Tour · 1985-08-12 · draw of 64
Montreal 1985
HardFinal
| 🇺🇸 John McEnroe | d. | 🇺🇸 Ivan Lendl | 7-5 6-3 | H2H |
Semifinals
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Jimmy Arias | 6-4 6-2 | H2H |
| 🇺🇸 John McEnroe | d. | 🇺🇸 Jimmy Connors | 6-2 6-3 | H2H |
Quarterfinals
| 🇺🇸 Jimmy Arias | d. | 🇺🇸 Eliot Teltscher | 6-1 7-6 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇸🇪 Stefan Edberg | 6-4 6-1 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇸🇪 Anders Jarryd | 6-1 6-0 | H2H |
| 🇺🇸 John McEnroe | d. | 🇮🇳 Ramesh Krishnan | 6-3 6-2 | H2H |
Round of 16
| 🇮🇳 Ramesh Krishnan | d. | 🇺🇸 Johan Kriek | 6-4 6-4 | H2H |
| 🇺🇸 Eliot Teltscher | d. | 🇺🇸 Sammy Giammalva Jr. | 6-4 6-4 | H2H |
| 🇸🇪 Stefan Edberg | d. | 🇸🇪 Henrik Sundstrom | 7-6 6-4 | H2H |
| 🇸🇪 Anders Jarryd | d. | 🇨🇦 Stephane Bonneau | 6-1 6-2 | H2H |
| 🇺🇸 Jimmy Arias | d. | 🇺🇸 Kevin Curren | 4-6 6-3 6-2 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇺🇸 Vitas Gerulaitis | 6-4 6-2 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Tim Mayotte | 7-6 6-2 | H2H |
| 🇺🇸 John McEnroe | d. | 🇧🇷 Nelson Aerts | 6-0 6-1 | H2H |
Round of 32
| 🇨🇦 Stephane Bonneau | d. | 🇨🇭 Jakob Hlasek | 6-1 7-6 | H2H |
| 🇧🇷 Nelson Aerts | d. | 🇨🇦 Martin Wostenholme | 7-6 6-2 | H2H |
| 🇮🇳 Ramesh Krishnan | d. | 🇨🇭 Heinz Gunthardt | 5-7 7-6 6-2 | H2H |
| 🇺🇸 Jimmy Arias | d. | 🇺🇸 Mike Leach | 6-4 7-6 | H2H |
| 🇺🇸 Sammy Giammalva Jr. | d. | 🇺🇸 Andy Kohlberg | 3-6 7-6 6-2 | H2H |
| 🇺🇸 Vitas Gerulaitis | d. | 🇮🇱 Shahar Perkiss | 6-2 7-6 | H2H |
| 🇸🇪 Henrik Sundstrom | d. | 🇺🇸 Jay Lapidus | 6-4 6-3 | H2H |
| 🇺🇸 Tim Mayotte | d. | 🇺🇸 Michael Robertson | 6-4 7-6 | H2H |
| 🇺🇸 Johan Kriek | d. | 🇿🇦 Danie Visser | 3-6 6-0 7-6 | H2H |
| 🇺🇸 Eliot Teltscher | d. | 🇺🇸 Jonathan Canter | 7-6 0-6 6-4 | H2H |
| 🇸🇪 Stefan Edberg | d. | 🇺🇸 Chip Hooper | 6-3 3-6 7-6 | H2H |
| 🇸🇪 Anders Jarryd | d. | 🇨🇦 Glenn Michibata | 6-1 6-2 | H2H |
| 🇺🇸 Kevin Curren | d. | 🇦🇺 Wally Masur | 6-7 7-6 6-4 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇷🇸 Slobodan Zivojinovic | 7-5 6-4 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Marc Flur | 6-2 6-2 | H2H |
| 🇺🇸 John McEnroe | d. | 🇺🇸 Tim Wilkison | 6-2 6-4 | H2H |