Tour · 1986-08-04 · draw of 64
Stratton Mountain 1986
HardFinal
| 🇺🇸 Ivan Lendl | d. | 🇩🇪 Boris Becker | 6-4 7-6 | H2H |
Semifinals
| 🇩🇪 Boris Becker | d. | 🇺🇸 John McEnroe | 3-6 7-5 7-6 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Jimmy Connors | 6-4 3-6 6-2 | H2H |
Quarterfinals
| 🇺🇸 John McEnroe | d. | 🇺🇸 Andre Agassi | 6-3 6-3 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇺🇸 Robert Seguso | 3-6 6-2 6-1 | H2H |
| 🇩🇪 Boris Becker | d. | 🇨🇦 Martin Laurendeau | 7-5 6-2 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Brad Gilbert | 6-2 3-6 6-2 | H2H |
Round of 16
| 🇨🇦 Martin Laurendeau | d. | 🇺🇸 Jonathan Canter | 6-4 4-6 6-3 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇺🇸 Scott Davis | 6-3 3-6 6-2 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇺🇸 Greg Holmes | 6-2 4-6 6-2 | H2H |
| 🇺🇸 Robert Seguso | d. | 🇸🇪 Mikael Pernfors | 6-3 4-6 6-3 | H2H |
| 🇺🇸 John McEnroe | d. | 🇦🇺 Wally Masur | 6-2 7-6 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇵🇪 Pablo Arraya | 4-6 6-4 6-0 | H2H |
| 🇩🇪 Boris Becker | d. | 🇺🇸 Kevin Curren | 6-2 3-6 7-6 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇨🇿 Milan Srejber | 6-3 6-2 | H2H |
Round of 32
| 🇦🇺 Wally Masur | d. | 🇺🇸 Marc Flur | 6-2 6-1 | H2H |
| 🇺🇸 Scott Davis | d. | 🇦🇺 Mark Kratzmann | 6-3 6-4 | H2H |
| 🇺🇸 Jonathan Canter | d. | 🇺🇸 Todd Witsken | 6-1 7-6 | H2H |
| 🇨🇿 Milan Srejber | d. | 🇮🇳 Ramesh Krishnan | 6-2 4-6 6-2 | H2H |
| 🇺🇸 Kevin Curren | d. | 🇿🇦 Christo Steyn | 6-3 7-6 | H2H |
| 🇵🇪 Pablo Arraya | d. | 🇺🇸 Tim Wilkison | 6-4 4-6 6-2 | H2H |
| 🇺🇸 Robert Seguso | d. | 🇺🇸 Marty Davis | 2-6 7-5 6-2 | H2H |
| 🇺🇸 Greg Holmes | d. | 🇺🇸 Johan Kriek | 6-1 6-3 | H2H |
| 🇨🇦 Martin Laurendeau | d. | 🇺🇸 Paul Annacone | 6-3 4-6 7-6 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇺🇸 Marcel Freeman | 3-6 6-2 6-0 | H2H |
| 🇸🇪 Mikael Pernfors | d. | 🇺🇸 Gary Donnelly | 3-6 6-3 6-4 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇺🇸 Tim Mayotte | 4-6 6-4 6-2 | H2H |
| 🇺🇸 John McEnroe | d. | 🇺🇸 Peter Fleming | 6-1 6-4 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇺🇸 Brad Pearce | 6-4 6-3 | H2H |
| 🇩🇪 Boris Becker | d. | 🇺🇸 Ken Flach | 6-4 6-7 6-4 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇿🇦 Barry Moir | 6-1 6-2 | H2H |