open | ATP 500 | Hard |
| John Fitzgerald | 6-2 6-7 6-3 | W | H2H | Match data | Aug 20, 1987* | R32 | Cincinnati Open | ATP 500 | Hard |
| Mikael Pernfors | 6-7 6-4 5-7 | L | H2H | Match data | Aug 22, 1987* | R16 | Cincinnati Open | ATP 500 | Hard |
| Ramesh Krishnan | 0-6 5-7 1-6 | L | H2H | Match data | Sep 3, 1987* | R128 | US Open | Grand Slam | Hard |
| Ramesh Krishnan | 6-4 6-3 | W | H2H | Match data | Sep 24, 1987* | R32 | Los Angeles Open | ATP 250 | Hard |
| Derrick Rostagno | 6-2 7-6 | W | H2H | Match data | Sep 25, 1987* | R16 | Los Angeles Open | ATP 250 | Hard |
| Stefan Edberg | 1-6 5-7 | L | H2H | Match data | Sep 26, 1987* | QF | Los Angeles Open | ATP 250 | Hard |
| Paul Mcnamee | 2-6 6-1 7-5 | W | H2H | Match data | Oct 15, 1987* | R32 | Sydney Indoor | ATP 250 | Hard |
| Gary Muller | 7-6 7-6 | W | — | Match data | Oct 16, 1987* | R16 | Sydney Indoor | ATP 250 | Hard |
| Boris Becker | 3-6 2-6 | L | H2H | Match data | Oct 17, 1987* | QF | Sydney Indoor | ATP 250 | Hard |
| Shuzo Matsuoka | 6-1 7-6 | W | H2H | Match data | Oct 23, 1987* | R32 | Tokyo Indoor | ATP 250 | Carpet |
| Darren Cahill | 6-4 6-2 | W | H2H | Match data | Oct 24, 1987* | R16 | Tokyo Indoor | ATP 250 | Carpet |
| Stefan Edberg | 6-3 1-6 2-6 | L | H2H | Match data | Oct 25, 1987* | QF | Tokyo Indoor | ATP 250 | Carpet |
| Pat Cash | 4-6 4-6 | L | H2H | Match data | Nov 5, 1987* | R32 | Paris Masters | ATP 250 | Carpet |
| Jeremy Bates | 2-6 7-5 6-4 | W | H2H | Match data | Nov 13, 1987* | R32 | Wembley | ATP 250 | Carpet |
| Christo Van Rensburg | 6-2 6-2 | W | H2H | Match data | Nov 14, 1987* | R16 | Wembley | ATP 250 | Carpet |
| Ivan Lendl | 6-3 3-6 4-6 | L | H2H | Match data | Nov 15, 1987* | QF | Wembley | ATP 250 | Carpet |
| Jerome Potier | 6-3 6-4 3-6 5-7 4-6 | L | H2H | Match data | Jan 13, 1988* | R128 | Australian Open | Grand Slam | Hard |
| Lawson Duncan | 6-2 6-4 | W | H2H | Match data | Feb 18, 1988* | R32 | Memphis | ATP 250 | Hard |
| Andre Agassi | 7-6 1-6 4-6 | L | H2H | Match data | Feb 19, 1988* | R16 | Memphis | ATP 250 | Hard |
| Jimmy Brown | 6-1 3-6 6-2 | W | — | Match data | Feb 25, 1988* | R32 | Philadelphia | ATP 250 | Carpet |
| Christo Van Rensburg | 1-6 7-5 4-6 | L | H2H | Match data | Feb 26, 1988* | R16 | Philadelphia | ATP 250 | Carpet |
| Tomas Smid | 5-7 4-6 | L | H2H | Match data | Mar 10, 1988* | R32 | Orlando | ATP 250 | Hard |
| Matt Anger | 6-1 6-2 6-2 | W | H2H | Match data | Mar 15, 1988* | R128 | Miami Open | ATP 500 | Hard |
| Jim Courier | 4-6 6-4 6-4 4-6 6-4 | W | H2H | Match data | Mar 16, 1988* | R64 | Miami Open | ATP 500 | Hard |
| Tim Mayotte | 6-7 3-6 3-6 | L | H2H | Match data | Mar 17, 1988* | R32 | Miami Open | ATP 500 | Hard |
| Nicolas Pereira | 5-7 6-7 | L | H2H | Match data | May 4, 1988* | R64 | Forest Hills | ATP 250 | Clay |
| Tarik Benhabiles | 6-3 6-3 6-4 | W | H2H | Match data | May 25, 1988* | R128 | Roland Garros | Grand Slam | Clay |
| Marian Vajda | 6-4 1-6 2-6 7-5 6-2 | W | H2H | Match data | May 27, 1988* | R64 | Roland Garros | Grand Slam | Clay |
| Ronald Agenor | 4-6 6-7 2-6 | L | H2H | Match data | May 29, 1988* | R32 | Roland Garros | Grand Slam | Clay |
| Martin Laurendeau | 6-0 6-2 6-3 | W | H2H | Match data | Jun 22, 1988* | R128 | Wimbledon | Grand Slam | Grass |
| Branislav Stankovic | 6-4 6-2 6-4 | W | H2H | Match data | Jun 24, 1988* | R64 | Wimbledon | Grand Slam | Grass |
| Jonas Svensson | 6-4 6-2 3-6 6-4 | W | H2H | Match data | Jun 26, 1988* | R32 | Wimbledon | Grand Slam | Grass |
| Boris Becker | 3-6 4-6 4-6 | L | H2H | Match data | Jun 29, 1988* | R16 | Wimbledon | Grand Slam | Grass |
| Bill Scanlon | 6-3 6-1 | W | H2H | Match data | Jul 7, 1988* | R32 | Newport | ATP 250 | Grass |
| Paul Chamberlin | (w/o) | W | H2H | Match data | Jul 8, 1988* | R16 | Newport | ATP 250 | Grass |
| Pieter Aldrich | 6-4 1-6 6-7 | L | H2H | Match data | Jul 9, 1988* | QF | Newport | ATP 250 | Grass |
| Larry Scott | 6-1 6-2 | W | H2H | Match data | Jul 21, 1988* | R32 | Schenectady | ATP 250 | Hard |
| Thomas Hogstedt | 6-0 2-6 5-7 | L | H2H | Match data | Jul 22, 1988* | R16 | Schenectady | ATP 250 | Hard |
| Paul Chamberlin | 7-5 7-5 | W | H2H | Match data | Jul 27, 1988* | R64 | Stratton Mountain | ATP 250 | Hard |
| Michael Chang | 6-4 7-5 | W | H2H | Match data | Jul 28, 1988* | R32 | Stratton Mountain | ATP 250 | Hard |
| Leonardo Lavalle | 6-3 6-3 | W | H2H | Match data | Jul 29, 1988* | R16 | Stratton Mountain | ATP 250 | Hard |
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.