Tour · 1985-03-25 · draw of 32
Fort Myers 1985
HardFinal
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Jimmy Connors | 6-3 6-2 | H2H |
Semifinals
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Sammy Giammalva Jr. | 6-2 6-1 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇪🇨 Andres Gomez | 3-6 6-3 6-4 | H2H |
Quarterfinals
| 🇺🇸 Sammy Giammalva Jr. | d. | 🇺🇸 Scott Davis | 6-2 6-3 | H2H |
| 🇪🇨 Andres Gomez | d. | 🇺🇸 Eliot Teltscher | 7-5 6-0 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Brad Gilbert | 6-4 6-2 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇺🇸 Johan Kriek | 6-3 6-2 | H2H |
Round of 16
| 🇺🇸 Brad Gilbert | d. | 🇺🇸 Ben Testerman | 6-4 6-4 | H2H |
| 🇺🇸 Scott Davis | d. | 🇺🇸 Mel Purcell | 6-2 6-1 | H2H |
| 🇺🇸 Johan Kriek | d. | 🇦🇺 John Fitzgerald | 6-2 7-6 | H2H |
| 🇺🇸 Eliot Teltscher | d. | 🇺🇸 Ken Flach | 6-4 6-3 | H2H |
| 🇺🇸 Sammy Giammalva Jr. | d. | 🇺🇸 Aaron Krickstein | 7-5 6-4 | H2H |
| 🇪🇨 Andres Gomez | d. | 🇺🇸 Tom Gullikson | 6-1 2-0 RET | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇺🇸 Greg Holmes | 6-4 6-2 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇺🇸 Dan Cassidy | 6-2 6-2 | H2H |
Round of 32
| 🇺🇸 Ben Testerman | d. | 🇵🇾 Francisco Gonzalez | 6-7 7-5 6-4 | H2H |
| 🇺🇸 Mel Purcell | d. | 🇺🇸 Tim Gullikson | 6-4 6-3 | H2H |
| 🇺🇸 Greg Holmes | d. | 🇺🇸 Matt Anger | 6-2 6-2 | H2H |
| 🇺🇸 Tom Gullikson | d. | 🇺🇸 Luke Jensen | 6-2 2-6 7-6 | H2H |
| 🇺🇸 Sammy Giammalva Jr. | d. | 🇺🇸 David Pate | 6-4 7-5 | H2H |
| 🇺🇸 Ken Flach | d. | 🇺🇸 Robert Van't Hof | 6-4 6-2 | H2H |
| 🇦🇺 John Fitzgerald | d. | 🇮🇳 Ramesh Krishnan | 6-7 7-6 6-4 | H2H |
| 🇺🇸 Dan Cassidy | d. | 🇺🇸 Jay Lapidus | 6-4 6-4 | H2H |
| 🇺🇸 Scott Davis | d. | 🇺🇸 Marty Davis | 6-4 7-6 | H2H |
| 🇺🇸 Johan Kriek | d. | 🇺🇸 Henry Pfister | 4-6 7-6 7-5 | H2H |
| 🇺🇸 Eliot Teltscher | d. | 🇺🇸 Mike Bauer | 6-4 3-6 6-1 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇫🇷 Yannick Noah | 6-4 7-6 | H2H |
| 🇺🇸 Aaron Krickstein | d. | 🇺🇸 Terry Moor | 7-6 5-7 6-4 | H2H |
| 🇪🇨 Andres Gomez | d. | 🇺🇸 Leif Shiras | 6-3 7-6 | H2H |
| 🇺🇸 Ivan Lendl | d. | 🇬🇧 John Lloyd | 6-3 6-3 | H2H |
| 🇺🇸 Jimmy Connors | d. | 🇦🇺 Peter Doohan | 5-7 6-1 6-2 | H2H |